7-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxychromen-4-one

Details

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Internal ID 33f27cd8-6945-4dc1-8955-9233c8ecb955
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones
IUPAC Name 7-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxychromen-4-one
SMILES (Canonical) C1C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)(CO)O
SMILES (Isomeric) C1C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)(CO)O
InChI InChI=1S/C20H18O11/c21-6-20(28)7-29-19(18(20)27)31-14-5-13-15(17(26)16(14)25)11(24)4-12(30-13)8-1-2-9(22)10(23)3-8/h1-5,18-19,21-23,25-28H,6-7H2
InChI Key QWGPBCPIKAIUCO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H18O11
Molecular Weight 434.30 g/mol
Exact Mass 434.08491139 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.10
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxychromen-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 + 0.6445 64.45%
Caco-2 - 0.8932 89.32%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6268 62.68%
OATP2B1 inhibitior + 0.5892 58.92%
OATP1B1 inhibitior + 0.9345 93.45%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7656 76.56%
P-glycoprotein inhibitior - 0.5842 58.42%
P-glycoprotein substrate - 0.6160 61.60%
CYP3A4 substrate + 0.6368 63.68%
CYP2C9 substrate - 0.8263 82.63%
CYP2D6 substrate - 0.8608 86.08%
CYP3A4 inhibition - 0.8434 84.34%
CYP2C9 inhibition - 0.9185 91.85%
CYP2C19 inhibition - 0.8482 84.82%
CYP2D6 inhibition - 0.8986 89.86%
CYP1A2 inhibition - 0.9073 90.73%
CYP2C8 inhibition + 0.7718 77.18%
CYP inhibitory promiscuity - 0.8029 80.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5523 55.23%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.7304 73.04%
Skin irritation - 0.8084 80.84%
Skin corrosion - 0.9520 95.20%
Ames mutagenesis + 0.6036 60.36%
Human Ether-a-go-go-Related Gene inhibition - 0.4535 45.35%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8757 87.57%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8625 86.25%
Acute Oral Toxicity (c) III 0.5556 55.56%
Estrogen receptor binding + 0.8433 84.33%
Androgen receptor binding + 0.8274 82.74%
Thyroid receptor binding + 0.6492 64.92%
Glucocorticoid receptor binding + 0.7648 76.48%
Aromatase binding + 0.7083 70.83%
PPAR gamma + 0.8427 84.27%
Honey bee toxicity - 0.6385 63.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.7847 78.47%

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 99.77% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.22% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.10% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.40% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.57% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.08% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.89% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 90.47% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.43% 86.92%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.04% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.98% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.74% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.52% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.82% 97.28%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.46% 92.94%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.35% 95.83%

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.
Lepidagathis cristata

Cross-Links

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PubChem 69724542
LOTUS LTS0172013
wikiData Q105229164