5,7-Dimethoxy-3-hydroxyflavone

Details

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Internal ID f1987d41-8dea-4b51-89f9-a0ede9387f77
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
IUPAC Name 3-hydroxy-5,7-dimethoxy-2-phenylchromen-4-one
SMILES (Canonical) COC1=CC2=C(C(=C1)OC)C(=O)C(=C(O2)C3=CC=CC=C3)O
SMILES (Isomeric) COC1=CC2=C(C(=C1)OC)C(=O)C(=C(O2)C3=CC=CC=C3)O
InChI InChI=1S/C17H14O5/c1-20-11-8-12(21-2)14-13(9-11)22-17(16(19)15(14)18)10-6-4-3-5-7-10/h3-9,19H,1-2H3
InChI Key CPYJUQBXJXCLAY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H14O5
Molecular Weight 298.29 g/mol
Exact Mass 298.08412354 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.18
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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Galangin 5,7-dimethyl ether
Galangin-5,7-dimethyl ether
CPYJUQBXJXCLAY-UHFFFAOYSA-N
LMPK12111658
NSC792751
NSC-792751
5,7-dimethoxy-3-hydroxyflavone, AldrichCPR
2-Phenyl-3-hydroxy-5,7-dimethoxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 3-hydroxy-5,7-dimethoxy-2-phenyl-

2D Structure

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2D Structure of 5,7-Dimethoxy-3-hydroxyflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9840 98.40%
Caco-2 + 0.6471 64.71%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.7878 78.78%
OATP2B1 inhibitior - 0.7199 71.99%
OATP1B1 inhibitior + 0.9394 93.94%
OATP1B3 inhibitior + 0.9891 98.91%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5425 54.25%
P-glycoprotein inhibitior + 0.9100 91.00%
P-glycoprotein substrate - 0.8701 87.01%
CYP3A4 substrate + 0.5085 50.85%
CYP2C9 substrate - 0.8382 83.82%
CYP2D6 substrate - 0.7720 77.20%
CYP3A4 inhibition + 0.6118 61.18%
CYP2C9 inhibition + 0.5166 51.66%
CYP2C19 inhibition + 0.8658 86.58%
CYP2D6 inhibition - 0.8590 85.90%
CYP1A2 inhibition + 0.8456 84.56%
CYP2C8 inhibition + 0.7785 77.85%
CYP inhibitory promiscuity + 0.6777 67.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5969 59.69%
Eye corrosion - 0.9735 97.35%
Eye irritation + 0.7975 79.75%
Skin irritation - 0.6296 62.96%
Skin corrosion - 0.9794 97.94%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6100 61.00%
Micronuclear + 0.8959 89.59%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9380 93.80%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7505 75.05%
Acute Oral Toxicity (c) III 0.5284 52.84%
Estrogen receptor binding + 0.9138 91.38%
Androgen receptor binding + 0.8424 84.24%
Thyroid receptor binding + 0.7188 71.88%
Glucocorticoid receptor binding + 0.8126 81.26%
Aromatase binding + 0.8204 82.04%
PPAR gamma + 0.8829 88.29%
Honey bee toxicity - 0.9001 90.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5751 57.51%
Fish aquatic toxicity + 0.8830 88.30%

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 98.99% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.66% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.14% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.08% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.97% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.86% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.54% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.65% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.48% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.72% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.45% 93.99%
CHEMBL3401 O75469 Pregnane X receptor 81.38% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.63% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.23% 96.00%

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.
Carthamus arborescens
Cephalotaxus fortunei

Cross-Links

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PubChem 14606540
NPASS NPC232451