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(1R,2R,3R,9S,10S,17S)-3-[(2R,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-5-yl]-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 43721769-eb50-42e6-b4e9-ca7d61734353
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1R,2R,3R,9S,10S,17S)-3-[(2R,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-5-yl]-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)
SMILES (Isomeric)
InChI InChI=1S/C62H52O17/c63-25-45-56(73)57(74)58(75)62(78-45)77-44-20-31(19-40-46(30-17-36(68)21-37(69)18-30)59(79-61(40)44)28-5-13-34(66)14-6-28)49-47(26-1-9-32(64)10-2-26)54-48(27-3-11-33(65)12-4-27)50-39(22-38(70)23-41(50)71)51-53-43(24-42(72)52(49)55(53)54)76-60(51)29-7-15-35(67)16-8-29/h1-24,45-49,51,54,56-60,62-75H,25H2/t45-,46+,47+,48+,49+,51+,54-,56-,57+,58-,59+,60-,62-/m1/s1
InChI Key WFUXCNKDJDHZQF-QBJZPYBASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C62H52O17
Molecular Weight 1069.10 g/mol
Exact Mass 1068.32045019 g/mol
Topological Polar Surface Area (TPSA) 300.00 Ų
XlogP 7.30
Atomic LogP (AlogP) 7.91
H-Bond Acceptor 17
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,3R,9S,10S,17S)-3-[(2R,3S)-3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1-benzofuran-5-yl]-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 + 0.5522 55.22%
Caco-2 - 0.8909 89.09%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6029 60.29%
OATP2B1 inhibitior - 0.8465 84.65%
OATP1B1 inhibitior + 0.8214 82.14%
OATP1B3 inhibitior + 0.9506 95.06%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7896 78.96%
P-glycoprotein inhibitior + 0.6892 68.92%
P-glycoprotein substrate - 0.5249 52.49%
CYP3A4 substrate + 0.6668 66.68%
CYP2C9 substrate - 0.8050 80.50%
CYP2D6 substrate - 0.7781 77.81%
CYP3A4 inhibition - 0.8312 83.12%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.7335 73.35%
CYP2D6 inhibition - 0.8687 86.87%
CYP1A2 inhibition - 0.8646 86.46%
CYP2C8 inhibition + 0.8019 80.19%
CYP inhibitory promiscuity - 0.5659 56.59%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5897 58.97%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8891 88.91%
Skin irritation - 0.7997 79.97%
Skin corrosion - 0.9544 95.44%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8597 85.97%
Micronuclear + 0.6559 65.59%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.4969 49.69%
Estrogen receptor binding + 0.7801 78.01%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding + 0.5953 59.53%
Glucocorticoid receptor binding - 0.5126 51.26%
Aromatase binding + 0.5236 52.36%
PPAR gamma + 0.7519 75.19%
Honey bee toxicity - 0.6846 68.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8372 83.72%

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 98.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.71% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.99% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.32% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 90.20% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.15% 89.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.51% 93.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.84% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.70% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.59% 99.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.15% 97.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.09% 89.62%
CHEMBL226 P30542 Adenosine A1 receptor 82.96% 95.93%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.94% 85.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.02% 95.83%
CHEMBL3194 P02766 Transthyretin 81.25% 90.71%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.13% 89.44%

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.
Cotylelobium lanceolatum

Cross-Links

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PubChem 154497656
LOTUS LTS0225473
wikiData Q105304212