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(2R,3S,7S)-7-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-9-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one

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 add72435-4467-4459-9521-0139e09854cc
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R,3S,7S)-7-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-9-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one
SMILES (Canonical) CC(=CCC(CC1=C2C(=C(C3=C1OC(CC3=O)C4=C(C=C(C=C4)O)O)O)C(C(O2)C5=CC=C(C=C5)O)C6=CC(=CC(=C6)O)O)C(=C)C)C
SMILES (Isomeric) CC(=CC[C@@H](CC1=C2C(=C(C3=C1O[C@@H](CC3=O)C4=C(C=C(C=C4)O)O)O)[C@@H]([C@@H](O2)C5=CC=C(C=C5)O)C6=CC(=CC(=C6)O)O)C(=C)C)C
InChI InChI=1S/C39H38O9/c1-19(2)5-6-22(20(3)4)15-29-38-34(31(45)18-32(47-38)28-12-11-25(41)17-30(28)44)36(46)35-33(23-13-26(42)16-27(43)14-23)37(48-39(29)35)21-7-9-24(40)10-8-21/h5,7-14,16-17,22,32-33,37,40-44,46H,3,6,15,18H2,1-2,4H3/t22-,32-,33-,37-/m0/s1
InChI Key UVQKYQGWGMUDAI-DKPGKWHWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H38O9
Molecular Weight 650.70 g/mol
Exact Mass 650.25158279 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 8.10
Atomic LogP (AlogP) 7.98
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,7S)-7-(2,4-dihydroxyphenyl)-3-(3,5-dihydroxyphenyl)-4-hydroxy-2-(4-hydroxyphenyl)-9-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3,6,7-tetrahydrofuro[3,2-g]chromen-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9818 98.18%
Caco-2 - 0.8477 84.77%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7673 76.73%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.7532 75.32%
OATP1B3 inhibitior + 0.9462 94.62%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9864 98.64%
P-glycoprotein inhibitior + 0.8360 83.60%
P-glycoprotein substrate + 0.6182 61.82%
CYP3A4 substrate + 0.6930 69.30%
CYP2C9 substrate + 0.5973 59.73%
CYP2D6 substrate - 0.7963 79.63%
CYP3A4 inhibition + 0.6029 60.29%
CYP2C9 inhibition + 0.8309 83.09%
CYP2C19 inhibition + 0.8297 82.97%
CYP2D6 inhibition - 0.7723 77.23%
CYP1A2 inhibition + 0.7663 76.63%
CYP2C8 inhibition + 0.7046 70.46%
CYP inhibitory promiscuity + 0.9384 93.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5437 54.37%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8683 86.83%
Skin irritation - 0.7306 73.06%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis + 0.5863 58.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8655 86.55%
Micronuclear + 0.5059 50.59%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7405 74.05%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6792 67.92%
Acute Oral Toxicity (c) III 0.4171 41.71%
Estrogen receptor binding + 0.8480 84.80%
Androgen receptor binding + 0.7661 76.61%
Thyroid receptor binding + 0.6153 61.53%
Glucocorticoid receptor binding + 0.7885 78.85%
Aromatase binding + 0.5242 52.42%
PPAR gamma + 0.7082 70.82%
Honey bee toxicity - 0.6783 67.83%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9945 99.45%

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 99.22% 91.11%
CHEMBL240 Q12809 HERG 98.25% 89.76%
CHEMBL2581 P07339 Cathepsin D 97.71% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 94.90% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.73% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.73% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.54% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.14% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.09% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 91.02% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.79% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.76% 99.23%
CHEMBL233 P35372 Mu opioid receptor 88.43% 97.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.53% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.35% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.59% 99.17%
CHEMBL236 P41143 Delta opioid receptor 83.13% 99.35%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.98% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.45% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.20% 100.00%
CHEMBL2535 P11166 Glucose transporter 80.16% 98.75%

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.
Sophora alopecuroides

Cross-Links

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PubChem 162987841
LOTUS LTS0226968
wikiData Q105280042