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6-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-3-yl)-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-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 b2b63f7a-5c1c-4c89-954f-2547398fe011
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
IUPAC Name 6-[5-(5,7-dihydroxy-4-oxochromen-3-yl)-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H18O12/c31-13-6-18(34)26-23(7-13)41-10-15(29(26)39)12-3-14(28(38)21(37)5-12)25-19(35)9-24-27(30(25)40)20(36)8-22(42-24)11-1-2-16(32)17(33)4-11/h1-10,31-35,37-38,40H
InChI Key UNDBAQGFCYEYLG-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H18O12
Molecular Weight 570.50 g/mol
Exact Mass 570.07982601 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 3

Synonyms

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111200-22-7
6-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-3-yl)-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one

2D Structure

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2D Structure of 6-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-3-yl)-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8150 81.50%
Caco-2 - 0.8684 86.84%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6193 61.93%
OATP2B1 inhibitior + 0.5826 58.26%
OATP1B1 inhibitior + 0.9088 90.88%
OATP1B3 inhibitior + 0.9836 98.36%
MATE1 inhibitior + 0.6600 66.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6739 67.39%
P-glycoprotein inhibitior - 0.4323 43.23%
P-glycoprotein substrate - 0.6591 65.91%
CYP3A4 substrate + 0.6464 64.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8553 85.53%
CYP3A4 inhibition + 0.5291 52.91%
CYP2C9 inhibition + 0.5136 51.36%
CYP2C19 inhibition - 0.8558 85.58%
CYP2D6 inhibition - 0.9431 94.31%
CYP1A2 inhibition + 0.7008 70.08%
CYP2C8 inhibition + 0.9278 92.78%
CYP inhibitory promiscuity - 0.7149 71.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7279 72.79%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.7263 72.63%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6591 65.91%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8223 82.23%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5980 59.80%
Acute Oral Toxicity (c) II 0.6981 69.81%
Estrogen receptor binding + 0.7963 79.63%
Androgen receptor binding + 0.9278 92.78%
Thyroid receptor binding + 0.5247 52.47%
Glucocorticoid receptor binding + 0.7714 77.14%
Aromatase binding + 0.5549 55.49%
PPAR gamma + 0.7958 79.58%
Honey bee toxicity - 0.6849 68.49%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9201 92.01%

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 99.74% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.42% 89.00%
CHEMBL3194 P02766 Transthyretin 97.13% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.86% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.57% 99.15%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL242 Q92731 Estrogen receptor beta 92.09% 98.35%
CHEMBL1929 P47989 Xanthine dehydrogenase 91.20% 96.12%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.03% 94.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.50% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.44% 95.56%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 88.23% 98.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.79% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.70% 96.21%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.09% 91.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.86% 90.71%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 85.08% 95.20%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.05% 93.65%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.02% 99.23%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.76% 95.78%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.40% 94.42%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.44% 97.28%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.41% 85.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.71% 94.45%
CHEMBL4208 P20618 Proteasome component C5 81.56% 90.00%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 81.36% 85.00%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 80.68% 98.21%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.27% 80.78%

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.
Rosulabryum capillare

Cross-Links

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PubChem 13889710
LOTUS LTS0191654
wikiData Q105275922