Isoamyl butyrate

Details

• Internal ID: 8d0a42d1-e732-4229-bb83-e520c58203b5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: 3-methylbutyl butanoate
• SMILES (Canonical): CCCC(=O)OCCC(C)C
• SMILES (Isomeric): CCCC(=O)OCCC(C)C
• InChI: InChI=1S/C9H18O2/c1-4-5-9(10)11-7-6-8(2)3/h8H,4-7H2,1-3H3
• InChI Key: PQLMXFQTAMDXIZ-UHFFFAOYSA-N
• Popularity: 156 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₈O₂
• Molecular Weight: 158.24 g/mol
• Exact Mass: 158.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• Isopentyl butyrate
• 106-27-4
• 3-Methylbutyl butanoate
• Isoamyl butanoate
• ISOPENTYL BUTANOATE
• 3-Methylbutyl butyrate
• Butanoic acid, 3-methylbutyl ester
• Butyric acid, isopentyl ester
• Isoamyl-n-butyrate
• Isopentyl alcohol, butyrate
• Isoamyl butylate
• Isoamyl n-Butyrate
• isoamylbutyrate
• FEMA No. 2060
• Isoamyl butyrate (natural)
• 3-Methyl-1-butyl butanoate
• Isopentyl-n-butyrate
• CCRIS 6556
• butanoic acid 3-methylbutyl ester
• NSC 6548
• EINECS 203-380-8
• butyric acid isopentyl ester
• BRN 1702557
• UNII-505AFM77VU
• AI3-06126
• 505AFM77VU
• DTXSID3042059
• CHEBI:87422
• NSC-6548
• WE(4:0(3Me)/4:0)
• Butyric Acid Isoamyl Ester
• Butyric acid isoamylester
• Iso-amyl butyrate
• iso amyl butanoate
• Butyrate d'isoamyle
• Butyric acid isoamyl
• iso-Amyl n-butyrate
• Nat.isoamyl Butyrate
• 3-Methylbutyl n-butyrate
• 3 - methylbutyl butyrate
• Iso Amyl Butyrate Natural
• ISOAMYL BUTYRATE [MI]
• SCHEMBL112594
• ISOAMYL BUTYRATE [FCC]
• ISOAMYL BUTYRATE [FHFI]
• CHEMBL3187370
• DTXCID1022059
• NSC6548
• PQLMXFQTAMDXIZ-UHFFFAOYSA-N
• Tox21_300384
• Isoamyl butyrate, analytical standard
• LMFA07010574
• MFCD00044888
• AKOS015907968
• CS-W016198
• Isoamyl butyrate, >=98%, FCC, FG
• LS-2364
• NCGC00248015-01
• NCGC00254545-01
• CAS-106-27-4
• B0760
• FT-0627328
• E75851
• Isoamyl butyrate, natural, >=98%, FCC, FG
• A801410
• Q49081089
• InChI=1/C9H18O2/c1-4-5-9(10)11-7-6-8(2)3/h8H,4-7H2,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9061	90.61%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6284	62.84%
OATP2B1 inhibitior	-	0.8434	84.34%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9211	92.11%
P-glycoprotein inhibitior	-	0.9771	97.71%
P-glycoprotein substrate	-	0.9112	91.12%
CYP3A4 substrate	-	0.6005	60.05%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.9694	96.94%
CYP2C9 inhibition	-	0.8944	89.44%
CYP2C19 inhibition	-	0.9048	90.48%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.6428	64.28%
CYP2C8 inhibition	-	0.9735	97.35%
CYP inhibitory promiscuity	-	0.8709	87.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	+	0.9777	97.77%
Eye irritation	+	0.9906	99.06%
Skin irritation	-	0.7552	75.52%
Skin corrosion	-	0.9850	98.50%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6331	63.31%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.7163	71.63%
Respiratory toxicity	-	0.9667	96.67%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	-	0.6238	62.38%
Acute Oral Toxicity (c)	III	0.9215	92.15%
Estrogen receptor binding	-	0.9565	95.65%
Androgen receptor binding	-	0.9382	93.82%
Thyroid receptor binding	-	0.8489	84.89%
Glucocorticoid receptor binding	-	0.8851	88.51%
Aromatase binding	-	0.9404	94.04%
PPAR gamma	-	0.9471	94.71%
Honey bee toxicity	-	0.9574	95.74%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9517	95.17%

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	95.71%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.28%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.94%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.77%	99.17%
CHEMBL202	P00374	Dihydrofolate reductase	88.55%	89.92%
CHEMBL1907	P15144	Aminopeptidase N	88.17%	93.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.06%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.88%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.14%	97.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.46%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.21%	93.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.40%	82.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.45%	96.47%

Plants that contains it

• Capsicum annuum
• Heracleum dissectum
• Hippophae rhamnoides
• Vitis vinifera

Cross-Links

• PubChem: 7795
• NPASS: NPC178643
• LOTUS: LTS0112521
• wikiData: Q49081089