Phenethyl isovalerate

Details

• Internal ID: 5ecae3ec-f46a-44b0-a2f2-257c33928d25
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: 2-phenylethyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCCC1=CC=CC=C1
• SMILES (Isomeric): CC(C)CC(=O)OCCC1=CC=CC=C1
• InChI: InChI=1S/C13H18O2/c1-11(2)10-13(14)15-9-8-12-6-4-3-5-7-12/h3-7,11H,8-10H2,1-2H3
• InChI Key: JIMGVOCOYZFDKB-UHFFFAOYSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.28 g/mol
• Exact Mass: 206.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• Phenethyl isovalerate
• Phenylethyl isovalerate
• 2-Phenylethyl 3-methylbutanoate
• 2-Phenylethyl isovalerate
• Butanoic acid, 3-methyl-, 2-phenylethyl ester
• ISOVALERIC ACID, PHENETHYL ESTER
• phenethyl 3-methylbutanoate
• Phenylethyl 3-methylbutyrate
• Phenethyl isovalerianate
• 2-Phenylethyl 3-methylbutirate
• Benzylcarbinyl isovalerate
• Phenethyl 3-methylbutyrate
• Benzylcarbinyl isopentanoate
• FEMA No. 2871
• Benzylcarbinyl 3-methylbutanoate
• .beta.-Phenylethyl isovalerate
• Phenethyl isovalerate (natural)
• Isovaleric Acid Phenethyl Ester
• EINECS 205-406-3
• NSC 21899
• 2-phenylethyl isopentanoate
• BRN 2504902
• UNII-K86JE60K0L
• Benzyl carbinyl isovalerianate
• AI3-30606
• K86JE60K0L
• Phenyl ethyl 3-methyl-butanoate
• NSC-21899
• 4-06-00-03074 (Beilstein Handbook Reference)
• beta-Phenylethyl isovalerate
• Phenethyl isopentanoate
• Phenylethyl iso-valerate
• benzyl carbinyl isopentanoate
• beta -phenylethyl isovalerate
• SCHEMBL114173
• DTXSID2059693
• FEMA 2871
• JIMGVOCOYZFDKB-UHFFFAOYSA-N
• PHENETHYL ISOVALERATE [FCC]
• NSC21899
• Isovaleric Acid 2-Phenylethyl Ester
• PHENETHYL ISOVALERATE [FHFI]
• MFCD00044322
• AKOS015960577
• 3-methylbutanoic acid phenylethyl ester
• LS-3031
• bis[(1-oxo-2-propenyl)amino]-aceticaci
• 3-methylbutanoic acid 2-phenylethyl ester
• AS-66810
• Phenethyl isovalerate, >=98%, FCC, FG
• Butanoic acid,3-methyl-,2-phenylethyl ester
• CS-0154251
• FT-0613272
• P2009
• E75829
• A807636
• Q11066026

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9583	95.83%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7200	72.00%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7124	71.24%
P-glycoprotein inhibitior	-	0.9397	93.97%
P-glycoprotein substrate	-	0.8969	89.69%
CYP3A4 substrate	-	0.6060	60.60%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.9639	96.39%
CYP2C9 inhibition	-	0.8712	87.12%
CYP2C19 inhibition	-	0.8537	85.37%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.5941	59.41%
CYP2C8 inhibition	-	0.8343	83.43%
CYP inhibitory promiscuity	-	0.7956	79.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	+	0.6601	66.01%
Eye irritation	+	0.8420	84.20%
Skin irritation	-	0.7538	75.38%
Skin corrosion	-	0.9954	99.54%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4738	47.38%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.7421	74.21%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.7772	77.72%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.7151	71.51%
Acute Oral Toxicity (c)	IV	0.6344	63.44%
Estrogen receptor binding	-	0.9416	94.16%
Androgen receptor binding	-	0.6533	65.33%
Thyroid receptor binding	-	0.8293	82.93%
Glucocorticoid receptor binding	-	0.7243	72.43%
Aromatase binding	-	0.6846	68.46%
PPAR gamma	-	0.9230	92.30%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.91%	94.62%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.01%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.83%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.51%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.78%	100.00%

Plants that contains it

• Ajuga reptans
• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Cupressus nootkatensis
• Girgensohnia diptera
• Heracleum dissectum
• Smallanthus glabratus

Cross-Links

• PubChem: 8792
• NPASS: NPC183574
• LOTUS: LTS0050040
• wikiData: Q11066026