5,6-Dimethoxy-7,3',4'-trihydroxyflavone

Details

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Internal ID a20dbbd8-12d9-4a22-ab3e-b6c198d9f67a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
IUPAC Name 2-(3,4-dihydroxyphenyl)-7-hydroxy-5,6-dimethoxychromen-4-one
SMILES (Canonical) COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC(=C(C=C3)O)O)OC
SMILES (Isomeric) COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC(=C(C=C3)O)O)OC
InChI InChI=1S/C17H14O7/c1-22-16-12(21)7-14-15(17(16)23-2)11(20)6-13(24-14)8-3-4-9(18)10(19)5-8/h3-7,18-19,21H,1-2H3
InChI Key YSPUEGILIMCUPB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H14O7
Molecular Weight 330.29 g/mol
Exact Mass 330.07395278 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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5,6-Dimethoxy-7,3',4'-trihydroxyflavone
SCHEMBL8064387
YSPUEGILIMCUPB-UHFFFAOYSA-N
LMPK12111234
2-(3,4-Dihydroxyphenyl)-7-hydroxy-5,6-dimethoxy-4H-chromen-4-one #

2D Structure

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2D Structure of 5,6-Dimethoxy-7,3',4'-trihydroxyflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9497 94.97%
Caco-2 + 0.6502 65.02%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7985 79.85%
OATP2B1 inhibitior - 0.5692 56.92%
OATP1B1 inhibitior + 0.9604 96.04%
OATP1B3 inhibitior + 0.9910 99.10%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.7815 78.15%
P-glycoprotein inhibitior - 0.5596 55.96%
P-glycoprotein substrate - 0.8851 88.51%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 0.8397 83.97%
CYP2D6 substrate - 0.7876 78.76%
CYP3A4 inhibition - 0.6426 64.26%
CYP2C9 inhibition - 0.6061 60.61%
CYP2C19 inhibition + 0.6079 60.79%
CYP2D6 inhibition - 0.8565 85.65%
CYP1A2 inhibition + 0.8621 86.21%
CYP2C8 inhibition + 0.6555 65.55%
CYP inhibitory promiscuity + 0.5928 59.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6148 61.48%
Eye corrosion - 0.9795 97.95%
Eye irritation + 0.7356 73.56%
Skin irritation - 0.6593 65.93%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7064 70.64%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.9292 92.92%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8302 83.02%
Acute Oral Toxicity (c) III 0.5027 50.27%
Estrogen receptor binding + 0.8788 87.88%
Androgen receptor binding + 0.8470 84.70%
Thyroid receptor binding + 0.6942 69.42%
Glucocorticoid receptor binding + 0.8537 85.37%
Aromatase binding + 0.6301 63.01%
PPAR gamma + 0.8106 81.06%
Honey bee toxicity - 0.8338 83.38%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9062 90.62%

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 99.04% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.62% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.13% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.37% 99.15%
CHEMBL2581 P07339 Cathepsin D 93.09% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.16% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.18% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.84% 94.45%
CHEMBL3194 P02766 Transthyretin 85.33% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.11% 95.56%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.29% 80.78%
CHEMBL1951 P21397 Monoamine oxidase A 82.63% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.04% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 80.80% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.34% 99.23%

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.
Anisomeles indica

Cross-Links

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PubChem 5379095
LOTUS LTS0185790
wikiData Q105360526