3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-methylchromen-4-one

Details

• Internal ID: fa14466c-bab3-4c02-9837-746966b2db19
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-methylchromen-4-one
• SMILES (Canonical): CC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC=C(C=C3)O)O)OC
• SMILES (Isomeric): CC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC=C(C=C3)O)O)OC
• InChI: InChI=1S/C17H14O6/c1-8-11(22-2)7-12-13(14(8)19)15(20)16(21)17(23-12)9-3-5-10(18)6-4-9/h3-7,18-19,21H,1-2H3
• InChI Key: JQBKXMWRQXJFAU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.6332	63.32%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.5487	54.87%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5145	51.45%
P-glycoprotein inhibitior	-	0.4505	45.05%
P-glycoprotein substrate	-	0.6143	61.43%
CYP3A4 substrate	+	0.5625	56.25%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.9218	92.18%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.6845	68.45%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7759	77.59%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8804	88.04%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.8513	85.13%
Androgen receptor binding	+	0.8430	84.30%
Thyroid receptor binding	+	0.6642	66.42%
Glucocorticoid receptor binding	+	0.8977	89.77%
Aromatase binding	+	0.7476	74.76%
PPAR gamma	+	0.8807	88.07%
Honey bee toxicity	-	0.8512	85.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8898	88.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.20%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.64%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.43%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.53%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.17%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.03%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.20%	94.45%
CHEMBL3194	P02766	Transthyretin	84.03%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.58%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.97%	99.23%

Plants that contains it

• Picea neoveitchii

Cross-Links

• PubChem: 52937484
• LOTUS: LTS0143984
• wikiData: Q105133424