6,7,4'-Trihydroxyflavone

Details

• Internal ID: 674c975b-959f-458c-aef2-2d2f591360a0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 6,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=CC(=C(C=C3O2)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=CC(=C(C=C3O2)O)O)O
• InChI: InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)14-6-11(17)10-5-12(18)13(19)7-15(10)20-14/h1-7,16,18-19H
• InChI Key: XADJWCRESPGUTB-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEMBL475847
• SCHEMBL3515838

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9569	95.69%
Caco-2	-	0.7006	70.06%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7742	77.42%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.9516	95.16%
OATP1B3 inhibitior	+	0.9902	99.02%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7671	76.71%
P-glycoprotein inhibitior	-	0.9026	90.26%
P-glycoprotein substrate	-	0.9419	94.19%
CYP3A4 substrate	-	0.5638	56.38%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.7054	70.54%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	-	0.6965	69.65%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.9249	92.49%
CYP2C8 inhibition	+	0.6361	63.61%
CYP inhibitory promiscuity	-	0.5409	54.09%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.9233	92.33%
Skin irritation	+	0.6100	61.00%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8703	87.03%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.6050	60.50%
skin sensitisation	-	0.8006	80.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6965	69.65%
Acute Oral Toxicity (c)	II	0.7187	71.87%
Estrogen receptor binding	+	0.8545	85.45%
Androgen receptor binding	+	0.9251	92.51%
Thyroid receptor binding	+	0.6417	64.17%
Glucocorticoid receptor binding	+	0.9551	95.51%
Aromatase binding	+	0.9068	90.68%
PPAR gamma	+	0.8901	89.01%
Honey bee toxicity	-	0.8419	84.19%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9311	93.11%

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	98.60%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	94.34%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.18%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.81%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL3194	P02766	Transthyretin	87.46%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.05%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.19%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.51%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.29%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.46%	91.38%

Plants that contains it

• Cistanche deserticola
• Isodon oresbius

Cross-Links

• PubChem: 10355753
• NPASS: NPC12367
• LOTUS: LTS0184656
• wikiData: Q105323862