10-Ethenyl-8-hydroxy-7-methylbenzo[f]chromen-3-one

Details

• Internal ID: c48ca983-a9b2-4a9d-a7ed-a0c26a37a7fb
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 10-ethenyl-8-hydroxy-7-methylbenzo[f]chromen-3-one
• SMILES (Canonical): CC1=C(C=C(C2=C1C=CC3=C2C=CC(=O)O3)C=C)O
• SMILES (Isomeric): CC1=C(C=C(C2=C1C=CC3=C2C=CC(=O)O3)C=C)O
• InChI: InChI=1S/C16H12O3/c1-3-10-8-13(17)9(2)11-4-6-14-12(16(10)11)5-7-15(18)19-14/h3-8,17H,1H2,2H3
• InChI Key: FRAVQEWNAHYTGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₃
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.60
• 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	+	0.9959	99.59%
Caco-2	+	0.7930	79.30%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6932	69.32%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8403	84.03%
OATP1B3 inhibitior	+	0.9832	98.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6705	67.05%
P-glycoprotein inhibitior	-	0.8495	84.95%
P-glycoprotein substrate	-	0.9268	92.68%
CYP3A4 substrate	-	0.5554	55.54%
CYP2C9 substrate	-	0.6330	63.30%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.6569	65.69%
CYP2C9 inhibition	+	0.5358	53.58%
CYP2C19 inhibition	-	0.6808	68.08%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	+	0.5441	54.41%
CYP2C8 inhibition	-	0.6940	69.40%
CYP inhibitory promiscuity	-	0.7035	70.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5239	52.39%
Eye corrosion	-	0.9744	97.44%
Eye irritation	+	0.5304	53.04%
Skin irritation	+	0.6283	62.83%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5318	53.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5950	59.50%
Micronuclear	+	0.8018	80.18%
Hepatotoxicity	+	0.5723	57.23%
skin sensitisation	-	0.6592	65.92%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8331	83.31%
Acute Oral Toxicity (c)	III	0.4744	47.44%
Estrogen receptor binding	+	0.8031	80.31%
Androgen receptor binding	+	0.7941	79.41%
Thyroid receptor binding	+	0.5570	55.70%
Glucocorticoid receptor binding	+	0.8195	81.95%
Aromatase binding	+	0.7814	78.14%
PPAR gamma	+	0.8601	86.01%
Honey bee toxicity	-	0.8942	89.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	98.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.93%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.28%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.89%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.18%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	92.31%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.83%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.12%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	88.76%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.31%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.09%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.82%	90.71%
CHEMBL3194	P02766	Transthyretin	80.10%	90.71%

Plants that contains it

• Juncus acutus

Cross-Links

• PubChem: 11128774
• LOTUS: LTS0037748
• wikiData: Q105000065