{ "document_id": 14408, "page": 26, "width_pt": 612, "height_pt": 792, "rotation": 0, "pipeline_version": "paddleocr-vl-1.6+paul-48", "engine": "paddleocr_vl", "source_run_id": 14519, "item_count": 171, "counts_by_type": { "formula": 25, "header": 4, "table": 2, "table_cell": 97, "text": 43 }, "build_ms": 33, "items": [ { "id": "p26.1", "order": 1, "type": "header", "bbox": { "l": 54, "t": 765.84, "r": 112.08, "b": 756.24 }, "text": "Invited Review", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p26.2", "order": 2, "type": "header", "bbox": { "l": 349.92, "t": 765.84, "r": 540.48, "b": 756.24 }, "text": "Journal of Natural Products, 1999, Vol. 62, No. 3", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p26.3", "order": 3, "type": "header", "bbox": { "l": 53.52, "t": 746.16, "r": 142.8, "b": 736.08 }, "text": "Table 4. (Continued)", "attrs": { "block_label": "figure_title" }, "level": 2 }, { "id": "p26.4", "order": 4, "type": "header", "bbox": { "l": 542.88, "t": 765.36, "r": 559.2, "b": 756.96 }, "text": "529", "attrs": { "block_label": "number" }, "level": 2 }, { "id": "p26.5", "order": 5, "type": "table", "bbox": { "l": 72.96, "t": 738.682757, "r": 426, "b": 640.32 }, "text": "", "attrs": { "block_label": "table", "n_rows": 8, "n_cols": 8, "integrity": { "cells_checked": 45, "cells_flagged": 44, "flags": [ { "row": 0, "col": 0, "coverage": 0, "text": "85. (2,4-cis)-trilobacinone" }, { "row": 1, "col": 1, "coverage": 0, "text": "Position" }, { "row": 1, "col": 2, "coverage": 0, "text": "15" }, { "row": 1, "col": 3, "coverage": 0, "text": "16" }, { "row": 1, "col": 4, "coverage": 0, "text": "19" }, { "row": 1, "col": 5, "coverage": 0, "text": "20" }, { "row": 1, "col": 6, "coverage": 0, "text": "23" }, { "row": 1, "col": 7, "coverage": 0, "text": "24" }, { "row": 2, "col": 1, "coverage": 0, "text": "¹H ( \\delta )" }, { "row": 2, "col": 2, "coverage": 0, "text": "3.37 ddd" }, { "row": 2, "col": 3, "coverage": 0, "text": "3.83 m" }, { "row": 2, "col": 4, "coverage": 0, "text": "3.97 ddd" } ] } }, "children": [ { "id": "p26.5.1", "order": 6, "type": "table_cell", "bbox": { "l": 72.96, "t": 733.68, "r": 117.09, "b": 722.01 }, "text": "85. (2,4-cis)-trilobacinone", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.5.2", "order": 7, "type": "table_cell", "bbox": { "l": 226.20071, "t": 738.682757, "r": 385.845956, "b": 723.32066 }, "text": "Adjacent Bis-THF Acetogenins (Continued)", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 7, "bbox_refit": true, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.5.3", "order": 8, "type": "table_cell", "bbox": { "l": 72.96, "t": 722.01, "r": 117.09, "b": 710.34 }, "text": "", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.4", "order": 9, "type": "table_cell", "bbox": { "l": 117.09, "t": 722.01, "r": 161.22, "b": 710.34 }, "text": "Position", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.5", "order": 10, "type": "table_cell", "bbox": { "l": 161.22, "t": 722.01, "r": 205.35, "b": 710.34 }, "text": "15", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.6", "order": 11, "type": "table_cell", "bbox": { "l": 205.35, "t": 722.01, "r": 249.48, "b": 710.34 }, "text": "16", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.7", "order": 12, "type": "table_cell", "bbox": { "l": 249.48, "t": 722.01, "r": 293.61, "b": 710.34 }, "text": "19", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.8", "order": 13, "type": "table_cell", "bbox": { "l": 293.61, "t": 722.01, "r": 337.74, "b": 710.34 }, "text": "20", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.9", "order": 14, "type": "table_cell", "bbox": { "l": 337.74, "t": 722.01, "r": 381.87, "b": 710.34 }, "text": "23", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.10", "order": 15, "type": "table_cell", "bbox": { "l": 381.87, "t": 722.01, "r": 426, "b": 710.34 }, "text": "24", "attrs": { "row": 1, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.11", "order": 16, "type": "table_cell", "bbox": { "l": 72.96, "t": 710.34, "r": 117.09, "b": 698.67 }, "text": "", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.12", "order": 17, "type": "table_cell", "bbox": { "l": 117.09, "t": 710.34, "r": 161.22, "b": 698.67 }, "text": "¹H ( \\delta )", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.13", "order": 18, "type": "table_cell", "bbox": { "l": 161.22, "t": 710.34, "r": 205.35, "b": 698.67 }, "text": "3.37 ddd", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.14", "order": 19, "type": "table_cell", "bbox": { "l": 205.35, "t": 710.34, "r": 249.48, "b": 698.67 }, "text": "3.83 m", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.15", "order": 20, "type": "table_cell", "bbox": { "l": 249.48, "t": 710.34, "r": 293.61, "b": 698.67 }, "text": "3.97 ddd", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.16", "order": 21, "type": "table_cell", "bbox": { "l": 293.61, "t": 710.34, "r": 337.74, "b": 698.67 }, "text": "4.04 ddd", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.17", "order": 22, "type": "table_cell", "bbox": { "l": 337.74, "t": 710.34, "r": 381.87, "b": 698.67 }, "text": "3.83 m", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.18", "order": 23, "type": "table_cell", "bbox": { "l": 381.87, "t": 710.34, "r": 426, "b": 698.67 }, "text": "3.39 ddd", "attrs": { "row": 2, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.19", "order": 24, "type": "table_cell", "bbox": { "l": 72.96, "t": 698.67, "r": 117.09, "b": 687 }, "text": "", "attrs": { "row": 3, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.20", "order": 25, "type": "table_cell", "bbox": { "l": 117.09, "t": 698.67, "r": 161.22, "b": 687 }, "text": "¹³C ( \\delta )", "attrs": { "row": 3, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.21", "order": 26, "type": "table_cell", "bbox": { "l": 161.22, "t": 698.67, "r": 205.35, "b": 687 }, "text": "74.5", "attrs": { "row": 3, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.22", "order": 27, "type": "table_cell", "bbox": { "l": 205.35, "t": 698.67, "r": 249.48, "b": 687 }, "text": "83.2", "attrs": { "row": 3, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.23", "order": 28, "type": "table_cell", "bbox": { "l": 249.48, "t": 698.67, "r": 293.61, "b": 687 }, "text": "81.7", "attrs": { "row": 3, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.24", "order": 29, "type": "table_cell", "bbox": { "l": 293.61, "t": 698.67, "r": 337.74, "b": 687 }, "text": "80.8", "attrs": { "row": 3, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.25", "order": 30, "type": "table_cell", "bbox": { "l": 337.74, "t": 698.67, "r": 381.87, "b": 687 }, "text": "82.6", "attrs": { "row": 3, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.26", "order": 31, "type": "table_cell", "bbox": { "l": 381.87, "t": 698.67, "r": 426, "b": 687 }, "text": "74.0", "attrs": { "row": 3, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.27", "order": 32, "type": "table_cell", "bbox": { "l": 72.96, "t": 687, "r": 117.09, "b": 675.33 }, "text": "86. (2,4-trans)-trilobacinone", "attrs": { "row": 4, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.28", "order": 33, "type": "table_cell", "bbox": { "l": 117.09, "t": 687, "r": 161.22, "b": 675.33 }, "text": "", "attrs": { "row": 4, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.29", "order": 34, "type": "table_cell", "bbox": { "l": 161.22, "t": 687, "r": 205.35, "b": 675.33 }, "text": "", "attrs": { "row": 4, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.30", "order": 35, "type": "table_cell", "bbox": { "l": 205.35, "t": 687, "r": 249.48, "b": 675.33 }, "text": "", "attrs": { "row": 4, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.31", "order": 36, "type": "table_cell", "bbox": { "l": 249.48, "t": 687, "r": 293.61, "b": 675.33 }, "text": "", "attrs": { "row": 4, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.32", "order": 37, "type": "table_cell", "bbox": { "l": 293.61, "t": 687, "r": 337.74, "b": 675.33 }, "text": "", "attrs": { "row": 4, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.33", "order": 38, "type": "table_cell", "bbox": { "l": 337.74, "t": 687, "r": 381.87, "b": 675.33 }, "text": "", "attrs": { "row": 4, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.34", "order": 39, "type": "table_cell", "bbox": { "l": 381.87, "t": 687, "r": 426, "b": 675.33 }, "text": "", "attrs": { "row": 4, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.35", "order": 40, "type": "table_cell", "bbox": { "l": 72.96, "t": 675.33, "r": 117.09, "b": 663.66 }, "text": "", "attrs": { "row": 5, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.36", "order": 41, "type": "table_cell", "bbox": { "l": 117.09, "t": 675.33, "r": 161.22, "b": 663.66 }, "text": "Position", "attrs": { "row": 5, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.37", "order": 42, "type": "table_cell", "bbox": { "l": 161.22, "t": 675.33, "r": 205.35, "b": 663.66 }, "text": "15", "attrs": { "row": 5, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.38", "order": 43, "type": "table_cell", "bbox": { "l": 205.35, "t": 675.33, "r": 249.48, "b": 663.66 }, "text": "16", "attrs": { "row": 5, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.39", "order": 44, "type": "table_cell", "bbox": { "l": 249.48, "t": 675.33, "r": 293.61, "b": 663.66 }, "text": "19", "attrs": { "row": 5, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.40", "order": 45, "type": "table_cell", "bbox": { "l": 293.61, "t": 675.33, "r": 337.74, "b": 663.66 }, "text": "20", "attrs": { "row": 5, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.41", "order": 46, "type": "table_cell", "bbox": { "l": 337.74, "t": 675.33, "r": 381.87, "b": 663.66 }, "text": "23", "attrs": { "row": 5, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.42", "order": 47, "type": "table_cell", "bbox": { "l": 381.87, "t": 675.33, "r": 426, "b": 663.66 }, "text": "24", "attrs": { "row": 5, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.43", "order": 48, "type": "table_cell", "bbox": { "l": 72.96, "t": 663.66, "r": 117.09, "b": 651.99 }, "text": "", "attrs": { "row": 6, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.44", "order": 49, "type": "table_cell", "bbox": { "l": 117.09, "t": 663.66, "r": 161.22, "b": 651.99 }, "text": "¹H ( \\delta )", "attrs": { "row": 6, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.45", "order": 50, "type": "table_cell", "bbox": { "l": 161.22, "t": 663.66, "r": 205.35, "b": 651.99 }, "text": "3.37 ddd", "attrs": { "row": 6, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.46", "order": 51, "type": "table_cell", "bbox": { "l": 205.35, "t": 663.66, "r": 249.48, "b": 651.99 }, "text": "3.83 m", "attrs": { "row": 6, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.47", "order": 52, "type": "table_cell", "bbox": { "l": 249.48, "t": 663.66, "r": 293.61, "b": 651.99 }, "text": "3.97 ddd", "attrs": { "row": 6, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.48", "order": 53, "type": "table_cell", "bbox": { "l": 293.61, "t": 663.66, "r": 337.74, "b": 651.99 }, "text": "4.04 ddd", "attrs": { "row": 6, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.49", "order": 54, "type": "table_cell", "bbox": { "l": 337.74, "t": 663.66, "r": 381.87, "b": 651.99 }, "text": "3.83 m", "attrs": { "row": 6, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.50", "order": 55, "type": "table_cell", "bbox": { "l": 381.87, "t": 663.66, "r": 426, "b": 651.99 }, "text": "3.39 ddd", "attrs": { "row": 6, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.51", "order": 56, "type": "table_cell", "bbox": { "l": 72.96, "t": 651.99, "r": 117.09, "b": 640.32 }, "text": "", "attrs": { "row": 7, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.52", "order": 57, "type": "table_cell", "bbox": { "l": 117.09, "t": 651.99, "r": 161.22, "b": 640.32 }, "text": "¹³C ( \\delta )", "attrs": { "row": 7, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.53", "order": 58, "type": "table_cell", "bbox": { "l": 161.22, "t": 651.99, "r": 205.35, "b": 640.32 }, "text": "74.5", "attrs": { "row": 7, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.54", "order": 59, "type": "table_cell", "bbox": { "l": 205.35, "t": 651.99, "r": 249.48, "b": 640.32 }, "text": "83.2", "attrs": { "row": 7, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.55", "order": 60, "type": "table_cell", "bbox": { "l": 249.48, "t": 651.99, "r": 293.61, "b": 640.32 }, "text": "81.7", "attrs": { "row": 7, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.56", "order": 61, "type": "table_cell", "bbox": { "l": 293.61, "t": 651.99, "r": 337.74, "b": 640.32 }, "text": "80.8", "attrs": { "row": 7, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.57", "order": 62, "type": "table_cell", "bbox": { "l": 337.74, "t": 651.99, "r": 381.87, "b": 640.32 }, "text": "82.6", "attrs": { "row": 7, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.5.58", "order": 63, "type": "table_cell", "bbox": { "l": 381.87, "t": 651.99, "r": 426, "b": 640.32 }, "text": "73.8", "attrs": { "row": 7, "col": 7, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p26.6", "order": 64, "type": "text", "bbox": { "l": 74.4, "t": 640.32, "r": 525.6, "b": 591.6 }, "text": "White wax.[p26.6.1]: +17.3° (c O.22, CHCl_{3}). IR ([p26.6.2], film, cm^{-1}): 3354, 2923, 2845, 1742, 1722, 1591, 1456, 1403, 1361, 1170, 1121, 1116, 1079 MS: EIMS (TMS) m/z 523, 453, 433, 383, 363, 313, 293, 243, 223. NMR: ^1H NMR (500MHz, CDCl_{3}), ^{13}C NMR (125 MHz, CDCl_{3}). Derivatives: per-MTPA esters (^{1}H NMR), TMS (EIMS). Biological activities ( [p26.6.3]g/mL): BST LC_{50} 2.0 × 10^{-2}, A-549 ED_{50} 4.6 × 10^{-4}, MCF-7 ED_{50} 1.3 × 10^{-8}, HT-29 ED_{50} 1.6, A-498 ED_{50} 4.9 × 10^{-1}, PC-3 ED_{50} 2.8, PACA-2 ED_{50} 6.9 × 10^{-2}. Source: Asimina triloba, stem bark.", "children": [ { "id": "p26.6.1", "order": 65, "type": "formula", "bbox": { "l": 74.4, "t": 640.32, "r": 525.6, "b": 591.6 }, "text": "[\\alpha]_{D}", "attrs": { "latex": "[\\alpha]_{D}", "inline": true, "text_offset": 10, "text_span": 9, "bbox_estimated": true, "notation": "latex", "alt": "alpha sub D", "mathml": "[α]D" } }, { "id": "p26.6.2", "order": 66, "type": "formula", "bbox": { "l": 74.4, "t": 640.32, "r": 525.6, "b": 591.6 }, "text": "\\text{White wax. }[\\alpha]_D\\text{: }+17.3^\\circ\\text{ (}c\\text{ 0.22, CHCl}_3\\text{). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): 3354, 2923, 2845, 1742, 1722, 1591, 1456, 1403, 1361, 1170, 1121, 1116, 1079. MS: EIMS (TMS) }m/z\\text{ 523, 453, 433, 383, 363, 313, 293, 243, 223. NMR: }^1\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: per-MTPA esters (}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL}\\text{): BST LC}_{50}\\text{ 2.0}\\times 10^{-2}\\text{, A-549 ED}_{50}\\text{ 4.6}\\times 10^{-4}\\text{, MCF-7 ED}_{50}\\text{ 1.3}\\times 10^{-8}\\text{, HT-29 ED}_{50}\\text{ 1.6, A-498 ED}_{50}\\text{ 4.9}\\times 10^{-1}\\text{, PC-3 ED}_{50}\\text{ 2.8, PACA-2 ED}_{50}\\text{ 6.9}\\times 10^{-2}\\text{. Source: }\\textit{Asimina triloba}\\text{, stem bark.}\\\\ \\text{87. rollidecin C}^{55}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_6\\text{, MW 578)}", "attrs": { "latex": "\\text{White wax. }[\\alpha]_D\\text{: }+17.3^\\circ\\text{ (}c\\text{ 0.22, CHCl}_3\\text{). IR (}\\nu_{max}\\text{, film, cm}^{-1}\\text{): 3354, 2923, 2845, 1742, 1722, 1591, 1456, 1403, 1361, 1170, 1121, 1116, 1079. MS: EIMS (TMS) }m/z\\text{ 523, 453, 433, 383, 363, 313, 293, 243, 223. NMR: }^1\\text{H NMR (500 MHz, CDCl}_3\\text{), }^{13}\\text{C NMR (125 MHz, CDCl}_3\\text{). Derivatives: per-MTPA esters (}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL}\\text{): BST LC}_{50}\\text{ 2.0}\\times 10^{-2}\\text{, A-549 ED}_{50}\\text{ 4.6}\\times 10^{-4}\\text{, MCF-7 ED}_{50}\\text{ 1.3}\\times 10^{-8}\\text{, HT-29 ED}_{50}\\text{ 1.6, A-498 ED}_{50}\\text{ 4.9}\\times 10^{-1}\\text{, PC-3 ED}_{50}\\text{ 2.8, PACA-2 ED}_{50}\\text{ 6.9}\\times 10^{-2}\\text{. Source: }\\textit{Asimina triloba}\\text{, stem bark.}\\\\ \\text{87. rollidecin C}^{55}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_6\\text{, MW 578)}", "inline": true, "text_offset": 52, "text_span": 9, "bbox_estimated": true, "notation": "latex", "alt": "White wax. alpha sub D : plus 17.3 to the power of circ of c 0.22, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3354, 2923, 2845, 1742, 1722, 1591, 1456, 1403, 1361, 1170, 1121, 1116, 1079. MS: EIMS of TMS m over z 523, 453, 433, 383, 363, 313, 293, 243, 223. NMR: to the power of 1 H NMR of 500 MHz, CDCl sub 3, to the power of 13 C NMR of 125 MHz, CDCl sub 3 . Derivatives: per minus MTPA esters of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 2.0 times 10 to the power of minus 2, A minus 549 ED sub 50 4.6 times 10 to the power of minus 4, MCF minus 7 ED sub 50 1.3 times 10 to the power of minus 8, HT minus 29 ED sub 50 1.6, A minus 498 ED sub 50 4.9 times 10 to the power of minus 1, PC minus 3 ED sub 50 2.8, PACA minus 2 ED sub 50 6.9 times 10 to the power of minus 2 . Source: textit Asimina triloba, stem bark. 87. rollidecin C to the power of 55 times C sub 35 H sub 62 O sub 6, MW 578", "mathml": "White wax. [α]D: +17.3∘ (c 0.22, CHCl3). IR (νmax, film, cm−1): 3354, 2923, 2845, 1742, 1722, 1591, 1456, 1403, 1361, 1170, 1121, 1116, 1079. MS: EIMS (TMS) m/z 523, 453, 433, 383, 363, 313, 293, 243, 223. NMR: 1H NMR (500 MHz, CDCl3), 13C NMR (125 MHz, CDCl3). Derivatives: per-MTPA esters (1H NMR), TMS (EIMS). Biological activities (μg/mL): BST LC50 2.0×10−2, A-549 ED50 4.6×10−4, MCF-7 ED50 1.3×10−8, HT-29 ED50 1.6, A-498 ED50 4.9×10−1, PC-3 ED50 2.8, PACA-2 ED50 6.9×10−2. Source: Asimina triloba, stem bark.87. rollidecin C55 (C35H62O6, MW 578)" } }, { "id": "p26.6.3", "order": 67, "type": "text", "bbox": { "l": 74.4, "t": 640.32, "r": 525.6, "b": 591.6 }, "text": "μ", "attrs": { "inline": true, "text_offset": 363, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p26.7", "order": 68, "type": "text", "bbox": { "l": 73.68, "t": 595.68, "r": 222.72, "b": 586.8 }, "text": "87. rollidecin C [p26.7.1](C [p26.7.2]H [p26.7.3]O[p26.7.4], MW578)", "children": [ { "id": "p26.7.1", "order": 69, "type": "text", "bbox": { "l": 73.68, "t": 595.68, "r": 222.72, "b": 586.8 }, "text": "⁵⁵", "attrs": { "inline": true, "text_offset": 17, "text_span": 9, "bbox_estimated": true } }, { "id": "p26.7.2", "order": 70, "type": "text", "bbox": { "l": 73.68, "t": 595.68, "r": 222.72, "b": 586.8 }, "text": "₃₅", "attrs": { "inline": true, "text_offset": 29, "text_span": 9, "bbox_estimated": true } }, { "id": "p26.7.3", "order": 71, "type": "text", "bbox": { "l": 73.68, "t": 595.68, "r": 222.72, "b": 586.8 }, "text": "₆₂", "attrs": { "inline": true, "text_offset": 40, "text_span": 9, "bbox_estimated": true } }, { "id": "p26.7.4", "order": 72, "type": "text", "bbox": { "l": 73.68, "t": 595.68, "r": 222.72, "b": 586.8 }, "text": "₆", "attrs": { "inline": true, "text_offset": 50, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p26.8", "order": 73, "type": "formula", "bbox": { "l": 160.08, "t": 586.56, "r": 450.24, "b": 538.8 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin: bis-tetrahydrofuran core with a butenolide, hydroxyls at C-4 and C-20, and…", "source": "vision" } }, { "id": "p26.9", "order": 74, "type": "text", "bbox": { "l": 159.84, "t": 528, "r": 353.52, "b": 518.88 }, "text": "Position 12 15 16 19 20" }, { "id": "p26.10", "order": 75, "type": "text", "bbox": { "l": 159.84, "t": 514.32, "r": 358.56, "b": 493.44 }, "text": "[p26.10.1] ([p26.10.2]) 3.92 m 3.92 m 3.92 m 3.92 m 3.36 m\n[p26.10.3] ([p26.10.4]) 80.1 80.7 81.5 82.5 74.7", "children": [ { "id": "p26.10.1", "order": 76, "type": "formula", "bbox": { "l": 159.84, "t": 514.32, "r": 358.56, "b": 493.44 }, "text": "¹H", "attrs": { "latex": "^{1}H", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p26.10.2", "order": 77, "type": "text", "bbox": { "l": 159.84, "t": 514.32, "r": 358.56, "b": 493.44 }, "text": "δ", "attrs": { "inline": true, "text_offset": 12, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.10.3", "order": 78, "type": "formula", "bbox": { "l": 159.84, "t": 514.32, "r": 358.56, "b": 493.44 }, "text": "¹³C", "attrs": { "latex": "^{13}C", "inline": true, "text_offset": 59, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 13 C", "mathml": "13C" } }, { "id": "p26.10.4", "order": 79, "type": "text", "bbox": { "l": 159.84, "t": 514.32, "r": 358.56, "b": 493.44 }, "text": "δ", "attrs": { "inline": true, "text_offset": 71, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p26.11", "order": 80, "type": "text", "bbox": { "l": 75.36, "t": 493.2, "r": 522.96, "b": 453.6 }, "text": "White waxy solid. Mp: 42–43°C. UV (λmax, MeOH, nm): 222 (log ε 3.50). IR (νmax, film, cm⁻¹): 3345, 2936, 2859, 1741, 1674, 1071. MS: EIMS m/z 409, 379, 309, 291, 141, 123. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Biological activities (μg/mL): A-549 ED₅₀ 1.3, MCF-7 ED₅₀ 1.1, HT-29 ED₅₀ 6.3 × 10⁻², A-498 ED₅₀ 1.4, PC-3 ED₅₀ 2.9 × 10⁻¹, PACA-2 ED₅₀ 1.1 × 10⁻¹. Source: Rollinia mucosa, leaves." }, { "id": "p26.12", "order": 81, "type": "text", "bbox": { "l": 73.68, "t": 456.96, "r": 224.4, "b": 448.32 }, "text": "88. rollidecin D^{55} (C_{37}H_{66}O_{6}, MW606)" }, { "id": "p26.13", "order": 82, "type": "formula", "bbox": { "l": 155.52, "t": 446.4, "r": 455.76, "b": 402 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of a bis-tetrahydrofuran annonaceous acetogenin with a butenolide, hydroxyl groups at C-4 and C-22, and C…", "source": "vision" } }, { "id": "p26.14", "order": 83, "type": "text", "bbox": { "l": 155.28, "t": 390.24, "r": 348, "b": 381.84 }, "text": "Position 14 17 18 21 22" }, { "id": "p26.15", "order": 84, "type": "text", "bbox": { "l": 154.56, "t": 365.52, "r": 351.12, "b": 356.4 }, "text": "[p26.15.1]C ([p26.15.2]) 80.2 80.7 81.6 82.6 74.8", "children": [ { "id": "p26.15.1", "order": 85, "type": "formula", "bbox": { "l": 154.56, "t": 365.52, "r": 351.12, "b": 356.4 }, "text": "¹³", "attrs": { "latex": "^{13}", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 13", "mathml": "13" } }, { "id": "p26.15.2", "order": 86, "type": "formula", "bbox": { "l": 154.56, "t": 365.52, "r": 351.12, "b": 356.4 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 13, "text_span": 10, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] }, { "id": "p26.16", "order": 87, "type": "text", "bbox": { "l": 74.88, "t": 355.44, "r": 529.2, "b": 316.32 }, "text": "White waxy solid. Mp: 41–42°C. UV (λmax, MeOH, nm): 222 (log ε 3.5O). IR (νmax, film, cm⁻¹): 3345, 2936, 2859, 1741, 1674, 1071. MS: EIMS m/z 437, 407, 337, 319, 141, 123. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃), Biological activities (μg/mL): A-549ED₅₀.₅₉, MCF-7ED₅₀.₅O, HT-29ED₅₀.₅₄, A-498ED₅₀.₄O, PC-3ED₅₀.₁₉, PACA-2ED₅₀.₁O Source: Rollinia mucosa, leaves." }, { "id": "p26.17", "order": 88, "type": "text", "bbox": { "l": 74.16, "t": 320.64, "r": 210.24, "b": 311.76 }, "text": "89. articulin[p26.17.1] (C [p26.17.2]H [p26.17.3]O[p26.17.4], MW638)", "children": [ { "id": "p26.17.1", "order": 89, "type": "formula", "bbox": { "l": 74.16, "t": 320.64, "r": 210.24, "b": 311.76 }, "text": "³⁰", "attrs": { "latex": "^{30}", "inline": true, "text_offset": 13, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 30", "mathml": "30" } }, { "id": "p26.17.2", "order": 90, "type": "text", "bbox": { "l": 74.16, "t": 320.64, "r": 210.24, "b": 311.76 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 27, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.17.3", "order": 91, "type": "text", "bbox": { "l": 74.16, "t": 320.64, "r": 210.24, "b": 311.76 }, "text": "₆₆", "attrs": { "inline": true, "text_offset": 39, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.17.4", "order": 92, "type": "text", "bbox": { "l": 74.16, "t": 320.64, "r": 210.24, "b": 311.76 }, "text": "₈", "attrs": { "inline": true, "text_offset": 50, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p26.18", "order": 93, "type": "formula", "bbox": { "l": 155.76, "t": 309.36, "r": 456.96, "b": 266.64 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin: butenolide with bis-tetrahydrofuran core and hydroxyls at C4, C12, C15, C24", "source": "vision" } }, { "id": "p26.19", "order": 94, "type": "text", "bbox": { "l": 155.04, "t": 256.32, "r": 418.32, "b": 247.68 }, "text": "Position 12 15 16 19 20 23 24" }, { "id": "p26.20", "order": 95, "type": "table", "bbox": { "l": 154.32, "t": 251.52, "r": 423.12, "b": 222.24 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 13, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p26.20.1", "order": 96, "type": "table_cell", "bbox": { "l": 154.32, "t": 251.52, "r": 174.9969, "b": 241.76 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.2", "order": 97, "type": "table_cell", "bbox": { "l": 174.9969, "t": 251.52, "r": 195.6738, "b": 241.76 }, "text": "12", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.3", "order": 98, "type": "table_cell", "bbox": { "l": 195.6738, "t": 251.52, "r": 216.3508, "b": 241.76 }, "text": "13", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.4", "order": 99, "type": "table_cell", "bbox": { "l": 216.3508, "t": 251.52, "r": 237.0277, "b": 241.76 }, "text": "14", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.5", "order": 100, "type": "table_cell", "bbox": { "l": 237.0277, "t": 251.52, "r": 257.7046, "b": 241.76 }, "text": "15", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.6", "order": 101, "type": "table_cell", "bbox": { "l": 257.7046, "t": 251.52, "r": 278.3815, "b": 241.76 }, "text": "16", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.7", "order": 102, "type": "table_cell", "bbox": { "l": 278.3815, "t": 251.52, "r": 299.0585, "b": 241.76 }, "text": "17", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.8", "order": 103, "type": "table_cell", "bbox": { "l": 299.0585, "t": 251.52, "r": 319.7354, "b": 241.76 }, "text": "18", "attrs": { "row": 0, "col": 7, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.9", "order": 104, "type": "table_cell", "bbox": { "l": 319.7354, "t": 251.52, "r": 340.4123, "b": 241.76 }, "text": "19", "attrs": { "row": 0, "col": 8, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.10", "order": 105, "type": "table_cell", "bbox": { "l": 340.4123, "t": 251.52, "r": 361.0892, "b": 241.76 }, "text": "20", "attrs": { "row": 0, "col": 9, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.11", "order": 106, "type": "table_cell", "bbox": { "l": 361.0892, "t": 251.52, "r": 381.7662, "b": 241.76 }, "text": "21", "attrs": { "row": 0, "col": 10, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.12", "order": 107, "type": "table_cell", "bbox": { "l": 381.7662, "t": 251.52, "r": 402.4431, "b": 241.76 }, "text": "22", "attrs": { "row": 0, "col": 11, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.13", "order": 108, "type": "table_cell", "bbox": { "l": 402.4431, "t": 251.52, "r": 423.12, "b": 241.76 }, "text": "23", "attrs": { "row": 0, "col": 12, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p26.20.14", "order": 109, "type": "table_cell", "bbox": { "l": 154.32, "t": 241.76, "r": 174.9969, "b": 232 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.15", "order": 110, "type": "table_cell", "bbox": { "l": 174.9969, "t": 241.76, "r": 195.6738, "b": 232 }, "text": "3.59 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.16", "order": 111, "type": "table_cell", "bbox": { "l": 195.6738, "t": 241.76, "r": 216.3508, "b": 232 }, "text": "3.39 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.17", "order": 112, "type": "table_cell", "bbox": { "l": 216.3508, "t": 241.76, "r": 237.0277, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.18", "order": 113, "type": "table_cell", "bbox": { "l": 237.0277, "t": 241.76, "r": 257.7046, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.19", "order": 114, "type": "table_cell", "bbox": { "l": 257.7046, "t": 241.76, "r": 278.3815, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.20", "order": 115, "type": "table_cell", "bbox": { "l": 278.3815, "t": 241.76, "r": 299.0585, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.21", "order": 116, "type": "table_cell", "bbox": { "l": 299.0585, "t": 241.76, "r": 319.7354, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.22", "order": 117, "type": "table_cell", "bbox": { "l": 319.7354, "t": 241.76, "r": 340.4123, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 8, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.23", "order": 118, "type": "table_cell", "bbox": { "l": 340.4123, "t": 241.76, "r": 361.0892, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 9, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.24", "order": 119, "type": "table_cell", "bbox": { "l": 361.0892, "t": 241.76, "r": 381.7662, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 10, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.25", "order": 120, "type": "table_cell", "bbox": { "l": 381.7662, "t": 241.76, "r": 402.4431, "b": 232 }, "text": "3.84 m", "attrs": { "row": 1, "col": 11, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.26", "order": 121, "type": "table_cell", "bbox": { "l": 402.4431, "t": 241.76, "r": 423.12, "b": 232 }, "text": "3.39 m", "attrs": { "row": 1, "col": 12, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.27", "order": 122, "type": "table_cell", "bbox": { "l": 154.32, "t": 232, "r": 174.9969, "b": 222.24 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.28", "order": 123, "type": "table_cell", "bbox": { "l": 174.9969, "t": 232, "r": 195.6738, "b": 222.24 }, "text": "71.67", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.29", "order": 124, "type": "table_cell", "bbox": { "l": 195.6738, "t": 232, "r": 216.3508, "b": 222.24 }, "text": "74.04", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.30", "order": 125, "type": "table_cell", "bbox": { "l": 216.3508, "t": 232, "r": 237.0277, "b": 222.24 }, "text": "83.17", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.31", "order": 126, "type": "table_cell", "bbox": { "l": 237.0277, "t": 232, "r": 257.7046, "b": 222.24 }, "text": "81.74", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.32", "order": 127, "type": "table_cell", "bbox": { "l": 257.7046, "t": 232, "r": 278.3815, "b": 222.24 }, "text": "81.85", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.33", "order": 128, "type": "table_cell", "bbox": { "l": 278.3815, "t": 232, "r": 299.0585, "b": 222.24 }, "text": "82.84", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.34", "order": 129, "type": "table_cell", "bbox": { "l": 299.0585, "t": 232, "r": 319.7354, "b": 222.24 }, "text": "74.15", "attrs": { "row": 2, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.35", "order": 130, "type": "table_cell", "bbox": { "l": 319.7354, "t": 232, "r": 340.4123, "b": 222.24 }, "text": "", "attrs": { "row": 2, "col": 8, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.36", "order": 131, "type": "table_cell", "bbox": { "l": 340.4123, "t": 232, "r": 361.0892, "b": 222.24 }, "text": "", "attrs": { "row": 2, "col": 9, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.37", "order": 132, "type": "table_cell", "bbox": { "l": 361.0892, "t": 232, "r": 381.7662, "b": 222.24 }, "text": "", "attrs": { "row": 2, "col": 10, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.38", "order": 133, "type": "table_cell", "bbox": { "l": 381.7662, "t": 232, "r": 402.4431, "b": 222.24 }, "text": "", "attrs": { "row": 2, "col": 11, "rowspan": 1, "colspan": 1 } }, { "id": "p26.20.39", "order": 134, "type": "table_cell", "bbox": { "l": 402.4431, "t": 232, "r": 423.12, "b": 222.24 }, "text": "", "attrs": { "row": 2, "col": 12, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p26.21", "order": 135, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "Solid.[p26.21.1]: +9.6° (c O 27, MeOH). IR ([p26.21.2], film, cm[p26.21.3]): 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920 MS: EIMS m/z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: [p26.21.4]H NMR (200MHz, CDCl[p26.21.5]), [p26.21.6]C NMR (50MHz, CDCl[p26.21.7]). Derivatives: peracetate (1H NMR), TMS (EIMS). Biological activities ( [p26.21.8]g/mL): A-549ED[p26.21.9] 6 × 10[p26.21.10], MCF-7 ED[p26.21.11] 4 × 10[p26.21.12], HT-29ED[p26.21.13] 6 × 10[p26.21.14], RPMI-7951 ED[p26.21.15] 10[p26.21.16], U-251 ED[p26.21.17] 10[p26.21.18]. Source: Annona crassiflora, seeds.\n\n90. annonisin[p26.21.19] (C [p26.21.20]H [p26.21.21]O[p26.21.22], MW61O)", "children": [ { "id": "p26.21.1", "order": 136, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "[\\alpha]_{D}", "attrs": { "latex": "[\\alpha]_{D}", "inline": true, "text_offset": 6, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "alpha sub D", "mathml": "[α]D" } }, { "id": "p26.21.2", "order": 137, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "\\nu_{max}", "attrs": { "latex": "\\nu_{max}", "inline": true, "text_offset": 44, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "nu sub max", "mathml": "νmax" } }, { "id": "p26.21.3", "order": 138, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "⁻¹", "attrs": { "inline": true, "text_offset": 64, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.21.4", "order": 139, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "¹", "attrs": { "inline": true, "text_offset": 203, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.21.5", "order": 140, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₃", "attrs": { "inline": true, "text_offset": 232, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.21.6", "order": 141, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 245, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.21.7", "order": 142, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₃", "attrs": { "inline": true, "text_offset": 273, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.21.8", "order": 143, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "μ", "attrs": { "inline": true, "text_offset": 356, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.21.9", "order": 144, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 380, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.21.10", "order": 145, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}", "attrs": { "latex": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}", "inline": true, "text_offset": 397, "text_span": 11, "bbox_estimated": true, "alt": "Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610", "notation": "latex", "mathml": "Solid. [α]D: +9.6∘ (c0.27, MeOH). IR (νmax, film, cm−1): 3450,2920,2840,1750,1600,1450,1300,1060,1020,920.MS: EIMS m/z 467,449,397,379,369,309,269,241,171,141.NMR: 1H NMR (200 MHz, CDCl3), 13C NMR (50 MHz, CDCl3). Derivatives: peracetate (1H NMR), TMS (EIMS). Biological activities (μg/mL): A-549 ED50 6×10−3, MCF-7 ED50 4×10−3, HT-29 ED50 6×10−1, RPMI-7951 ED50 10−3, U-251 ED50 10−2. Source: Annona crassiflora, seeds.90.annonisin120 (C35H62O8, MW 610)" } }, { "id": "p26.21.11", "order": 146, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 418, "text_span": 11, "bbox_estimated": true } }, { "id": "p26.21.12", "order": 147, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}", "attrs": { "latex": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}", "inline": true, "text_offset": 436, "text_span": 11, "bbox_estimated": true, "alt": "Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610", "notation": "latex", "mathml": "Solid. [α]D: +9.6∘ (c0.27, MeOH). IR (νmax, film, cm−1): 3450,2920,2840,1750,1600,1450,1300,1060,1020,920.MS: EIMS m/z 467,449,397,379,369,309,269,241,171,141.NMR: 1H NMR (200 MHz, CDCl3), 13C NMR (50 MHz, CDCl3). Derivatives: peracetate (1H NMR), TMS (EIMS). Biological activities (μg/mL): A-549 ED50 6×10−3, MCF-7 ED50 4×10−3, HT-29 ED50 6×10−1, RPMI-7951 ED50 10−3, U-251 ED50 10−2. Source: Annona crassiflora, seeds.90.annonisin120 (C35H62O8, MW 610)" } }, { "id": "p26.21.13", "order": 148, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 456, "text_span": 11, "bbox_estimated": true } }, { "id": "p26.21.14", "order": 149, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "⁻¹", "attrs": { "inline": true, "text_offset": 474, "text_span": 11, "bbox_estimated": true } }, { "id": "p26.21.15", "order": 150, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 499, "text_span": 11, "bbox_estimated": true } }, { "id": "p26.21.16", "order": 151, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}", "attrs": { "latex": "\\text{Solid. }[\\alpha]_D\\text{: }+9.6^\\circ\\text{ (}c\\,0.27\\text{, MeOH). IR (}\\nu_{\\max}\\text{, film, cm}^{-1}\\text{): }3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920.\\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: }{}^1\\text{H NMR (200 MHz, CDCl}_3\\text{), }{}^{13}\\text{C NMR (50 MHz, CDCl}_3\\text{). Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS). Biological activities (}\\mu\\text{g/mL)}\\text{: A-549 ED}_{50}\\ 6\\times10^{-3}\\text{, MCF-7 ED}_{50}\\ 4\\times10^{-3}\\text{, HT-29 ED}_{50}\\ 6\\times10^{-1}\\text{, RPMI-7951 ED}_{50}\\ 10^{-3}\\text{, U-251 ED}_{50}\\ 10^{-2}\\text{. Source: }\\textit{Annona crassiflora}\\text{, seeds.}\\\\ \\textbf{90. annonisin}^{120}\\text{ (C}_{35}\\text{H}_{62}\\text{O}_8\\text{, MW 610)}", "inline": true, "text_offset": 513, "text_span": 11, "bbox_estimated": true, "alt": "Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610", "notation": "latex", "mathml": "Solid. [α]D: +9.6∘ (c0.27, MeOH). IR (νmax, film, cm−1): 3450,2920,2840,1750,1600,1450,1300,1060,1020,920.MS: EIMS m/z 467,449,397,379,369,309,269,241,171,141.NMR: 1H NMR (200 MHz, CDCl3), 13C NMR (50 MHz, CDCl3). Derivatives: peracetate (1H NMR), TMS (EIMS). Biological activities (μg/mL): A-549 ED50 6×10−3, MCF-7 ED50 4×10−3, HT-29 ED50 6×10−1, RPMI-7951 ED50 10−3, U-251 ED50 10−2. Source: Annona crassiflora, seeds.90.annonisin120 (C35H62O8, MW 610)" } }, { "id": "p26.21.17", "order": 152, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 534, "text_span": 11, "bbox_estimated": true } }, { "id": "p26.21.18", "order": 153, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "⁻²", "attrs": { "inline": true, "text_offset": 548, "text_span": 11, "bbox_estimated": true } }, { "id": "p26.21.19", "order": 154, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "¹²⁰", "attrs": { "latex": "^{120}", "inline": true, "text_offset": 610, "text_span": 11, "bbox_estimated": true, "alt": "to the power of 120", "mathml": "120" } }, { "id": "p26.21.20", "order": 155, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "\\text{C (6)}\\quad 71.07\\quad 74.04\\quad 83.17\\quad 81.74\\quad 81.83\\quad 82.84\\quad 74.15 \\\\ \\text{Solid. } [\\alpha]_D: +9.6^\\circ (c\\,0.27, \\text{MeOH}).\\ \\text{IR } (\\nu_{\\max}, \\text{film}, \\text{cm}^{-1}): 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. \\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: } {}^1\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\\\ \\text{Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS).}\\ \\text{Biological activities } (\\mu\\text{g/mL}): \\text{A-549 ED}_{50}\\ 6\\times10^{-3}, \\text{MCF-7 ED}_{50}\\ 4\\times10^{-3}, \\text{HT-29 ED}_{50}\\ 6\\times10^{-1}, \\text{RPMI-7951 ED}_{50}\\ 10^{-3}, \\text{U-251 ED}_{50}\\ 10^{-2}. \\text{Source: } \\textit{Annona crassiflora}\\text{, seeds.} \\\\ \\textbf{90. annonisin}^{120}\\ (\\text{C}_{35}\\text{H}_{62}\\text{O}_8, \\text{MW } 610)", "attrs": { "latex": "\\text{C (6)}\\quad 71.07\\quad 74.04\\quad 83.17\\quad 81.74\\quad 81.83\\quad 82.84\\quad 74.15 \\\\ \\text{Solid. } [\\alpha]_D: +9.6^\\circ (c\\,0.27, \\text{MeOH}).\\ \\text{IR } (\\nu_{\\max}, \\text{film}, \\text{cm}^{-1}): 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. \\\\ \\text{MS: EIMS } m/z\\ 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. \\text{NMR: } {}^1\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\\\ \\text{Derivatives: peracetate (}{}^1\\text{H NMR), TMS (EIMS).}\\ \\text{Biological activities } (\\mu\\text{g/mL}): \\text{A-549 ED}_{50}\\ 6\\times10^{-3}, \\text{MCF-7 ED}_{50}\\ 4\\times10^{-3}, \\text{HT-29 ED}_{50}\\ 6\\times10^{-1}, \\text{RPMI-7951 ED}_{50}\\ 10^{-3}, \\text{U-251 ED}_{50}\\ 10^{-2}. \\text{Source: } \\textit{Annona crassiflora}\\text{, seeds.} \\\\ \\textbf{90. annonisin}^{120}\\ (\\text{C}_{35}\\text{H}_{62}\\text{O}_8, \\text{MW } 610)", "inline": true, "text_offset": 625, "text_span": 11, "bbox_estimated": true, "alt": "C of 6 71.07 74.04 83.17 81.74 81.83 82.84 74.15 Solid. alpha sub D : plus 9.6 to the power of circ of c, 0.27, MeOH . IR of nu sub max, film, cm to the power of minus 1 : 3450, 2920, 2840, 1750, 1600, 1450, 1300, 1060, 1020, 920. MS: EIMS m over z 467, 449, 397, 379, 369, 309, 269, 241, 171, 141. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : A minus 549 ED sub 50 6 times 10 to the power of minus 3, MCF minus 7 ED sub 50 4 times 10 to the power of minus 3, HT minus 29 ED sub 50 6 times 10 to the power of minus 1, RPMI minus 7951 ED sub 50 10 to the power of minus 3, U minus 251 ED sub 50 10 to the power of minus 2 . Source: textit Annona crassiflora, seeds. textbf 90. annonisin to the power of 120 times C sub 35 H sub 62 O sub 8, MW 610", "notation": "latex", "mathml": "C (6)71.0774.0483.1781.7481.8382.8474.15Solid. [α]D:+9.6∘(c0.27,MeOH). IR (νmax,film,cm−1):3450,2920,2840,1750,1600,1450,1300,1060,1020,920.MS: EIMS m/z 467,449,397,379,369,309,269,241,171,141.NMR: 1H NMR (200 MHz, CDCl3),13C NMR (50 MHz, CDCl3).Derivatives: peracetate (1H NMR), TMS (EIMS). Biological activities (μg/mL):A-549 ED50 6×10−3,MCF-7 ED50 4×10−3,HT-29 ED50 6×10−1,RPMI-7951 ED50 10−3,U-251 ED50 10−2.Source: Annona crassiflora, seeds.90.annonisin120 (C35H62O8,MW 610)" } }, { "id": "p26.21.21", "order": 156, "type": "formula", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₆₂", "attrs": { "latex": "_{62}", "inline": true, "text_offset": 638, "text_span": 11, "bbox_estimated": true, "alt": "sub 62", "mathml": "62" } }, { "id": "p26.21.22", "order": 157, "type": "text", "bbox": { "l": 75.12, "t": 221.04, "r": 522.48, "b": 177.6 }, "text": "₈", "attrs": { "inline": true, "text_offset": 650, "text_span": 11, "bbox_estimated": true } } ] }, { "id": "p26.22", "order": 158, "type": "formula", "bbox": { "l": 161.52, "t": 174.96, "r": 450.24, "b": 130.8 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin: bis-tetrahydrofuran core with OH groups at C-4, C-8, C-13, C-22 and a buten…", "source": "vision" } }, { "id": "p26.23", "order": 159, "type": "text", "bbox": { "l": 160.32, "t": 120, "r": 422.64, "b": 110.64 }, "text": "Position 8 13 14 17 18 21 22" }, { "id": "p26.24", "order": 160, "type": "text", "bbox": { "l": 160.56, "t": 107.28, "r": 426.72, "b": 85.92 }, "text": "[p26.24.1] ([p26.24.2]) 3.59 m 3.38 m 3.83 m 3.83 m 3.83 m 3.83 m 3.38 m \n[p26.24.3] ([p26.24.4]) 71.4 74.1 83.2 81.8 81.8 83.2 74.1", "children": [ { "id": "p26.24.1", "order": 161, "type": "formula", "bbox": { "l": 160.56, "t": 107.28, "r": 426.72, "b": 85.92 }, "text": "\\begin{aligned} &\\text{}\\\\ &{}^{1}\\mathrm{H}\\ (\\delta)\\quad 3.59\\ \\text{m}\\quad 3.38\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.38\\ \\text{m}\\\\ &{}^{13}\\mathrm{C}\\ (\\delta)\\quad 71.4\\quad 74.1\\quad 83.2\\quad 81.8\\quad 81.8\\quad 83.2\\quad 74.1 \\end{aligned}", "attrs": { "latex": "\\begin{aligned} &\\text{}\\\\ &{}^{1}\\mathrm{H}\\ (\\delta)\\quad 3.59\\ \\text{m}\\quad 3.38\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.83\\ \\text{m}\\quad 3.38\\ \\text{m}\\\\ &{}^{13}\\mathrm{C}\\ (\\delta)\\quad 71.4\\quad 74.1\\quad 83.2\\quad 81.8\\quad 81.8\\quad 83.2\\quad 74.1 \\end{aligned}", "inline": true, "text_offset": 0, "text_span": 10, "bbox_estimated": true, "alt": "begin aligned & & to the power of 1 H of delta 3.59 m 3.38 m 3.83 m 3.83 m 3.83 m 3.83 m 3.38 m & to the power of 13 C of delta 71.4 74.1 83.2 81.8 81.8 83.2 74.1 end aligned", "notation": "latex", "mathml": "&&1H (δ)3.59 m3.38 m3.83 m3.83 m3.83 m3.83 m3.38 m&13C (δ)71.474.183.281.881.883.274.1" } }, { "id": "p26.24.2", "order": 162, "type": "formula", "bbox": { "l": 160.56, "t": 107.28, "r": 426.72, "b": 85.92 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 12, "text_span": 10, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } }, { "id": "p26.24.3", "order": 163, "type": "formula", "bbox": { "l": 160.56, "t": 107.28, "r": 426.72, "b": 85.92 }, "text": "¹³C", "attrs": { "latex": "^{13}C", "inline": true, "text_offset": 74, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 13 C", "mathml": "13C" } }, { "id": "p26.24.4", "order": 164, "type": "formula", "bbox": { "l": 160.56, "t": 107.28, "r": 426.72, "b": 85.92 }, "text": "δ", "attrs": { "latex": "\\delta", "inline": true, "text_offset": 86, "text_span": 10, "bbox_estimated": true, "alt": "delta", "mathml": "δ" } } ] }, { "id": "p26.25", "order": 165, "type": "text", "bbox": { "l": 74.16, "t": 85.44, "r": 536.16, "b": 39.6 }, "text": "White solid.[p26.25.1]: +30° (c O 2O, CHCl_{3}). UV ([p26.25.2], MeOH, nm): 209 ([p26.25.3] 3.90). IR ([p26.25.4], film, cm^{-1}): 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753 MS: CIMS (methane) m/z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. EIMS m/z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. NMR: [p26.25.5]H NMR (200MHz, CDCl_{3}), [p26.25.6]C NMR (50MHz, CDCl_{3}). Derivatives: peracetate (^{1}H NMR), TMS (EIMS). Source: Annona atemoya, seeds.", "children": [ { "id": "p26.25.1", "order": 166, "type": "formula", "bbox": { "l": 74.16, "t": 85.44, "r": 536.16, "b": 39.6 }, "text": "\\text{White solid. }[\\alpha]_{D}\\text{: }+30^{\\circ}\\ (c\\ 0.20,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max}, \\text{MeOH, nm})\\text{: } 209\\ (\\log \\epsilon\\ 3.90)\\text{. IR }(\\nu_{\\max}, \\text{film, cm}^{-1})\\text{: } 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753\\text{. MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111\\text{. EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97\\text{. NMR: }{}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Derivatives: peracetate ({}^{1}\\text{H NMR}), TMS (EIMS).}\\ \\text{Source: }\\textit{Annona atemoya}\\text{, seeds.}", "attrs": { "latex": "\\text{White solid. }[\\alpha]_{D}\\text{: }+30^{\\circ}\\ (c\\ 0.20,\\ \\text{CHCl}_3)\\text{. UV }(\\lambda_{\\max}, \\text{MeOH, nm})\\text{: } 209\\ (\\log \\epsilon\\ 3.90)\\text{. IR }(\\nu_{\\max}, \\text{film, cm}^{-1})\\text{: } 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753\\text{. MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111\\text{. EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97\\text{. NMR: }{}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3)\\text{. Derivatives: peracetate ({}^{1}\\text{H NMR}), TMS (EIMS).}\\ \\text{Source: }\\textit{Annona atemoya}\\text{, seeds.}", "inline": true, "text_offset": 12, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "White solid. alpha sub D : plus 30 to the power of circ of c 0.20, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 209 times log epsilon 3.90 . IR of nu sub max, film, cm to the power of minus 1 : 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753 . MS: CIMS of methane m over z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111 . EIMS m over z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97 . NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Source: textit Annona atemoya, seeds.", "mathml": "White solid. [α]D: +30∘ (c 0.20, CHCl3). UV (λmax,MeOH, nm): 209 (logϵ 3.90). IR (νmax,film, cm−1): 3432,2923,2850,1748,1436,1372,1068,1032,957,753. MS: CIMS (methane) m/z 611,593,575,557,539,521,463,439,421,403,385,369,351,333,315,311,293,281,263,245,241,223,195,171,141,123,111. EIMS m/z 403,385,369,333,293,281,263,241,223,141,97. NMR: 1H NMR (200 MHz, CDCl3),13C NMR (50 MHz, CDCl3). Derivatives: peracetate ({1H NMR),TMS(EIMS).} Source: Annona atemoya, seeds." } }, { "id": "p26.25.2", "order": 167, "type": "formula", "bbox": { "l": 74.16, "t": 85.44, "r": 536.16, "b": 39.6 }, "text": "\\text{White solid. } [\\alpha]_{D}: +30^{\\circ} (c\\,0.20, \\text{CHCl}_3). \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 209 (\\log \\epsilon\\, 3.90). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753. \\text{MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. \\text{EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. \\text{NMR: } {}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{TMS (EIMS)}. \\text{Source: } \\textit{Annona atemoya}, \\text{seeds.}", "attrs": { "latex": "\\text{White solid. } [\\alpha]_{D}: +30^{\\circ} (c\\,0.20, \\text{CHCl}_3). \\text{UV } (\\lambda_{max}, \\text{MeOH, nm}): 209 (\\log \\epsilon\\, 3.90). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753. \\text{MS: CIMS (methane) } m/z\\ 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. \\text{EIMS } m/z\\ 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. \\text{NMR: } {}^{1}\\text{H NMR (200 MHz, CDCl}_3), {}^{13}\\text{C NMR (50 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^{1}\\text{H NMR}), \\text{TMS (EIMS)}. \\text{Source: } \\textit{Annona atemoya}, \\text{seeds.}", "inline": true, "text_offset": 53, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "White solid. alpha sub D : plus 30 to the power of circ of c, 0.20, CHCl sub 3 . UV of lambda sub max, MeOH, nm : 209 times log epsilon, 3.90 . IR of nu sub max, film, cm to the power of minus 1 : 3432, 2923, 2850, 1748, 1436, 1372, 1068, 1032, 957, 753. MS: CIMS of methane m over z 611, 593, 575, 557, 539, 521, 463, 439, 421, 403, 385, 369, 351, 333, 315, 311, 293, 281, 263, 245, 241, 223, 195, 171, 141, 123, 111. EIMS m over z 403, 385, 369, 333, 293, 281, 263, 241, 223, 141, 97. NMR: to the power of 1 H NMR of 200 MHz, CDCl sub 3, to the power of 13 C NMR of 50 MHz, CDCl sub 3 . Derivatives: peracetate of to the power of 1 H NMR, TMS of EIMS . Source: textit Annona atemoya, seeds.", "mathml": "White solid. [α]D:+30∘(c0.20,CHCl3).UV (λmax,MeOH, nm):209(logϵ3.90).IR (νmax,film, cm−1):3432,2923,2850,1748,1436,1372,1068,1032,957,753.MS: CIMS (methane) m/z 611,593,575,557,539,521,463,439,421,403,385,369,351,333,315,311,293,281,263,245,241,223,195,171,141,123,111.EIMS m/z 403,385,369,333,293,281,263,241,223,141,97.NMR: 1H NMR (200 MHz, CDCl3),13C NMR (50 MHz, CDCl3).Derivatives: peracetate (1H NMR),TMS (EIMS).Source: Annona atemoya,seeds." } }, { "id": "p26.25.3", "order": 168, "type": "text", "bbox": { "l": 74.16, "t": 85.44, "r": 536.16, "b": 39.6 }, "text": "\\log \\epsilon", "attrs": { "inline": true, "text_offset": 81, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.25.4", "order": 169, "type": "text", "bbox": { "l": 74.16, "t": 85.44, "r": 536.16, "b": 39.6 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 103, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.25.5", "order": 170, "type": "text", "bbox": { "l": 74.16, "t": 85.44, "r": 536.16, "b": 39.6 }, "text": "¹", "attrs": { "inline": true, "text_offset": 414, "text_span": 10, "bbox_estimated": true } }, { "id": "p26.25.6", "order": 171, "type": "text", "bbox": { "l": 74.16, "t": 85.44, "r": 536.16, "b": 39.6 }, "text": "¹³", "attrs": { "inline": true, "text_offset": 450, "text_span": 10, "bbox_estimated": true } } ] } ], "excluded_furniture": { "first": [], "last": [] } }