5-Hydroxy-7-methoxy-6-methylflavone

Details

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Internal ID 29c56763-ff98-4f6e-8811-d345b819b26c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name 5-hydroxy-7-methoxy-6-methyl-2-phenylchromen-4-one
SMILES (Canonical) CC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=CC=C3)OC
SMILES (Isomeric) CC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=CC=C3)OC
InChI InChI=1S/C17H14O4/c1-10-13(20-2)9-15-16(17(10)19)12(18)8-14(21-15)11-6-4-3-5-7-11/h3-9,19H,1-2H3
InChI Key QXJMWAGIFVRLTO-UHFFFAOYSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C17H14O4
Molecular Weight 282.29 g/mol
Exact Mass 282.08920892 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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5-Hydroxy-7-methoxy-6-methylflavon
6-Methyltectochrysin
55969-57-8
NSC641480
5-Hydroxy-7-methoxy-6-methyl-2-phenyl-4H-chromen-4-one
CHEMBL76553
5-Hydroxy-7-methoxy-6-methyl-2-phenyl-chromen-4-one
5-hydroxy-7-methoxy-6-methyl-2-phenylchromen-4-one
SCHEMBL22068804
DTXSID00327284
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 5-Hydroxy-7-methoxy-6-methylflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9895 98.95%
Caco-2 + 0.6785 67.85%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.8105 81.05%
OATP2B1 inhibitior - 0.7223 72.23%
OATP1B1 inhibitior + 0.8992 89.92%
OATP1B3 inhibitior + 0.9934 99.34%
MATE1 inhibitior - 0.6000 60.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5862 58.62%
P-glycoprotein inhibitior + 0.9119 91.19%
P-glycoprotein substrate - 0.8516 85.16%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 0.6360 63.60%
CYP2D6 substrate - 0.8410 84.10%
CYP3A4 inhibition + 0.5759 57.59%
CYP2C9 inhibition + 0.7301 73.01%
CYP2C19 inhibition + 0.9119 91.19%
CYP2D6 inhibition - 0.8489 84.89%
CYP1A2 inhibition + 0.9107 91.07%
CYP2C8 inhibition + 0.7066 70.66%
CYP inhibitory promiscuity + 0.7230 72.30%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9413 94.13%
Carcinogenicity (trinary) Non-required 0.6131 61.31%
Eye corrosion - 0.9773 97.73%
Eye irritation + 0.6343 63.43%
Skin irritation - 0.6644 66.44%
Skin corrosion - 0.9843 98.43%
Ames mutagenesis - 0.6764 67.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4874 48.74%
Micronuclear + 0.8959 89.59%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9635 96.35%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8882 88.82%
Acute Oral Toxicity (c) III 0.5335 53.35%
Estrogen receptor binding + 0.8953 89.53%
Androgen receptor binding + 0.8927 89.27%
Thyroid receptor binding + 0.6468 64.68%
Glucocorticoid receptor binding + 0.8165 81.65%
Aromatase binding + 0.8766 87.66%
PPAR gamma + 0.7538 75.38%
Honey bee toxicity - 0.8550 85.50%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9126 91.26%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL5393 Q9UNQ0 ATP-binding cassette sub-family G member 2 3000 nM
2800 nM
IC50
IC50
PMID: 21354800
PMID: 21354800

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.68% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.46% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.91% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.65% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.83% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.02% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.89% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.41% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.17% 99.15%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.81% 93.99%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 80.86% 98.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.04% 99.17%

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.
Hypericum ericoides
Leptospermum polygalifolium
Leptospermum recurvum
Leptospermum scoparium
Plumbago zeylanica
Xylopia columbiana

Cross-Links

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PubChem 369599
NPASS NPC18260
ChEMBL CHEMBL76553
LOTUS LTS0269632
wikiData Q82088907