{ "document_id": 14408, "page": 30, "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": 258, "counts_by_type": { "footnote": 1, "formula": 13, "header": 4, "table": 4, "table_cell": 162, "text": 74 }, "build_ms": 49, "items": [ { "id": "p30.1", "order": 1, "type": "header", "bbox": { "l": 53.76, "t": 765.84, "r": 112.32, "b": 756 }, "text": "Invited Review", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p30.2", "order": 2, "type": "header", "bbox": { "l": 349.2, "t": 766.08, "r": 558.48, "b": 756 }, "text": "Journal of Natural Products, 1999, Vol. 62, No. 3", "attrs": { "block_label": "header" }, "level": 2 }, { "id": "p30.3", "order": 3, "type": "header", "bbox": { "l": 542.88, "t": 765.6, "r": 559.2, "b": 756.96 }, "text": "533", "attrs": { "block_label": "number" }, "level": 2 }, { "id": "p30.4", "order": 4, "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": "p30.5", "order": 5, "type": "text", "bbox": { "l": 69.12, "t": 734.16, "r": 387.36, "b": 714.48 }, "text": "104. 10-hydroxytrilobacin [p30.5.1](C [p30.5.2]H [p30.5.3]O[p30.5.4], MW638)", "children": [ { "id": "p30.5.1", "order": 6, "type": "text", "bbox": { "l": 69.12, "t": 734.16, "r": 387.36, "b": 714.48 }, "text": "¹²⁴", "attrs": { "inline": true, "text_offset": 26, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.5.2", "order": 7, "type": "text", "bbox": { "l": 69.12, "t": 734.16, "r": 387.36, "b": 714.48 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 38, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.5.3", "order": 8, "type": "text", "bbox": { "l": 69.12, "t": 734.16, "r": 387.36, "b": 714.48 }, "text": "₆₆", "attrs": { "inline": true, "text_offset": 49, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.5.4", "order": 9, "type": "text", "bbox": { "l": 69.12, "t": 734.16, "r": 387.36, "b": 714.48 }, "text": "₈", "attrs": { "inline": true, "text_offset": 59, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p30.6", "order": 10, "type": "formula", "bbox": { "l": 141.36, "t": 723.84, "r": 457.92, "b": 621.12 }, "text": "", "attrs": { "block_label": "image", "embedded_text": "37 66 8", "alt": "Skeletal structure of a bis-THF acetogenin (annonaceous type) with hydroxyls at C-4, C-10, C-15, C-24 and a butenolide termi…", "source": "vision" } }, { "id": "p30.7", "order": 11, "type": "table", "bbox": { "l": 152.88, "t": 658.8, "r": 428.4, "b": 621.84 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 8, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p30.7.1", "order": 12, "type": "table_cell", "bbox": { "l": 152.88, "t": 658.8, "r": 187.32, "b": 646.48 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.2", "order": 13, "type": "table_cell", "bbox": { "l": 187.32, "t": 658.8, "r": 221.76, "b": 646.48 }, "text": "10", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.3", "order": 14, "type": "table_cell", "bbox": { "l": 221.76, "t": 658.8, "r": 256.2, "b": 646.48 }, "text": "15", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.4", "order": 15, "type": "table_cell", "bbox": { "l": 256.2, "t": 658.8, "r": 290.64, "b": 646.48 }, "text": "16", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.5", "order": 16, "type": "table_cell", "bbox": { "l": 290.64, "t": 658.8, "r": 325.08, "b": 646.48 }, "text": "19", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.6", "order": 17, "type": "table_cell", "bbox": { "l": 325.08, "t": 658.8, "r": 359.52, "b": 646.48 }, "text": "20", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.7", "order": 18, "type": "table_cell", "bbox": { "l": 359.52, "t": 658.8, "r": 393.96, "b": 646.48 }, "text": "23", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.8", "order": 19, "type": "table_cell", "bbox": { "l": 393.96, "t": 658.8, "r": 428.4, "b": 646.48 }, "text": "24", "attrs": { "row": 0, "col": 7, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.7.9", "order": 20, "type": "table_cell", "bbox": { "l": 152.88, "t": 646.48, "r": 187.32, "b": 634.16 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.10", "order": 21, "type": "table_cell", "bbox": { "l": 187.32, "t": 646.48, "r": 221.76, "b": 634.16 }, "text": "3.59 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.11", "order": 22, "type": "table_cell", "bbox": { "l": 221.76, "t": 646.48, "r": 256.2, "b": 634.16 }, "text": "3.39 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.12", "order": 23, "type": "table_cell", "bbox": { "l": 256.2, "t": 646.48, "r": 290.64, "b": 634.16 }, "text": "3.83 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.13", "order": 24, "type": "table_cell", "bbox": { "l": 290.64, "t": 646.48, "r": 325.08, "b": 634.16 }, "text": "3.97 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.14", "order": 25, "type": "table_cell", "bbox": { "l": 325.08, "t": 646.48, "r": 359.52, "b": 634.16 }, "text": "4.05 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.15", "order": 26, "type": "table_cell", "bbox": { "l": 359.52, "t": 646.48, "r": 393.96, "b": 634.16 }, "text": "3.83 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.16", "order": 27, "type": "table_cell", "bbox": { "l": 393.96, "t": 646.48, "r": 428.4, "b": 634.16 }, "text": "3.39 m", "attrs": { "row": 1, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.17", "order": 28, "type": "table_cell", "bbox": { "l": 152.88, "t": 634.16, "r": 187.32, "b": 621.84 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.18", "order": 29, "type": "table_cell", "bbox": { "l": 187.32, "t": 634.16, "r": 221.76, "b": 621.84 }, "text": "71.8", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.19", "order": 30, "type": "table_cell", "bbox": { "l": 221.76, "t": 634.16, "r": 256.2, "b": 621.84 }, "text": "74.5", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.20", "order": 31, "type": "table_cell", "bbox": { "l": 256.2, "t": 634.16, "r": 290.64, "b": 621.84 }, "text": "83.2", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.21", "order": 32, "type": "table_cell", "bbox": { "l": 290.64, "t": 634.16, "r": 325.08, "b": 621.84 }, "text": "81.6", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.22", "order": 33, "type": "table_cell", "bbox": { "l": 325.08, "t": 634.16, "r": 359.52, "b": 621.84 }, "text": "80.9", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.23", "order": 34, "type": "table_cell", "bbox": { "l": 359.52, "t": 634.16, "r": 393.96, "b": 621.84 }, "text": "82.6", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.7.24", "order": 35, "type": "table_cell", "bbox": { "l": 393.96, "t": 634.16, "r": 428.4, "b": 621.84 }, "text": "73.9", "attrs": { "row": 2, "col": 7, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p30.8", "order": 36, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "Colorless oil.[p30.8.1]: +8.3° (c 0.36, CHCl_{3}). IR ([p30.8.2], film, cm^{-1}): 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. NMR: [p30.8.3]H NMR (500 MHz, CDCl_{3}), [p30.8.4]C NMR (125 MHz, CDCl_{3}). Derivatives: peracetate (^{1}H NMR), per-MTPA esters (^{1}H NMR), acetonide (^{1}H NMR), TMS (EIMS). Biological activities ( [p30.8.5]g/mL): BST LC[p30.8.6] 2.6 × 10^{-1}, A-549 ED[p30.8.7] 1.0 × 10^{-8}, MCF-7 ED[p30.8.8] 1.9 × 10^{-8}, HT-29 ED[p30.8.9] 1.4, A-498 ED[p30.8.10] 1.0 × 10^{-2}, PC-3 ED[p30.8.11] 3.8 × 10^{-1}, PAC-2 ED[p30.8.12] 2.0 × 10^{-1}. Source: Asimina triloba, stem bark.", "children": [ { "id": "p30.8.1", "order": 37, "type": "formula", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "[\\alpha]_{D}", "attrs": { "latex": "[\\alpha]_{D}", "inline": true, "text_offset": 14, "text_span": 9, "bbox_estimated": true, "notation": "latex", "alt": "alpha sub D", "mathml": "[α]D" } }, { "id": "p30.8.2", "order": 38, "type": "formula", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "\\text{Colorless oil. } [\\alpha]_D: +8.3^\\circ (c\\,0.36, \\text{CHCl}_3). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^1\\text{H NMR}), \\text{per-MTPA esters } ({}^1\\text{H NMR}), \\text{acetonide } ({}^1\\text{H NMR}), \\text{TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 2.6 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 1.0 \\times 10^{-8}, \\text{MCF-7 } ED_{50}\\ 1.9 \\times 10^{-8}, \\text{HT-29 } ED_{50}\\ 1.4, \\text{A-498 } ED_{50}\\ 1.0 \\times 10^{-2}, \\text{PC-3 } ED_{50}\\ 3.8 \\times 10^{-1}, \\text{PACA-2 } ED_{50}\\ 2.0 \\times 10^{-1}. \\text{Source: } \\textit{Asimina triloba}, \\text{stem bark.} \\\\ \\textbf{squamolinone}^{125} \\text{(reported as a cis and trans mixture) } (C_{35}H_{62}O_7, \\text{MW } 594)", "attrs": { "latex": "\\text{Colorless oil. } [\\alpha]_D: +8.3^\\circ (c\\,0.36, \\text{CHCl}_3). \\text{IR } (\\nu_{max}, \\text{film, cm}^{-1}): 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. \\text{NMR: } {}^1\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: peracetate } ({}^1\\text{H NMR}), \\text{per-MTPA esters } ({}^1\\text{H NMR}), \\text{acetonide } ({}^1\\text{H NMR}), \\text{TMS (EIMS). Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\ 2.6 \\times 10^{-1}, \\text{A-549 } ED_{50}\\ 1.0 \\times 10^{-8}, \\text{MCF-7 } ED_{50}\\ 1.9 \\times 10^{-8}, \\text{HT-29 } ED_{50}\\ 1.4, \\text{A-498 } ED_{50}\\ 1.0 \\times 10^{-2}, \\text{PC-3 } ED_{50}\\ 3.8 \\times 10^{-1}, \\text{PACA-2 } ED_{50}\\ 2.0 \\times 10^{-1}. \\text{Source: } \\textit{Asimina triloba}, \\text{stem bark.} \\\\ \\textbf{squamolinone}^{125} \\text{(reported as a cis and trans mixture) } (C_{35}H_{62}O_7, \\text{MW } 594)", "inline": true, "text_offset": 55, "text_span": 9, "bbox_estimated": true, "notation": "latex", "alt": "Colorless oil. alpha sub D : plus 8.3 to the power of circ of c, 0.36, CHCl sub 3 . IR of nu sub max, film, cm to the power of minus 1 : 3365, 2928, 2856, 1752, 1590, 1456, 1420, 1120, 1036. 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: peracetate of to the power of 1 H NMR, per minus MTPA esters of to the power of 1 H NMR, acetonide of to the power of 1 H NMR, TMS of EIMS . Biological activities of mu g over mL : BST LC sub 50 2.6 times 10 to the power of minus 1, A minus 549 ED sub 50 1.0 times 10 to the power of minus 8, MCF minus 7 ED sub 50 1.9 times 10 to the power of minus 8, HT minus 29 ED sub 50 1.4, A minus 498 ED sub 50 1.0 times 10 to the power of minus 2, PC minus 3 ED sub 50 3.8 times 10 to the power of minus 1, PACA minus 2 ED sub 50 2.0 times 10 to the power of minus 1 . Source: textit Asimina triloba, stem bark. textbf squamolinone to the power of 125 times reported as a cis and trans mixture times C sub 35 H sub 62 O sub 7, MW 594", "mathml": "Colorless oil. [α]D:+8.3∘(c0.36,CHCl3).IR (νmax,film, cm−1):3365,2928,2856,1752,1590,1456,1420,1120,1036.NMR: 1H NMR (500 MHz, CDCl3),13C NMR (125 MHz, CDCl3).Derivatives: peracetate (1H NMR),per-MTPA esters (1H NMR),acetonide (1H NMR),TMS (EIMS). Biological activities (μg/mL):BST LC50 2.6×10−1,A-549 ED50 1.0×10−8,MCF-7 ED50 1.9×10−8,HT-29 ED50 1.4,A-498 ED50 1.0×10−2,PC-3 ED50 3.8×10−1,PACA-2 ED50 2.0×10−1.Source: Asimina triloba,stem bark.squamolinone125(reported as a cis and trans mixture) (C35H62O7,MW 594)" } }, { "id": "p30.8.3", "order": 39, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "¹", "attrs": { "inline": true, "text_offset": 141, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.8.4", "order": 40, "type": "formula", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "¹³", "attrs": { "latex": "{}^{13}", "inline": true, "text_offset": 177, "text_span": 9, "bbox_estimated": true, "alt": "to the power of 13", "mathml": "13" } }, { "id": "p30.8.5", "order": 41, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "μ", "attrs": { "inline": true, "text_offset": 338, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.8.6", "order": 42, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 360, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.8.7", "order": 43, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 393, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.8.8", "order": 44, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 426, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.8.9", "order": 45, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 459, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.8.10", "order": 46, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 482, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.8.11", "order": 47, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 515, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.8.12", "order": 48, "type": "text", "bbox": { "l": 71.52, "t": 622.32, "r": 528.48, "b": 575.04 }, "text": "₅₀", "attrs": { "inline": true, "text_offset": 549, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p30.9", "order": 49, "type": "text", "bbox": { "l": 69.6, "t": 576.72, "r": 355.92, "b": 567.6 }, "text": "squamolinone[p30.9.1] (reported as a cis and trans mixture) (C [p30.9.2]H [p30.9.3]O[p30.9.4], MW594)", "children": [ { "id": "p30.9.1", "order": 50, "type": "text", "bbox": { "l": 69.6, "t": 576.72, "r": 355.92, "b": 567.6 }, "text": "¹²⁵", "attrs": { "inline": true, "text_offset": 12, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.9.2", "order": 51, "type": "text", "bbox": { "l": 69.6, "t": 576.72, "r": 355.92, "b": 567.6 }, "text": "₃₅", "attrs": { "inline": true, "text_offset": 63, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.9.3", "order": 52, "type": "text", "bbox": { "l": 69.6, "t": 576.72, "r": 355.92, "b": 567.6 }, "text": "₆₂", "attrs": { "inline": true, "text_offset": 74, "text_span": 9, "bbox_estimated": true } }, { "id": "p30.9.4", "order": 53, "type": "text", "bbox": { "l": 69.6, "t": 576.72, "r": 355.92, "b": 567.6 }, "text": "₇", "attrs": { "inline": true, "text_offset": 84, "text_span": 9, "bbox_estimated": true } } ] }, { "id": "p30.10", "order": 54, "type": "table", "bbox": { "l": 68.88, "t": 556.56, "r": 525.84, "b": 431.04 }, "text": "", "attrs": { "block_label": "table", "n_rows": 7, "n_cols": 8, "integrity": { "cells_checked": 44, "cells_flagged": 44, "flags": [ { "row": 0, "col": 0, "coverage": 0.5, "text": "105. (2,4-cis)-squamolinone" }, { "row": 0, "col": 1, "coverage": 0, "text": "Position" }, { "row": 0, "col": 2, "coverage": 0, "text": "15" }, { "row": 0, "col": 3, "coverage": 0, "text": "16" }, { "row": 0, "col": 4, "coverage": 0, "text": "19" }, { "row": 0, "col": 5, "coverage": 0, "text": "20" }, { "row": 0, "col": 6, "coverage": 0, "text": "23" }, { "row": 0, "col": 7, "coverage": 0, "text": "24" }, { "row": 1, "col": 0, "coverage": 0, "text": "¹H (δ)" }, { "row": 1, "col": 1, "coverage": 0, "text": "3.40 m" }, { "row": 1, "col": 2, "coverage": 0, "text": "3.86 m" }, { "row": 1, "col": 3, "coverage": 0, "text": "3.93 m" } ] } }, "children": [ { "id": "p30.10.1", "order": 55, "type": "table_cell", "bbox": { "l": 68.88, "t": 556.56, "r": 126, "b": 502.7657 }, "text": "105. (2,4-cis)-squamolinone", "attrs": { "row": 0, "col": 0, "rowspan": 3, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.2", "order": 56, "type": "table_cell", "bbox": { "l": 126, "t": 556.56, "r": 183.12, "b": 538.6286 }, "text": "Position", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.3", "order": 57, "type": "table_cell", "bbox": { "l": 183.12, "t": 556.56, "r": 240.24, "b": 538.6286 }, "text": "15", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.4", "order": 58, "type": "table_cell", "bbox": { "l": 240.24, "t": 556.56, "r": 297.36, "b": 538.6286 }, "text": "16", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.5", "order": 59, "type": "table_cell", "bbox": { "l": 297.36, "t": 556.56, "r": 354.48, "b": 538.6286 }, "text": "19", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.6", "order": 60, "type": "table_cell", "bbox": { "l": 354.48, "t": 556.56, "r": 411.6, "b": 538.6286 }, "text": "20", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.7", "order": 61, "type": "table_cell", "bbox": { "l": 411.6, "t": 556.56, "r": 468.72, "b": 538.6286 }, "text": "23", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.8", "order": 62, "type": "table_cell", "bbox": { "l": 468.72, "t": 556.56, "r": 525.84, "b": 538.6286 }, "text": "24", "attrs": { "row": 0, "col": 7, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.10.9", "order": 63, "type": "table_cell", "bbox": { "l": 126, "t": 538.6286, "r": 183.12, "b": 520.6971 }, "text": "¹H (δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.10", "order": 64, "type": "table_cell", "bbox": { "l": 183.12, "t": 538.6286, "r": 240.24, "b": 520.6971 }, "text": "3.40 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.11", "order": 65, "type": "table_cell", "bbox": { "l": 240.24, "t": 538.6286, "r": 297.36, "b": 520.6971 }, "text": "3.86 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.12", "order": 66, "type": "table_cell", "bbox": { "l": 297.36, "t": 538.6286, "r": 354.48, "b": 520.6971 }, "text": "3.93 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.13", "order": 67, "type": "table_cell", "bbox": { "l": 354.48, "t": 538.6286, "r": 411.6, "b": 520.6971 }, "text": "3.86 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.14", "order": 68, "type": "table_cell", "bbox": { "l": 411.6, "t": 538.6286, "r": 468.72, "b": 520.6971 }, "text": "3.93 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.15", "order": 69, "type": "table_cell", "bbox": { "l": 468.72, "t": 538.6286, "r": 525.84, "b": 520.6971 }, "text": "3.86 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.16", "order": 70, "type": "table_cell", "bbox": { "l": 126, "t": 520.6971, "r": 183.12, "b": 502.7657 }, "text": "¹³C (δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.17", "order": 71, "type": "table_cell", "bbox": { "l": 183.12, "t": 520.6971, "r": 240.24, "b": 502.7657 }, "text": "74.09", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.18", "order": 72, "type": "table_cell", "bbox": { "l": 240.24, "t": 520.6971, "r": 297.36, "b": 502.7657 }, "text": "83.18", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.19", "order": 73, "type": "table_cell", "bbox": { "l": 297.36, "t": 520.6971, "r": 354.48, "b": 502.7657 }, "text": "82.39", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.20", "order": 74, "type": "table_cell", "bbox": { "l": 354.48, "t": 520.6971, "r": 411.6, "b": 502.7657 }, "text": "82.18", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.21", "order": 75, "type": "table_cell", "bbox": { "l": 411.6, "t": 520.6971, "r": 468.72, "b": 502.7657 }, "text": "82.83", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.22", "order": 76, "type": "table_cell", "bbox": { "l": 468.72, "t": 520.6971, "r": 525.84, "b": 502.7657 }, "text": "71.56", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.23", "order": 77, "type": "table_cell", "bbox": { "l": 68.88, "t": 502.7657, "r": 126, "b": 431.04 }, "text": "106. 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484.8343 }, "text": "", "attrs": { "row": 3, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.29", "order": 83, "type": "table_cell", "bbox": { "l": 411.6, "t": 502.7657, "r": 468.72, "b": 484.8343 }, "text": "", "attrs": { "row": 3, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.30", "order": 84, "type": "table_cell", "bbox": { "l": 468.72, "t": 502.7657, "r": 525.84, "b": 484.8343 }, "text": "", "attrs": { "row": 3, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.31", "order": 85, "type": "table_cell", "bbox": { "l": 126, "t": 484.8343, "r": 183.12, "b": 466.9029 }, "text": "Position", "attrs": { "row": 4, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.32", "order": 86, "type": "table_cell", "bbox": { "l": 183.12, "t": 484.8343, "r": 240.24, "b": 466.9029 }, "text": "15", "attrs": { "row": 4, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.33", "order": 87, "type": "table_cell", "bbox": { "l": 240.24, "t": 484.8343, "r": 297.36, "b": 466.9029 }, "text": "16", "attrs": { "row": 4, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.34", "order": 88, "type": "table_cell", "bbox": { "l": 297.36, "t": 484.8343, "r": 354.48, "b": 466.9029 }, "text": "19", "attrs": { "row": 4, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.35", "order": 89, "type": "table_cell", "bbox": { "l": 354.48, "t": 484.8343, "r": 411.6, "b": 466.9029 }, "text": "20", "attrs": { "row": 4, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.36", "order": 90, "type": "table_cell", "bbox": { "l": 411.6, "t": 484.8343, "r": 468.72, "b": 466.9029 }, "text": "23", "attrs": { "row": 4, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.37", "order": 91, "type": "table_cell", "bbox": { "l": 468.72, "t": 484.8343, "r": 525.84, "b": 466.9029 }, "text": "24", "attrs": { "row": 4, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.38", "order": 92, "type": "table_cell", "bbox": { "l": 126, "t": 466.9029, "r": 183.12, "b": 448.9714 }, "text": "¹H (δ)", "attrs": { "row": 5, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.39", "order": 93, "type": "table_cell", "bbox": { "l": 183.12, "t": 466.9029, "r": 240.24, "b": 448.9714 }, "text": "3.40 m", "attrs": { "row": 5, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.40", "order": 94, "type": "table_cell", "bbox": { "l": 240.24, "t": 466.9029, "r": 297.36, "b": 448.9714 }, "text": "3.86 m", "attrs": { "row": 5, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.41", "order": 95, "type": "table_cell", "bbox": { "l": 297.36, "t": 466.9029, "r": 354.48, "b": 448.9714 }, "text": "3.93 m", "attrs": { "row": 5, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.42", "order": 96, "type": "table_cell", "bbox": { "l": 354.48, "t": 466.9029, "r": 411.6, "b": 448.9714 }, "text": "3.86 m", "attrs": { "row": 5, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.43", "order": 97, "type": "table_cell", "bbox": { "l": 411.6, "t": 466.9029, "r": 468.72, "b": 448.9714 }, "text": "3.93 m", "attrs": { "row": 5, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.44", "order": 98, "type": "table_cell", "bbox": { "l": 468.72, "t": 466.9029, "r": 525.84, "b": 448.9714 }, "text": "3.86 m", "attrs": { "row": 5, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.45", "order": 99, "type": "table_cell", "bbox": { "l": 126, "t": 448.9714, "r": 183.12, "b": 431.04 }, "text": "¹³C (δ)", "attrs": { "row": 6, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.46", "order": 100, "type": "table_cell", "bbox": { "l": 183.12, "t": 448.9714, "r": 240.24, "b": 431.04 }, "text": "74.09", "attrs": { "row": 6, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.47", "order": 101, "type": "table_cell", "bbox": { "l": 240.24, "t": 448.9714, "r": 297.36, "b": 431.04 }, "text": "83.18", "attrs": { "row": 6, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.48", "order": 102, "type": "table_cell", "bbox": { "l": 297.36, "t": 448.9714, "r": 354.48, "b": 431.04 }, "text": "82.39", "attrs": { "row": 6, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.49", "order": 103, "type": "table_cell", "bbox": { "l": 354.48, "t": 448.9714, "r": 411.6, "b": 431.04 }, "text": "82.18", "attrs": { "row": 6, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.50", "order": 104, "type": "table_cell", "bbox": { "l": 411.6, "t": 448.9714, "r": 468.72, "b": 431.04 }, "text": "82.83", "attrs": { "row": 6, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.10.51", "order": 105, "type": "table_cell", "bbox": { "l": 468.72, "t": 448.9714, "r": 525.84, "b": 431.04 }, "text": "71.56", "attrs": { "row": 6, "col": 6, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p30.11", "order": 106, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "White amorphous powder.[p30.12.1]: +21.4° (c O073, CH₂Cl₂). UV ([p30.12.2], MeOH, nm): 203 (log[p30.12.3] 285). IR ([p30.12.4], film, cm⁻¹): 3426, 2920, 2850, 1767. MS: EIMS m/z 363, 345, 311, 283. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃). Derivatives: per-MTPA esters (¹H NMR). Biological activities ( [p30.12.5]g/mL): BST LC₅₀ 7.4 × 10⁻², A-549ED₅₀ 1.9, MCF-7 ED₅₀ 1.8, HT-29ED₅₀ 1.7, A-498ED₅₀ 1.8, PC-3ED₅₀ 2.6, PACA-2ED₅₀ 1.1. Source: Annona squamosa, stem bark.\n9-oxoasimicinone[p30.12.6] (reported as a cis and trans mixture) (C [p30.12.7]H [p30.12.8]O[p30.12.9], MW636)", "children": [ { "id": "p30.11.1", "order": 107, "type": "formula", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "[\\alpha]_{D}: +21.4^\\circ (c\\,0.073, \\text{CH}_2\\text{Cl}_2). \\text{UV} (\\lambda_{\\max}, \\text{MeOH, nm}): 203 (\\log \\epsilon\\,2.85). \\text{IR} (\\nu_{\\max}, \\text{film, cm}^{-1}): 3426, 2920, 2850, 1767. \\text{MS: EIMS } m/z\\,363, 345, 311, 283. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\,7.4 \\times 10^{-2}, \\text{A-549 } ED_{50}\\,1.9, \\text{MCF-7 } ED_{50}\\,1.8, \\text{HT-29 } ED_{50}\\,1.7, \\text{A-498 } ED_{50}\\,1.8, \\text{PC-3 } ED_{50}\\,2.6, \\text{PACA-2 } ED_{50}\\,1.1. \\text{Source: } \\textit{Annona squamosa}, \\text{stem bark}. \\textbf{9-oxoasimicinone}^{125} (\\text{reported as a cis and trans mixture}) (C_{37}H_{64}O_{8}, \\text{MW}636)", "attrs": { "latex": "[\\alpha]_{D}: +21.4^\\circ (c\\,0.073, \\text{CH}_2\\text{Cl}_2). \\text{UV} (\\lambda_{\\max}, \\text{MeOH, nm}): 203 (\\log \\epsilon\\,2.85). \\text{IR} (\\nu_{\\max}, \\text{film, cm}^{-1}): 3426, 2920, 2850, 1767. \\text{MS: EIMS } m/z\\,363, 345, 311, 283. \\text{NMR: } {}^{1}\\text{H NMR (500 MHz, CDCl}_3), {}^{13}\\text{C NMR (125 MHz, CDCl}_3). \\text{Derivatives: per-MTPA esters } ({}^{1}\\text{H NMR}). \\text{Biological activities } (\\mu\\text{g/mL}): \\text{BST } LC_{50}\\,7.4 \\times 10^{-2}, \\text{A-549 } ED_{50}\\,1.9, \\text{MCF-7 } ED_{50}\\,1.8, \\text{HT-29 } ED_{50}\\,1.7, \\text{A-498 } ED_{50}\\,1.8, \\text{PC-3 } ED_{50}\\,2.6, \\text{PACA-2 } ED_{50}\\,1.1. \\text{Source: } \\textit{Annona squamosa}, \\text{stem bark}. \\textbf{9-oxoasimicinone}^{125} (\\text{reported as a cis and trans mixture}) (C_{37}H_{64}O_{8}, \\text{MW}636)", "inline": true, "text_offset": 23, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "alpha sub D : plus 21.4 to the power of circ of c, 0.073, CH sub 2 Cl sub 2 . UV of lambda sub max, MeOH, nm : 203 times log epsilon, 2.85 . IR of nu sub max, film, cm to the power of minus 1 : 3426, 2920, 2850, 1767. MS: EIMS m over z, 363, 345, 311, 283. 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 . Biological activities of mu g over mL : BST LC sub 50, 7.4 times 10 to the power of minus 2, A minus 549 ED sub 50, 1.9, MCF minus 7 ED sub 50, 1.8, HT minus 29 ED sub 50, 1.7, A minus 498 ED sub 50, 1.8, PC minus 3 ED sub 50, 2.6, PACA minus 2 ED sub 50, 1.1. Source: textit Annona squamosa, stem bark . textbf 9 minus oxoasimicinone to the power of 125 times reported as a cis and trans mixture times C sub 37 H sub 64 O sub 8, MW 636", "mathml": "[α]D:+21.4∘(c0.073,CH2Cl2).UV(λmax,MeOH, nm):203(logϵ2.85).IR(νmax,film, cm−1):3426,2920,2850,1767.MS: EIMS m/z363,345,311,283.NMR: 1H NMR (500 MHz, CDCl3),13C NMR (125 MHz, CDCl3).Derivatives: per-MTPA esters (1H NMR).Biological activities (μg/mL):BST LC507.4×10−2,A-549 ED501.9,MCF-7 ED501.8,HT-29 ED501.7,A-498 ED501.8,PC-3 ED502.6,PACA-2 ED501.1.Source: Annona squamosa,stem bark.9-oxoasimicinone125(reported as a cis and trans mixture)(C37H64O8,MW636)" } }, { "id": "p30.11.2", "order": 108, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "\\lambda_{max}", "attrs": { "inline": true, "text_offset": 64, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.11.3", "order": 109, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "ε", "attrs": { "inline": true, "text_offset": 95, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.11.4", "order": 110, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 116, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.11.5", "order": 111, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "μ", "attrs": { "inline": true, "text_offset": 315, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.11.6", "order": 112, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "¹²⁵", "attrs": { "inline": true, "text_offset": 496, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.11.7", "order": 113, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 548, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.11.8", "order": 114, "type": "text", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "₆₄", "attrs": { "inline": true, "text_offset": 560, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.11.9", "order": 115, "type": "formula", "bbox": { "l": 71.04, "t": 431.28, "r": 535.68, "b": 387.36 }, "text": "₈", "attrs": { "latex": "_{8}", "inline": true, "text_offset": 571, "text_span": 10, "bbox_estimated": true, "alt": "sub 8", "mathml": "8" } } ] }, { "id": "p30.12", "order": 116, "type": "formula", "bbox": { "l": 153.36, "t": 384.24, "r": 456, "b": 341.76 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of a bis-tetrahydrofuran polyketide lactone with hydroxyl, ketone and cis/trans side chain, numbered carb…", "source": "vision" } }, { "id": "p30.13", "order": 117, "type": "text", "bbox": { "l": 70.08, "t": 340.8, "r": 198, "b": 331.44 }, "text": "107. 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272.64 }, "text": "Position", "attrs": { "row": 4, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.39", "order": 157, "type": "table_cell", "bbox": { "l": 151.7067, "t": 284.64, "r": 193.12, "b": 272.64 }, "text": "9", "attrs": { "row": 4, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.40", "order": 158, "type": "table_cell", "bbox": { "l": 193.12, "t": 284.64, "r": 234.5333, "b": 272.64 }, "text": "15", "attrs": { "row": 4, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.41", "order": 159, "type": "table_cell", "bbox": { "l": 234.5333, "t": 284.64, "r": 275.9467, "b": 272.64 }, "text": "16", "attrs": { "row": 4, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.42", "order": 160, "type": "table_cell", "bbox": { "l": 275.9467, "t": 284.64, "r": 317.36, "b": 272.64 }, "text": "19", "attrs": { "row": 4, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.43", "order": 161, "type": "table_cell", "bbox": { "l": 317.36, "t": 284.64, "r": 358.7733, "b": 272.64 }, "text": "20", "attrs": { "row": 4, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.44", "order": 162, "type": "table_cell", "bbox": { "l": 358.7733, "t": 284.64, "r": 400.1867, "b": 272.64 }, "text": "23", "attrs": { "row": 4, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.45", "order": 163, "type": "table_cell", "bbox": { "l": 400.1867, "t": 284.64, "r": 441.6, "b": 272.64 }, "text": "24", "attrs": { "row": 4, "col": 8, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.46", "order": 164, "type": "table_cell", "bbox": { "l": 68.88, "t": 272.64, "r": 110.2933, "b": 260.64 }, "text": "", "attrs": { "row": 5, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.47", "order": 165, "type": "table_cell", "bbox": { "l": 110.2933, "t": 272.64, "r": 151.7067, "b": 260.64 }, "text": "¹H ( δ)", "attrs": { "row": 5, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.48", "order": 166, "type": "table_cell", "bbox": { "l": 151.7067, "t": 272.64, "r": 193.12, "b": 260.64 }, "text": "", "attrs": { "row": 5, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.49", "order": 167, "type": "table_cell", "bbox": { "l": 193.12, "t": 272.64, "r": 234.5333, "b": 260.64 }, "text": "3.39 m", "attrs": { "row": 5, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.50", "order": 168, "type": "table_cell", "bbox": { "l": 234.5333, "t": 272.64, "r": 275.9467, "b": 260.64 }, "text": "3.83 m", "attrs": { "row": 5, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.51", "order": 169, "type": "table_cell", "bbox": { "l": 275.9467, "t": 272.64, "r": 317.36, "b": 260.64 }, "text": "3.86 m", "attrs": { "row": 5, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.52", "order": 170, "type": "table_cell", "bbox": { "l": 317.36, "t": 272.64, "r": 358.7733, "b": 260.64 }, "text": "3.86 m", "attrs": { "row": 5, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.53", "order": 171, "type": "table_cell", "bbox": { "l": 358.7733, "t": 272.64, "r": 400.1867, "b": 260.64 }, "text": "3.83 m", "attrs": { "row": 5, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.54", "order": 172, "type": "table_cell", "bbox": { "l": 400.1867, "t": 272.64, "r": 441.6, "b": 260.64 }, "text": "3.39 m", "attrs": { "row": 5, "col": 8, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.55", "order": 173, "type": "table_cell", "bbox": { "l": 68.88, "t": 260.64, "r": 110.2933, "b": 248.64 }, "text": "", "attrs": { "row": 6, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.56", "order": 174, "type": "table_cell", "bbox": { "l": 110.2933, "t": 260.64, "r": 151.7067, "b": 248.64 }, "text": "¹³C ( δ)", "attrs": { "row": 6, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.57", "order": 175, "type": "table_cell", "bbox": { "l": 151.7067, "t": 260.64, "r": 193.12, "b": 248.64 }, "text": "211.02", "attrs": { "row": 6, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.58", "order": 176, "type": "table_cell", "bbox": { "l": 193.12, "t": 260.64, "r": 234.5333, "b": 248.64 }, "text": "74.05", "attrs": { "row": 6, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.59", "order": 177, "type": "table_cell", "bbox": { "l": 234.5333, "t": 260.64, "r": 275.9467, "b": 248.64 }, "text": "83.11", "attrs": { "row": 6, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.60", "order": 178, "type": "table_cell", "bbox": { "l": 275.9467, "t": 260.64, "r": 317.36, "b": 248.64 }, "text": "81.80", "attrs": { "row": 6, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.61", "order": 179, "type": "table_cell", "bbox": { "l": 317.36, "t": 260.64, "r": 358.7733, "b": 248.64 }, "text": "81.77", "attrs": { "row": 6, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.62", "order": 180, "type": "table_cell", "bbox": { "l": 358.7733, "t": 260.64, "r": 400.1867, "b": 248.64 }, "text": "83.16", "attrs": { "row": 6, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p30.14.63", "order": 181, "type": "table_cell", "bbox": { "l": 400.1867, "t": 260.64, "r": 441.6, "b": 248.64 }, "text": "73.93", "attrs": { "row": 6, "col": 8, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p30.15", "order": 182, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "White amorphous powder.[p30.16.1]: +19.7° (c Q10, CHCl_{3}). UV ([p30.16.2], MeOH, nm): 203 (log[p30.16.3] 3.55). IR ([p30.16.4], film, cm^{-1}): 3390, 2921, 2851, 1770, 1705. MS: EIMS m/z 377, 359, 341, 325, 307, 289, 225, 207. NMR:[p30.16.5] NMR (500MHz, CDCl_{3}),[p30.16.6] NMR (125MHz, CDCl_{3}). Derivatives: per-MTPA esters ([p30.16.7] NMR). Biological activities ( [p30.16.8]g/mL): BST LC_{50} 6.7[p30.16.9] 10^{-1}, A-549 ED_{50} 5.7[p30.16.10] 10^{-3}, MCF-7 ED_{50} 2.6[p30.16.11] 10^{-1}, HT-29 ED_{50} 4.0[p30.16.12] 10^{-3}, A-498 ED_{50} 4.6[p30.16.13] 10^{-1}, PC-3 ED_{50} 1.1, PAC-2 ED_{50} 1.2. Source: Annona squamosa, stem bark.\n109 bullacin[p30.16.14] (C [p30.16.15]H [p30.16.16]O[p30.16.17], MW622)", "children": [ { "id": "p30.15.1", "order": 183, "type": "formula", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "[\\alpha]_{D}", "attrs": { "latex": "[\\alpha]_{D}", "inline": true, "text_offset": 23, "text_span": 10, "bbox_estimated": true, "notation": "latex", "alt": "alpha sub D", "mathml": "[α]D" } }, { "id": "p30.15.2", "order": 184, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "\\lambda_{max}", "attrs": { "inline": true, "text_offset": 65, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.15.3", "order": 185, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "ε", "attrs": { "inline": true, "text_offset": 96, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.15.4", "order": 186, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 118, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.15.5", "order": 187, "type": "formula", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "¹H", "attrs": { "latex": "{}^{1}H", "inline": true, "text_offset": 233, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p30.15.6", "order": 188, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "¹³C", "attrs": { "inline": true, "text_offset": 267, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.15.7", "order": 189, "type": "formula", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "¹H", "attrs": { "latex": "{}^{1}H", "inline": true, "text_offset": 332, "text_span": 10, "bbox_estimated": true, "alt": "to the power of 1 H", "mathml": "1H" } }, { "id": "p30.15.8", "order": 190, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "μ", "attrs": { "inline": true, "text_offset": 373, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.15.9", "order": 191, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "×", "attrs": { "inline": true, "text_offset": 405, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.15.10", "order": 192, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "×", "attrs": { "inline": true, "text_offset": 442, "text_span": 11, "bbox_estimated": true } }, { "id": "p30.15.11", "order": 193, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "×", "attrs": { "inline": true, "text_offset": 480, "text_span": 11, "bbox_estimated": true } }, { "id": "p30.15.12", "order": 194, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "×", "attrs": { "inline": true, "text_offset": 518, "text_span": 11, "bbox_estimated": true } }, { "id": "p30.15.13", "order": 195, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "×", "attrs": { "inline": true, "text_offset": 556, "text_span": 11, "bbox_estimated": true } }, { "id": "p30.15.14", "order": 196, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "¹²⁵", "attrs": { "inline": true, "text_offset": 662, "text_span": 11, "bbox_estimated": true } }, { "id": "p30.15.15", "order": 197, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "₂₇", "attrs": { "inline": true, "text_offset": 677, "text_span": 11, "bbox_estimated": true } }, { "id": "p30.15.16", "order": 198, "type": "formula", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "₆₉", "attrs": { "latex": "_{69}", "inline": true, "text_offset": 690, "text_span": 11, "bbox_estimated": true, "alt": "sub 69", "mathml": "69" } }, { "id": "p30.15.17", "order": 199, "type": "text", "bbox": { "l": 71.52, "t": 248.4, "r": 541.92, "b": 198 }, "text": "₇", "attrs": { "inline": true, "text_offset": 702, "text_span": 11, "bbox_estimated": true } } ] }, { "id": "p30.16", "order": 200, "type": "text", "bbox": { "l": 70.32, "t": 203.76, "r": 211.68, "b": 194.64 }, "text": "109. bullacin[p30.17.1] (C [p30.17.2]H [p30.17.3]O[p30.17.4], MW622)", "children": [ { "id": "p30.16.1", "order": 201, "type": "text", "bbox": { "l": 70.32, "t": 203.76, "r": 211.68, "b": 194.64 }, "text": "¹²⁵", "attrs": { "inline": true, "text_offset": 13, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.16.2", "order": 202, "type": "text", "bbox": { "l": 70.32, "t": 203.76, "r": 211.68, "b": 194.64 }, "text": "₃₇", "attrs": { "inline": true, "text_offset": 27, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.16.3", "order": 203, "type": "text", "bbox": { "l": 70.32, "t": 203.76, "r": 211.68, "b": 194.64 }, "text": "₆₆", "attrs": { "inline": true, "text_offset": 39, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.16.4", "order": 204, "type": "text", "bbox": { "l": 70.32, "t": 203.76, "r": 211.68, "b": 194.64 }, "text": "₇", "attrs": { "inline": true, "text_offset": 50, "text_span": 10, "bbox_estimated": true } } ] }, { "id": "p30.17", "order": 205, "type": "formula", "bbox": { "l": 153.6, "t": 191.52, "r": 456.24, "b": 146.64 }, "text": "", "attrs": { "block_label": "image", "alt": "Skeletal structure of an annonaceous acetogenin: bis-tetrahydrofuran core with OH groups at C-6, C-15, C-24 and a butenolide…", "source": "vision" } }, { "id": "p30.18", "order": 206, "type": "table", "bbox": { "l": 152.16, "t": 137.28, "r": 422.16, "b": 102.24 }, "text": "", "attrs": { "block_label": "table", "n_rows": 3, "n_cols": 8, "integrity": { "skipped": "no_text_layer" } }, "children": [ { "id": "p30.18.1", "order": 207, "type": "table_cell", "bbox": { "l": 152.16, "t": 137.28, "r": 185.91, "b": 125.6 }, "text": "Position", "attrs": { "row": 0, "col": 0, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.2", "order": 208, "type": "table_cell", "bbox": { "l": 185.91, "t": 137.28, "r": 219.66, "b": 125.6 }, "text": "6", "attrs": { "row": 0, "col": 1, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.3", "order": 209, "type": "table_cell", "bbox": { "l": 219.66, "t": 137.28, "r": 253.41, "b": 125.6 }, "text": "15", "attrs": { "row": 0, "col": 2, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.4", "order": 210, "type": "table_cell", "bbox": { "l": 253.41, "t": 137.28, "r": 287.16, "b": 125.6 }, "text": "16", "attrs": { "row": 0, "col": 3, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.5", "order": 211, "type": "table_cell", "bbox": { "l": 287.16, "t": 137.28, "r": 320.91, "b": 125.6 }, "text": "19", "attrs": { "row": 0, "col": 4, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.6", "order": 212, "type": "table_cell", "bbox": { "l": 320.91, "t": 137.28, "r": 354.66, "b": 125.6 }, "text": "20", "attrs": { "row": 0, "col": 5, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.7", "order": 213, "type": "table_cell", "bbox": { "l": 354.66, "t": 137.28, "r": 388.41, "b": 125.6 }, "text": "23", "attrs": { "row": 0, "col": 6, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.8", "order": 214, "type": "table_cell", "bbox": { "l": 388.41, "t": 137.28, "r": 422.16, "b": 125.6 }, "text": "24", "attrs": { "row": 0, "col": 7, "rowspan": 1, "colspan": 1, "column_header": true, "header_source": "heuristic" } }, { "id": "p30.18.9", "order": 215, "type": "table_cell", "bbox": { "l": 152.16, "t": 125.6, "r": 185.91, "b": 113.92 }, "text": "¹H ( δ)", "attrs": { "row": 1, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.10", "order": 216, "type": "table_cell", "bbox": { "l": 185.91, "t": 125.6, "r": 219.66, "b": 113.92 }, "text": "3.62 m", "attrs": { "row": 1, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.11", "order": 217, "type": "table_cell", "bbox": { "l": 219.66, "t": 125.6, "r": 253.41, "b": 113.92 }, "text": "3.39 m", "attrs": { "row": 1, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.12", "order": 218, "type": "table_cell", "bbox": { "l": 253.41, "t": 125.6, "r": 287.16, "b": 113.92 }, "text": "3.84 m", "attrs": { "row": 1, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.13", "order": 219, "type": "table_cell", "bbox": { "l": 287.16, "t": 125.6, "r": 320.91, "b": 113.92 }, "text": "3.88 m", "attrs": { "row": 1, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.14", "order": 220, "type": "table_cell", "bbox": { "l": 320.91, "t": 125.6, "r": 354.66, "b": 113.92 }, "text": "3.88 m", "attrs": { "row": 1, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.15", "order": 221, "type": "table_cell", "bbox": { "l": 354.66, "t": 125.6, "r": 388.41, "b": 113.92 }, "text": "3.84 m", "attrs": { "row": 1, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.16", "order": 222, "type": "table_cell", "bbox": { "l": 388.41, "t": 125.6, "r": 422.16, "b": 113.92 }, "text": "3.39 m", "attrs": { "row": 1, "col": 7, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.17", "order": 223, "type": "table_cell", "bbox": { "l": 152.16, "t": 113.92, "r": 185.91, "b": 102.24 }, "text": "¹³C ( δ)", "attrs": { "row": 2, "col": 0, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.18", "order": 224, "type": "table_cell", "bbox": { "l": 185.91, "t": 113.92, "r": 219.66, "b": 102.24 }, "text": "71.37", "attrs": { "row": 2, "col": 1, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.19", "order": 225, "type": "table_cell", "bbox": { "l": 219.66, "t": 113.92, "r": 253.41, "b": 102.24 }, "text": "73.80", "attrs": { "row": 2, "col": 2, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.20", "order": 226, "type": "table_cell", "bbox": { "l": 253.41, "t": 113.92, "r": 287.16, "b": 102.24 }, "text": "82.86", "attrs": { "row": 2, "col": 3, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.21", "order": 227, "type": "table_cell", "bbox": { "l": 287.16, "t": 113.92, "r": 320.91, "b": 102.24 }, "text": "81.65", "attrs": { "row": 2, "col": 4, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.22", "order": 228, "type": "table_cell", "bbox": { "l": 320.91, "t": 113.92, "r": 354.66, "b": 102.24 }, "text": "81.65", "attrs": { "row": 2, "col": 5, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.23", "order": 229, "type": "table_cell", "bbox": { "l": 354.66, "t": 113.92, "r": 388.41, "b": 102.24 }, "text": "82.86", "attrs": { "row": 2, "col": 6, "rowspan": 1, "colspan": 1 } }, { "id": "p30.18.24", "order": 230, "type": "table_cell", "bbox": { "l": 388.41, "t": 113.92, "r": 422.16, "b": 102.24 }, "text": "73.80", "attrs": { "row": 2, "col": 7, "rowspan": 1, "colspan": 1 } } ] }, { "id": "p30.19", "order": 231, "type": "footnote", "bbox": { "l": 70.8, "t": 101.52, "r": 529.92, "b": 55.2 }, "text": "White amorphous powder.[p30.20.1]: +43.8° (c OO3, CH2Cl2). UV ([p30.20.2], MeOH, nm): 211 ([p30.20.3] 3.79). IR ([p30.20.4], film, cm[p30.20.5]): 3418, 2925, 2853, 1756 MS: EIMS m/z 433, 415, 397, 363, 345, 327, 311, 293, 275, 169, 151. NMR: [p30.20.6]H NMR (500MHz, CDCl[p30.20.7]), [p30.20.8]C NMR (125 MHz, CDCl[p30.20.9]). Derivatives: peracetate (1H NMR), per-MTPA esters (1H NMR), formal acetal (1H NMR), TMS (EIMS). Biological activities ( [p30.20.10]g/mL): BST LC[p30.20.11] 1.9[p30.20.12] 10[p30.20.13], A-549 ED[p30.20.14] 9.0[p30.20.15] 10[p30.20.16], MCF-7 ED[p30.20.17] 2.5[p30.20.18] 10[p30.20.19], HT-29 ED[p30.20.20] 4.5[p30.20.21] 10[p30.20.22], A-498 ED[p30.20.23] >1, PC-3 ED[p30.20.24] >1, PAC-2 ED[p30.20.25] 4.1[p30.20.26] 10[p30.20.27]. Source: Annona squamosa, stem bark.", "attrs": { "block_label": "vision_footnote" }, "children": [ { "id": "p30.19.1", "order": 232, "type": "text", "bbox": { "l": 70.8, "t": 101.52, "r": 529.92, "b": 55.2 }, "text": "[\\alpha]_{D}", "attrs": { "inline": true, "text_offset": 23, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.19.2", "order": 233, "type": "text", "bbox": { "l": 70.8, "t": 101.52, "r": 529.92, "b": 55.2 }, "text": "\\lambda_{max}", "attrs": { "inline": true, "text_offset": 63, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.19.3", "order": 234, "type": "text", "bbox": { "l": 70.8, "t": 101.52, "r": 529.92, "b": 55.2 }, "text": "\\log \\epsilon", "attrs": { "inline": true, "text_offset": 91, "text_span": 10, "bbox_estimated": true } }, { "id": "p30.19.4", "order": 235, "type": "text", "bbox": { "l": 70.8, "t": 101.52, "r": 529.92, "b": 55.2 }, "text": "\\nu_{max}", "attrs": { "inline": true, "text_offset": 113, "text_span": 10, "bbox_estimated": true } 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