Phenethyl isobutyrate

Details

• Internal ID: 1d9cecb0-792e-48e6-bd77-5ca8925f22e9
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 2-phenylethyl 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OCCC1=CC=CC=C1
• SMILES (Isomeric): CC(C)C(=O)OCCC1=CC=CC=C1
• InChI: InChI=1S/C12H16O2/c1-10(2)12(13)14-9-8-11-6-4-3-5-7-11/h3-7,10H,8-9H2,1-2H3
• InChI Key: JDQVBGQWADMTAM-UHFFFAOYSA-N
• Popularity: 29 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25 g/mol
• Exact Mass: 192.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 103-48-0
• 2-Phenylethyl isobutyrate
• 2-Phenylethyl 2-methylpropanoate
• Phenylethyl isobutyrate
• Benzylcarbinol isobutyrate
• Phenethyl 2-methylpropanoate
• Benzylcarbinyl isobutyrate
• ISOBUTYRIC ACID, PHENETHYL ESTER
• Phenethyl 2-methylpropionate
• 2-Phenylethyl 2-methylpropionate
• Propanoic acid, 2-methyl-, 2-phenylethyl ester
• FEMA No. 2862
• Isobutyric acid phenethyl ester
• Benzylcarbinyl 2-methylpropanoate
• beta-Phenylethyl isobutyrate
• Phenethyl isobutyrate (natural)
• QRZ4RE7DCL
• UNII-QRZ4RE7DCL
• EINECS 203-116-1
• 2-Phenylethyl isobutanoate
• BRN 2330243
• Phenylethyl 2-methylpropanoate
• AI3-18545
• DTXSID7044764
• CHEBI:87409
• Propanoic acid, methyl-, 2-phenylethyl ester
• Phenethylisobutyrate
• phenethylisobutyrat-
• phenylethyl iso-butyrate
• Phenethyl isobutyrate, 97%
• beta -phenylethyl isobutyrate
• Isobutyric acid 2-phenylethyl
• SCHEMBL114275
• .beta.-Phenylethyl isobutyrate
• CHEMBL3184929
• DTXCID5024764
• iso butyric acid phenethyl ester
• FEMA 2862
• JDQVBGQWADMTAM-UHFFFAOYSA-N
• PHENETHYL ISOBUTYRATE [FCC]
• 2-Phenylethyl 2-methylpropanoate #
• Isobutyric Acid 2-Phenylethyl Ester
• PHENETHYL ISOBUTYRATE [FHFI]
• Tox21_301122
• MFCD00026441
• AKOS015963999
• LS-3030
• 2-methyl-propionic acid phenethyl ester
• 2-methylpropanoic acid phenylethyl ester
• NCGC00248296-01
• NCGC00255021-01
• AC-18660
• BS-49701
• CAS-103-48-0
• Phenethyl isobutyrate, >=98%, FCC, FG
• .BETA.-PHENYLETHYL 2-METHYLPROPIONATE
• CS-0329816
• FT-0613271
• P2008
• F71184
• J-000984
• Q27159605

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.9621	96.21%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8197	81.97%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7917	79.17%
P-glycoprotein inhibitior	-	0.9712	97.12%
P-glycoprotein substrate	-	0.9408	94.08%
CYP3A4 substrate	-	0.6613	66.13%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.9715	97.15%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.9086	90.86%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.5628	56.28%
CYP2C8 inhibition	-	0.8940	89.40%
CYP inhibitory promiscuity	-	0.7751	77.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5791	57.91%
Eye corrosion	+	0.7211	72.11%
Eye irritation	+	0.8463	84.63%
Skin irritation	+	0.5594	55.94%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5837	58.37%
Micronuclear	-	0.9815	98.15%
Hepatotoxicity	+	0.5607	56.07%
skin sensitisation	+	0.6751	67.51%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.6981	69.81%
Acute Oral Toxicity (c)	IV	0.5461	54.61%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	+	0.6414	64.14%
Thyroid receptor binding	-	0.8478	84.78%
Glucocorticoid receptor binding	-	0.6330	63.30%
Aromatase binding	-	0.5619	56.19%
PPAR gamma	-	0.8572	85.72%
Honey bee toxicity	-	0.9332	93.32%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7964	79.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.56%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	91.57%	90.17%
CHEMBL2885	P07451	Carbonic anhydrase III	87.51%	87.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.84%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.77%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.33%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.58%	100.00%

Plants that contains it

• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Hypericum perforatum
• Pelargonium endlicherianum
• Vitis vinifera

Cross-Links

• PubChem: 7655
• NPASS: NPC103387
• LOTUS: LTS0139735
• wikiData: Q27159605