5-Hydroxy-7-methyl-2-(4-methylphenyl)chromen-4-one

Details

• Internal ID: 19ec2e09-c4c9-4808-b515-8dcd93b36d4d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5-hydroxy-7-methyl-2-(4-methylphenyl)chromen-4-one
• InChI: InChI=1S/C17H14O3/c1-10-3-5-12(6-4-10)15-9-14(19)17-13(18)7-11(2)8-16(17)20-15/h3-9,18H,1-2H3
• InChI Key: SYHMEXAUFSWSMZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₃
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8982	89.82%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7446	74.46%
OATP2B1 inhibitior	-	0.7102	71.02%
OATP1B1 inhibitior	+	0.9619	96.19%
OATP1B3 inhibitior	+	0.9906	99.06%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6480	64.80%
P-glycoprotein inhibitior	-	0.4806	48.06%
P-glycoprotein substrate	-	0.9606	96.06%
CYP3A4 substrate	-	0.5382	53.82%
CYP2C9 substrate	-	0.6233	62.33%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	+	0.5930	59.30%
CYP2C9 inhibition	-	0.5338	53.38%
CYP2C19 inhibition	+	0.5389	53.89%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	+	0.9365	93.65%
CYP2C8 inhibition	-	0.6312	63.12%
CYP inhibitory promiscuity	-	0.5949	59.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5431	54.31%
Eye corrosion	-	0.9658	96.58%
Eye irritation	+	0.6544	65.44%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5280	52.80%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9170	91.70%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6909	69.09%
Acute Oral Toxicity (c)	III	0.8639	86.39%
Estrogen receptor binding	+	0.9503	95.03%
Androgen receptor binding	+	0.8990	89.90%
Thyroid receptor binding	+	0.5355	53.55%
Glucocorticoid receptor binding	+	0.8757	87.57%
Aromatase binding	+	0.9296	92.96%
PPAR gamma	+	0.8632	86.32%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8502	85.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.98%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.26%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.11%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.08%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.52%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.94%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.27%	93.65%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.92%	81.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.48%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.16%	99.15%
CHEMBL3194	P02766	Transthyretin	84.20%	90.71%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.62%	91.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.59%	86.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.26%	89.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%

Plants that contains it

• Arnica viscosa
• Solidago decurrens

Cross-Links

• PubChem: 58593360
• LOTUS: LTS0197314
• wikiData: Q105140607