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(1S,2R,3R,9S,17S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-6-[(S)-[(1R,2S,3S)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,5-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-(4-hydroxyphenyl)methyl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f1581bdd-1656-41c9-8803-4eb0e86a2e62
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,2R,3R,9S,17S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-6-[(S)-[(1R,2S,3S)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,5-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-(4-hydroxyphenyl)methyl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol
SMILES (Canonical) C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C(C2C7=C8C(C(OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)O)O)C(=C6C(C1C(C(C2=C1C=CC(=C2O)O)C1=CC=C(C=C1)O)C1=C2C(C(OC2=CC(=C1)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@@H]2[C@H]3[C@H](C4=C(C=C(C=C4O)O)C5[C@H](OC6=C5C3=C([C@H]2C7=C8[C@H]([C@@H](OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)O)O)C(=C6[C@@H]([C@H]1[C@@H]([C@H](C2=C1C=CC(=C2O)O)C1=CC=C(C=C1)O)C1=C2[C@H]([C@@H](OC2=CC(=C1)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
InChI InChI=1S/C98H74O21/c99-52-15-1-43(2-16-52)74-80-67(37-63(110)40-71(80)114)87-91-89-88(74)76(45-5-19-54(101)20-6-45)85(69-39-65(112)42-73-82(69)79(51-33-61(108)36-62(109)34-51)96(118-73)48-11-25-57(104)26-12-48)90(89)94(116)92(98(91)119-97(87)49-13-27-58(105)28-14-49)77(46-7-21-55(102)22-8-46)83-66-29-30-70(113)93(115)86(66)75(44-3-17-53(100)18-4-44)84(83)68-38-64(111)41-72-81(68)78(50-31-59(106)35-60(107)32-50)95(117-72)47-9-23-56(103)24-10-47/h1-42,74-79,83-85,87-88,95-97,99-116H/t74-,75+,76-,77+,78+,79+,83-,84+,85-,87?,88+,95-,96-,97+/m0/s1
InChI Key LVBJAVCWEGNIOZ-ODDIXPCMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C98H74O21
Molecular Weight 1587.60 g/mol
Exact Mass 1587.47561420 g/mol
Topological Polar Surface Area (TPSA) 392.00 Ų
XlogP 16.00
Atomic LogP (AlogP) 18.19
H-Bond Acceptor 21
H-Bond Donor 18
Rotatable Bonds 13

Synonyms

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RefChem:928626
717840-10-3
(1S,2R,3R,9S,17S)-3-((2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl)-6-((S)-((1R,2S,3S)-2-((2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl)-4,5-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl)-(4-hydroxyphenyl)methyl)-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo(8.7.2.04,18.07,19.011,16)nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol

2D Structure

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2D Structure of (1S,2R,3R,9S,17S)-3-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-6-[(S)-[(1R,2S,3S)-2-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,5-dihydroxy-3-(4-hydroxyphenyl)-2,3-dihydro-1H-inden-1-yl]-(4-hydroxyphenyl)methyl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9453 94.53%
Caco-2 - 0.8704 87.04%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5542 55.42%
OATP2B1 inhibitior - 0.7073 70.73%
OATP1B1 inhibitior + 0.7875 78.75%
OATP1B3 inhibitior + 0.9353 93.53%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8032 80.32%
P-glycoprotein inhibitior + 0.7237 72.37%
P-glycoprotein substrate + 0.5876 58.76%
CYP3A4 substrate + 0.6660 66.60%
CYP2C9 substrate - 0.7818 78.18%
CYP2D6 substrate + 0.4370 43.70%
CYP3A4 inhibition + 0.5787 57.87%
CYP2C9 inhibition + 0.5099 50.99%
CYP2C19 inhibition - 0.5979 59.79%
CYP2D6 inhibition - 0.8318 83.18%
CYP1A2 inhibition + 0.7376 73.76%
CYP2C8 inhibition + 0.7900 79.00%
CYP inhibitory promiscuity + 0.7811 78.11%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4658 46.58%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.8811 88.11%
Skin irritation - 0.5112 51.12%
Skin corrosion - 0.8998 89.98%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8513 85.13%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7242 72.42%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6956 69.56%
Acute Oral Toxicity (c) II 0.4016 40.16%
Estrogen receptor binding + 0.7420 74.20%
Androgen receptor binding + 0.7781 77.81%
Thyroid receptor binding + 0.5990 59.90%
Glucocorticoid receptor binding + 0.5382 53.82%
Aromatase binding + 0.5312 53.12%
PPAR gamma + 0.7290 72.90%
Honey bee toxicity - 0.6524 65.24%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9502 95.02%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.31% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 98.05% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.34% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.27% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.37% 98.95%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 91.18% 97.23%
CHEMBL3401 O75469 Pregnane X receptor 89.38% 94.73%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.14% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.94% 93.40%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.85% 94.45%
CHEMBL4422 O14842 Free fatty acid receptor 1 87.73% 93.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.65% 97.33%
CHEMBL226 P30542 Adenosine A1 receptor 87.28% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.58% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 86.12% 89.44%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.40% 83.10%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.18% 89.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.67% 90.71%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.46% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.44% 96.38%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.19% 85.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.83% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.65% 97.09%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 81.60% 96.42%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.57% 99.23%
CHEMBL1929 P47989 Xanthine dehydrogenase 81.53% 96.12%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.88% 99.18%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.31% 85.11%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Vatica pauciflora

Cross-Links

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PubChem 102333310
LOTUS LTS0182243
wikiData Q105157762