3,7,3',4'-Tetrahydroxy-8-methoxyflavone

Details

• Internal ID: 83ade0d0-aa50-4c31-af0c-3e7beb2e97a8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-8-methoxychromen-4-one
• InChI: InChI=1S/C16H12O7/c1-22-16-10(18)5-3-8-12(20)13(21)14(23-15(8)16)7-2-4-9(17)11(19)6-7/h2-6,17-19,21H,1H3
• InChI Key: GHUPMTRNFXDXOB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• LMPK12111607
• 3,3',4',7-tetrahydroxy-8-methoxyflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	-	0.6148	61.48%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.5327	53.27%
OATP1B1 inhibitior	+	0.9664	96.64%
OATP1B3 inhibitior	+	0.9965	99.65%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6337	63.37%
P-glycoprotein inhibitior	-	0.7988	79.88%
P-glycoprotein substrate	-	0.8667	86.67%
CYP3A4 substrate	+	0.5183	51.83%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	+	0.5494	54.94%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.9263	92.63%
CYP2C8 inhibition	+	0.6989	69.89%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.8083	80.83%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6149	61.49%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9318	93.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8161	81.61%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.8412	84.12%
Androgen receptor binding	+	0.8197	81.97%
Thyroid receptor binding	+	0.5307	53.07%
Glucocorticoid receptor binding	+	0.8512	85.12%
Aromatase binding	+	0.7641	76.41%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.8782	87.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8838	88.38%

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	99.65%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.06%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.75%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.89%	91.49%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.51%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.97%	99.23%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.25%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	83.81%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.91%	99.17%

Plants that contains it

• Acacia kempeana

Cross-Links

• PubChem: 44258703
• LOTUS: LTS0199347
• wikiData: Q105008733