4-Hydroxy-3-nonyl-2H-1-benzopyran-2-one

Details

• Internal ID: 058be0dc-122d-496b-a968-40d5bca04547
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 4-hydroxycoumarins
• IUPAC Name: 4-hydroxy-3-nonylchromen-2-one
• SMILES (Canonical): CCCCCCCCCC1=C(C2=CC=CC=C2OC1=O)O
• SMILES (Isomeric): CCCCCCCCCC1=C(C2=CC=CC=C2OC1=O)O
• InChI: InChI=1S/C18H24O3/c1-2-3-4-5-6-7-8-12-15-17(19)14-11-9-10-13-16(14)21-18(15)20/h9-11,13,19H,2-8,12H2,1H3
• InChI Key: GEKVOKHZPXKCGR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• 4-Hydroxy-3-nonyl-2H-1-benzopyran-2-one
• CHEMBL485991
• DTXSID80715887

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.6172	61.72%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.5218	52.18%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	-	0.4501	45.01%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5783	57.83%
P-glycoprotein inhibitior	-	0.7696	76.96%
P-glycoprotein substrate	-	0.7890	78.90%
CYP3A4 substrate	+	0.5545	55.45%
CYP2C9 substrate	+	0.7451	74.51%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.6366	63.66%
CYP2C19 inhibition	+	0.6914	69.14%
CYP2D6 inhibition	-	0.9200	92.00%
CYP1A2 inhibition	+	0.7193	71.93%
CYP2C8 inhibition	-	0.6474	64.74%
CYP inhibitory promiscuity	-	0.7457	74.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.7100	71.00%
Skin irritation	-	0.6271	62.71%
Skin corrosion	-	0.8671	86.71%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4300	43.00%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7041	70.41%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8008	80.08%
Acute Oral Toxicity (c)	III	0.3680	36.80%
Estrogen receptor binding	+	0.8715	87.15%
Androgen receptor binding	+	0.8013	80.13%
Thyroid receptor binding	+	0.7264	72.64%
Glucocorticoid receptor binding	+	0.6883	68.83%
Aromatase binding	+	0.5724	57.24%
PPAR gamma	+	0.9451	94.51%
Honey bee toxicity	-	0.9856	98.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7338	73.38%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL240	Q12809	HERG	96.63%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	96.63%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.55%	85.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.62%	92.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.23%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.42%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	90.19%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.72%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.53%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.65%	99.17%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.43%	96.25%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.17%	96.37%

Plants that contains it

• Ferula communis

Cross-Links

• PubChem: 54693224
• LOTUS: LTS0068043
• wikiData: Q82653214