Human Metabolome Database: Showing metabocard for Isopentyl acetate (HMDB0031528)

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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

4.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:43:52 UTC

Update Date

2018-05-20 18:54:36 UTC

HMDB ID

HMDB0031528

Secondary Accession Numbers

HMDB31528

Metabolite Identification

Common Name

Isopentyl acetate

Description

Isopentyl acetate is found in apple. Isopentyl acetate is present in many fruit aromas, especially banana. Isopentyl acetate is used in banana flavouring. Isoamyl acetate has a strong odor (similar to Juicy Fruit or a pear drop) which is also described as similar to both banana and pear. Banana oil is a term that is applied either to pure isoamyl acetate or to flavorings that are mixtures of isoamyl acetate, amyl acetate, nitrocellulose and other flavors. Pear oil commonly refers to a solution of isoamyl acetate in ethanol that is used as an artificial flavor. Isoamyl acetate, also known as isopentyl acetate, is an organic compound that is the ester formed from isoamyl alcohol and acetic acid. It is a clear colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
3-Methyl-1-butanol acetate	ChEBI
3-Methyl-1-butyl acetate	ChEBI
3-Methyl-but-1-yl acetate	ChEBI
3-Methylbutyl ethanoate	ChEBI
Acetate d'isoamyle	ChEBI
Acetate d'isopentyle	ChEBI
Acetate de 3-methylbutyle	ChEBI
Acetic acid, 3-methylbutyl ester	ChEBI
Acetic acid, isopentyl ester	ChEBI
Amylacetic ester	ChEBI
beta-Methyl butyl acetate	ChEBI
CH3C(O)O(CH2)2ch(CH3)2	ChEBI
I-amyl acetate	ChEBI
Isoamyl ethanoate	ChEBI
Isoamylacetat	ChEBI
Isoamylazetat	ChEBI
Isopentyl ethanoate	ChEBI
3-Methyl-1-butanol acetic acid	Generator
Isopentyl acetic acid	Generator
3-Methyl-1-butyl acetic acid	Generator
3-Methyl-but-1-yl acetic acid	Generator
3-Methylbutyl ethanoic acid	Generator
Acetic acid d'isoamyle	Generator
Acetic acid d'isopentyle	Generator
Acetic acid de 3-methylbutyle	Generator
Acetate, 3-methylbutyl ester	Generator
Acetate, isopentyl ester	Generator
b-Methyl butyl acetate	Generator
b-Methyl butyl acetic acid	Generator
beta-Methyl butyl acetic acid	Generator
β-methyl butyl acetate	Generator
β-methyl butyl acetic acid	Generator
I-amyl acetic acid	Generator
Isoamyl ethanoic acid	Generator
Isopentyl ethanoic acid	Generator
1-Butanol, 3-methyl-, 1-acetate	HMDB
1-Butanol, 3-methyl-, acetate	HMDB
3-Methyl butyl ester acetic acid	HMDB
3-Methyl-1-butanol, acetate	HMDB
3-Methyl-1-butanyl acetate	HMDB
3-Methylbutyl acetate	HMDB
FEMA 2055	HMDB
Isoamyl acetate	HMDB

Chemical Formula

C₇H₁₄O₂

Average Molecular Weight

130.1849

Monoisotopic Molecular Weight

130.099379692

IUPAC Name

3-methylbutyl acetate

Traditional Name

banana oil

CAS Registry Number

123-92-2

SMILES

CC(C)CCOC(C)=O

InChI Identifier

InChI=1S/C7H14O2/c1-6(2)4-5-9-7(3)8/h6H,4-5H2,1-3H3

InChI Key

MLFHJEHSLIIPHL-UHFFFAOYSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid ester
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetate ester (CHEBI:31725 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Environmental:

Tobacco smoke

Biological:

Plant

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Air pollutant

Industrial application:

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-78.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2 mg/mL at 25 °C	Not Available
LogP	2.25	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.06 g/L	ALOGPS
logP	2.36	ALOGPS
logP	1.53	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	35.84 m³·mol⁻¹	ChemAxon
Polarizability	15.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00kf-9000000000-b39e66ca9f24f516c159	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004i-9000000000-25e59405f21ad74bf82d	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-712ec54497a1b720e6f4	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006x-9000000000-8c50c23b8716d739a931	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9000000000-6eb9d62df8623ee92ac6	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-001i-0900000000-21654613d581d7671bbc	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-fe72c0ec89d09374d63a	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00kf-9000000000-b39e66ca9f24f516c159	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-004i-9000000000-25e59405f21ad74bf82d	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-712ec54497a1b720e6f4	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-006x-9000000000-8c50c23b8716d739a931	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9000000000-6eb9d62df8623ee92ac6	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-001i-0900000000-21654613d581d7671bbc	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-fe72c0ec89d09374d63a	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-5cec3842741b72d2888b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-5900000000-38618594a20a626349f2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9100000000-ed5c80c34661648c5359	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0abc-9000000000-8371bc765eaa9253dd3e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-7900000000-d2baceb7d855f1c63083	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9200000000-a0d1c48d52d2bcc8e9e7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-cfa80356b0c95bba654b	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-07a7afc7d858b6cfbcbd	View in MoNA
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified		Adult (>18 years old)	Both	Normal	23454028	details
Feces	Detected but not Quantified		Adult (>18 years old)	Both	Normal	26806034	details

Abnormal Concentrations

Biospecimen	Status	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Adult (>18 years old)	Both	Nonalcoholic fatty liver disease (NAFLD)	23454028	details
Feces	Detected but not Quantified	Adult (>18 years old)	Both	Crohns disease	26806034	details
Feces	Detected but not Quantified	Adult (>18 years old)	Both	Ulcerative colitis	26806034	details

Associated Disorders and Diseases

Disease References

Crohn's disease
Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Ulcerative colitis
Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Nonalcoholic fatty liver disease
Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]