Isopentyl benzoate

Details

• Internal ID: 85f4f00f-4884-4041-b826-7ce85b656fe0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: 3-methylbutyl benzoate
• SMILES (Canonical): CC(C)CCOC(=O)C1=CC=CC=C1
• SMILES (Isomeric): CC(C)CCOC(=O)C1=CC=CC=C1
• InChI: InChI=1S/C12H16O2/c1-10(2)8-9-14-12(13)11-6-4-3-5-7-11/h3-7,10H,8-9H2,1-2H3
• InChI Key: MLLAPOCBLWUFAP-UHFFFAOYSA-N
• Popularity: 42 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: 3.80
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Isopentyl benzoate
• 94-46-2
• 3-Methylbutyl benzoate
• Benzoic acid isoamyl ester
• Isopentyl alcohol, benzoate
• 1-Butanol, 3-methyl-, benzoate
• 1-(3-Methyl)butyl benzoate
• BENZOIC ACID, ISOPENTYL ESTER
• Isoamylbenzoate
• 3-Methyl-1-butyl benzoate
• Benzoic acid, 1-(3-methyl)butyl ester
• FEMA No. 2058
• Isoamyl-benzoate
• Benzoic acid, 3-methylbutyl ester
• Isoamyl benzoate (natural)
• NSC 9284
• benzoic acid 3-methylbutyl ester
• 1-Butanol, 3-methyl-, 1-benzoate
• EINECS 202-334-4
• BRN 1946447
• UNII-0AY72CK43K
• AI3-01966
• 0AY72CK43K
• DTXSID8047185
• NSC-9284
• Isopentyl alcohol, benzoate (6CI,8CI)
• Isoamyl=benzoate
• so-Amyl benzoate
• iso-amyl benzoate
• 2-Dimethylaminoethylbenzoate (DMB)
• 1-Butanol, benzoate
• ISOAMYL BENZOATE [MI]
• SCHEMBL132524
• WLN: 1Y1&2OVR
• ISOAMYL BENZOATE [FCC]
• ISOAMYL BENZOATE [FHFI]
• 3-Methyl-1-butanol 1-benzoate
• CHEMBL2260711
• DTXCID6027185
• FEMA 2058
• NSC9284
• CHEBI:179910
• MLLAPOCBLWUFAP-UHFFFAOYSA-N
• Benzoic acid-(3-methylbutyl) ester
• Tox21_302461
• BBL011533
• MFCD00026515
• STL146651
• AKOS005720808
• Isoamyl benzoate, >=98%, FCC, FG
• LS-2838
• CAS-94-46-2
• NCGC00256869-01
• AC-18094
• AS-57016
• B0071
• CS-0154227
• FT-0627319
• BENZOIC ACID 1-(3-METHYL)BUTYL ESTER
• E75850
• A844963
• Q27236554
• 54846-63-8
• InChI=1/C12H16O2/c1-10(2)8-9-14-12(13)11-6-4-3-5-7-11/h3-7,10H,8-9H2,1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9707	97.07%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7716	77.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9592	95.92%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9424	94.24%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.9437	94.37%
CYP3A4 substrate	-	0.6590	65.90%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8221	82.21%
CYP3A4 inhibition	-	0.9707	97.07%
CYP2C9 inhibition	-	0.9111	91.11%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	+	0.6306	63.06%
CYP2C8 inhibition	-	0.9304	93.04%
CYP inhibitory promiscuity	-	0.8725	87.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.5915	59.15%
Eye corrosion	+	0.6512	65.12%
Eye irritation	+	0.9876	98.76%
Skin irritation	+	0.7384	73.84%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6171	61.71%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.8465	84.65%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.6457	64.57%
Acute Oral Toxicity (c)	IV	0.5347	53.47%
Estrogen receptor binding	-	0.8682	86.82%
Androgen receptor binding	-	0.6465	64.65%
Thyroid receptor binding	-	0.8125	81.25%
Glucocorticoid receptor binding	-	0.9598	95.98%
Aromatase binding	-	0.8132	81.32%
PPAR gamma	-	0.8464	84.64%
Honey bee toxicity	-	0.9847	98.47%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9447	94.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.69%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.52%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.15%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.60%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.24%	94.62%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.92%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.39%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.70%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.21%	96.00%

Plants that contains it

• Hamamelis virginiana
• Hippophae rhamnoides
• Styrax benzoin
• Theobroma cacao
• Tordylium apulum

Cross-Links

• PubChem: 7193
• NPASS: NPC146351
• LOTUS: LTS0016386
• wikiData: Q27236554