5,6,7,4'-Tetrahydroxy-3-methoxyflavone

Details

• Internal ID: 5e34a791-ae9a-4b8c-a6f3-eedbbf6b4b05
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-3-methoxychromen-4-one
• SMILES (Canonical): COC1=C(OC2=C(C1=O)C(=C(C(=C2)O)O)O)C3=CC=C(C=C3)O
• SMILES (Isomeric): COC1=C(OC2=C(C1=O)C(=C(C(=C2)O)O)O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C16H12O7/c1-22-16-14(21)11-10(6-9(18)12(19)13(11)20)23-15(16)7-2-4-8(17)5-3-7/h2-6,17-20H,1H3
• InChI Key: DAEBTLQZOWXOBW-UHFFFAOYSA-N
• Popularity: 0 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: 2.50
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• LMPK12112862

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.7607	76.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	+	0.5708	57.08%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9904	99.04%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6372	63.72%
P-glycoprotein inhibitior	-	0.6959	69.59%
P-glycoprotein substrate	-	0.8581	85.81%
CYP3A4 substrate	+	0.5298	52.98%
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	+	0.8964	89.64%
CYP inhibitory promiscuity	+	0.7089	70.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.6610	66.10%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7625	76.25%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8345	83.45%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.8793	87.93%
Androgen receptor binding	+	0.9008	90.08%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	+	0.9038	90.38%
Aromatase binding	+	0.7303	73.03%
PPAR gamma	+	0.8207	82.07%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
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	98.71%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.40%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.56%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.49%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.87%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.65%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.60%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.52%	94.73%
CHEMBL3194	P02766	Transthyretin	85.73%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.57%	95.50%

Plants that contains it

• Neurolaena oaxacana

Cross-Links

• PubChem: 11834044
• LOTUS: LTS0056505
• wikiData: Q104973418