Benzyl isovalerate

Details

• Internal ID: 93423027-fa59-4543-bf36-67c894e694e9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: benzyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC1=CC=CC=C1
• SMILES (Isomeric): CC(C)CC(=O)OCC1=CC=CC=C1
• InChI: InChI=1S/C12H16O2/c1-10(2)8-12(13)14-9-11-6-4-3-5-7-11/h3-7,10H,8-9H2,1-2H3
• InChI Key: HVJKZICIMIWFCP-UHFFFAOYSA-N
• Popularity: 30 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): 2.78
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Benzyl 3-methylbutanoate
• 103-38-8
• Butanoic acid, 3-methyl-, phenylmethyl ester
• Benzyl isopentanoate
• Benzyl 3-methylbutyrate
• ISOVALERIC ACID, BENZYL ESTER
• Benzyl 3-methyl butyrate
• Benzyl isovalerianate
• Phenylmethyl 3-methylbutanoate
• Isopropyl acetic acid, benzyl ester
• Isopentanoic acid, phenylmethyl ester
• FEMA No. 2152
• benzylisovalerate
• Butanoic acid, 3-methyl-, phenylethyl ester
• Benzyl isovalerate (natural)
• NSC 46124
• Phenylmethyl isovalerate
• EINECS 203-106-7
• UNII-87UKH01DMA
• BRN 2503435
• 87UKH01DMA
• AI3-02953
• DTXSID1047603
• NSC-46124
• Isovaleric acid-benzyl ester
• SCHEMBL111390
• WLN: 1Y1&1VO1R
• BENZYL ISOVALERATE [FCC]
• Butanoic acid, phenylethyl ester
• CHEMBL3184059
• DTXCID9027603
• FEMA 2152
• Phenyl methyl 3-methyl butanoate
• 3-methylbutyric acid benzyl ester
• BENZYL ISOVALERATE [FHFI]
• Phenylmethyl (benzyl) isovalerate
• CHEBI:179904
• NCI-C-54717
• NSC46124
• Tox21_302504
• MFCD00048348
• AKOS024437454
• LS-2579
• 3-methylbutanoic acid phenylmethyl ester
• Benzyl isovalerate, >=98%, FCC, FG
• NCGC00256892-01
• AS-58238
• CAS-103-38-8
• B6099
• CS-0273910
• FT-0622772
• D95343
• Q27269851
• Z18259706

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.9574	95.74%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8139	81.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8477	84.77%
P-glycoprotein inhibitior	-	0.9808	98.08%
P-glycoprotein substrate	-	0.9692	96.92%
CYP3A4 substrate	-	0.6508	65.08%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.9628	96.28%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.8919	89.19%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	+	0.5538	55.38%
CYP2C8 inhibition	-	0.9077	90.77%
CYP inhibitory promiscuity	-	0.7921	79.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5830	58.30%
Carcinogenicity (trinary)	Non-required	0.5252	52.52%
Eye corrosion	+	0.6912	69.12%
Eye irritation	+	0.9300	93.00%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3714	37.14%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5556	55.56%
skin sensitisation	+	0.8321	83.21%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.7275	72.75%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.6385	63.85%
Acute Oral Toxicity (c)	III	0.8227	82.27%
Estrogen receptor binding	-	0.9291	92.91%
Androgen receptor binding	-	0.7555	75.55%
Thyroid receptor binding	-	0.8825	88.25%
Glucocorticoid receptor binding	-	0.8509	85.09%
Aromatase binding	-	0.7899	78.99%
PPAR gamma	-	0.8825	88.25%
Honey bee toxicity	-	0.9534	95.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.77%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.54%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.98%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.80%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.18%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	83.41%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.18%	100.00%

Plants that contains it

• Achillea abrotanoides
• Artemisia annua
• Artemisia judaica
• Artemisia salsoloides
• Cupressus nootkatensis
• Elsholtzia fruticosa
• Kunzea salina
• Tanacetum parthenium

Cross-Links

• PubChem: 7651
• NPASS: NPC220893
• LOTUS: LTS0037904
• wikiData: Q27269851