(1S,9S)-9-[2-[(E)-2-[(2S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-5-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

Details

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Internal ID 76ee0c25-fea6-42b8-8729-b684e44251db
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,9S)-9-[2-[(E)-2-[(2S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-5-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
SMILES (Canonical) C1=CC(=CC=C1C2C(C3=C4C(C(OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)C7=C(C=CC(=C7)O)C=CC8=C9C(C(OC9=CC(=C8)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1[C@@H]2C(C3=C(C=C(C=C3O2)O)/C=C/C4=C(C=C(C=C4)O)[C@@H]5C(C6=C(C=C(C=C6O)O)[C@@H]7C(OC8=CC(=CC5=C78)O)C9=CC=C(C=C9)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
InChI InChI=1S/C56H42O12/c57-33-10-4-28(5-11-33)49-51(43-23-41(65)26-47-53(43)54(44-22-40(64)24-45(66)52(44)49)56(68-47)30-8-14-35(59)15-9-30)42-21-36(60)16-3-27(42)1-2-31-17-39(63)25-46-48(31)50(32-18-37(61)20-38(62)19-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H/b2-1+/t49?,50?,51-,54-,55+,56?/m0/s1
InChI Key ZPWLPRIDCQRENH-WMFIYKLJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H42O12
Molecular Weight 906.90 g/mol
Exact Mass 906.26762677 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 9.80
Atomic LogP (AlogP) 10.72
H-Bond Acceptor 12
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,9S)-9-[2-[(E)-2-[(2S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-5-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9872 98.72%
Caco-2 - 0.8724 87.24%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5475 54.75%
OATP2B1 inhibitior - 0.5656 56.56%
OATP1B1 inhibitior + 0.7667 76.67%
OATP1B3 inhibitior + 0.8162 81.62%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7855 78.55%
P-glycoprotein inhibitior + 0.7171 71.71%
P-glycoprotein substrate - 0.7251 72.51%
CYP3A4 substrate + 0.5953 59.53%
CYP2C9 substrate + 0.6202 62.02%
CYP2D6 substrate + 0.3681 36.81%
CYP3A4 inhibition + 0.6847 68.47%
CYP2C9 inhibition + 0.8745 87.45%
CYP2C19 inhibition + 0.8287 82.87%
CYP2D6 inhibition - 0.8167 81.67%
CYP1A2 inhibition + 0.8259 82.59%
CYP2C8 inhibition + 0.8086 80.86%
CYP inhibitory promiscuity + 0.9547 95.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4323 43.23%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8413 84.13%
Skin irritation + 0.4936 49.36%
Skin corrosion - 0.9205 92.05%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8365 83.65%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.7105 71.05%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7042 70.42%
Acute Oral Toxicity (c) II 0.4349 43.49%
Estrogen receptor binding + 0.7300 73.00%
Androgen receptor binding + 0.7974 79.74%
Thyroid receptor binding + 0.6128 61.28%
Glucocorticoid receptor binding + 0.5812 58.12%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7065 70.65%
Honey bee toxicity - 0.7723 77.23%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9823 98.23%

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 99.23% 91.11%
CHEMBL3194 P02766 Transthyretin 92.75% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.10% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.68% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 88.26% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.54% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.06% 93.40%
CHEMBL3401 O75469 Pregnane X receptor 86.64% 94.73%
CHEMBL2581 P07339 Cathepsin D 86.16% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.05% 93.99%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.29% 97.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.43% 89.44%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 84.25% 96.42%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.23% 96.09%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.54% 89.67%
CHEMBL4530 P00488 Coagulation factor XIII 80.34% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.33% 99.17%
CHEMBL242 Q92731 Estrogen receptor beta 80.09% 98.35%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.03% 97.36%

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.
Vitis vinifera

Cross-Links

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PubChem 16133853
LOTUS LTS0103114
wikiData Q105381278