5,7,8,3',4'-Pentahydroxy-6-methoxyflavone

Details

• Internal ID: d5097797-661d-45da-9cb0-f2c0592a7ad9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7,8-trihydroxy-6-methoxychromen-4-one
• InChI: InChI=1S/C16H12O8/c1-23-16-12(20)11-9(19)5-10(24-15(11)13(21)14(16)22)6-2-3-7(17)8(18)4-6/h2-5,17-18,20-22H,1H3
• InChI Key: BCQKWILTFJFWRE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₈
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.05321734 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• CHEBI:196351
• LMPK12111469
• 2-(3,4-dihydroxyphenyl)-5,7,8-trihydroxy-6-methoxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.5832	58.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	-	0.5411	54.11%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9904	99.04%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7551	75.51%
P-glycoprotein inhibitior	-	0.7141	71.41%
P-glycoprotein substrate	-	0.9047	90.47%
CYP3A4 substrate	+	0.5056	50.56%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	+	0.6330	63.30%
CYP2C9 inhibition	-	0.7982	79.82%
CYP2C19 inhibition	-	0.6361	63.61%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	+	0.9091	90.91%
CYP2C8 inhibition	+	0.6684	66.84%
CYP inhibitory promiscuity	+	0.7089	70.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.7587	75.87%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8015	80.15%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8582	85.82%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.8431	84.31%
Androgen receptor binding	+	0.8325	83.25%
Thyroid receptor binding	+	0.5363	53.63%
Glucocorticoid receptor binding	+	0.8121	81.21%
Aromatase binding	+	0.6003	60.03%
PPAR gamma	+	0.8112	81.12%
Honey bee toxicity	-	0.8356	83.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8562	85.62%

Targets

Proven Targets:

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	99.47%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.61%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.44%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.57%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.86%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.84%	94.45%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.73%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	87.34%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.06%	85.14%
CHEMBL3194	P02766	Transthyretin	85.63%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.54%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.33%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.70%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.20%	99.23%

Plants that contains it

• Deinandra fasciculata

Cross-Links

• PubChem: 44258650
• LOTUS: LTS0165624
• wikiData: Q104923578