7-Isopentyloxycoumarin

Details

• Internal ID: 5b4f6908-e224-4229-9679-8b39cc20407e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-(3-methylbutoxy)chromen-2-one
• SMILES (Canonical): CC(C)CCOC1=CC2=C(C=C1)C=CC(=O)O2
• SMILES (Isomeric): CC(C)CCOC1=CC2=C(C=C1)C=CC(=O)O2
• InChI: InChI=1S/C14H16O3/c1-10(2)7-8-16-12-5-3-11-4-6-14(15)17-13(11)9-12/h3-6,9-10H,7-8H2,1-2H3
• InChI Key: MIERKMYAZQXRBE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL4211130
• SCHEMBL14329520

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.9233	92.33%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7325	73.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6555	65.55%
P-glycoprotein inhibitior	-	0.8850	88.50%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	-	0.5524	55.24%
CYP2C9 substrate	-	0.6408	64.08%
CYP2D6 substrate	-	0.7987	79.87%
CYP3A4 inhibition	-	0.8975	89.75%
CYP2C9 inhibition	+	0.5833	58.33%
CYP2C19 inhibition	+	0.7203	72.03%
CYP2D6 inhibition	-	0.7970	79.70%
CYP1A2 inhibition	+	0.9064	90.64%
CYP2C8 inhibition	-	0.9079	90.79%
CYP inhibitory promiscuity	-	0.6154	61.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5589	55.89%
Eye corrosion	-	0.9402	94.02%
Eye irritation	+	0.5776	57.76%
Skin irritation	-	0.8114	81.14%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7111	71.11%
Micronuclear	-	0.7926	79.26%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8182	81.82%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6370	63.70%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	+	0.6574	65.74%
Androgen receptor binding	+	0.8705	87.05%
Thyroid receptor binding	-	0.6406	64.06%
Glucocorticoid receptor binding	-	0.6597	65.97%
Aromatase binding	+	0.7702	77.02%
PPAR gamma	+	0.5374	53.74%
Honey bee toxicity	-	0.9238	92.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9562	95.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.09%	94.00%
CHEMBL2039	P27338	Monoamine oxidase B	93.75%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	92.78%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	91.04%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.88%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.71%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.54%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.84%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.97%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.48%	94.45%

Plants that contains it

• Heracleum dissectum

Cross-Links

• PubChem: 13889368
• LOTUS: LTS0119173
• wikiData: Q105164599