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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 01:45:30 UTC

Update Date

2023-02-21 17:27:57 UTC

HMDB ID

HMDB0040221

Secondary Accession Numbers

HMDB40221

Metabolite Identification

Common Name

Isoamyl butyrate

Description

Isoamyl butyrate, also known as isopentyl butanoate, is the butanoate ester of isoamylol. It derives from an isoamylol. Isoamyl butyrate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Isoamyl butyrate is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Isoamyl butyrate is a potentially toxic compound. It has a role as a metabolite.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0040221
     RDKit          3D
Isoamyl butyrate
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.0252    0.0623   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693   -1.1511   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -1.0795    0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0886    0.0734    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1370    1.0798    1.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104    0.0919   -0.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    1.1734   -1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498    1.4699    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    0.3898    0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -0.0345   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573   -0.8086    0.9630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.2044   -1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -0.0261    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    0.9532   -0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706   -2.0259    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -1.4350   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4030   -2.0499    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557   -1.0076    1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    2.1244   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    0.9828   -1.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451    2.3722   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408    1.7730    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3283    0.7899    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9057   -0.6491   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    0.8249   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2640   -0.6653   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3527   -1.4175    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -1.5027    1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -0.5127    1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END

HMDB0040221
     RDKit          3D
Isoamyl butyrate
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.0252    0.0623   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693   -1.1511   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -1.0795    0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0886    0.0734    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1370    1.0798    1.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104    0.0919   -0.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    1.1734   -1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498    1.4699    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    0.3898    0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -0.0345   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573   -0.8086    0.9630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.2044   -1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -0.0261    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    0.9532   -0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706   -2.0259    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -1.4350   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4030   -2.0499    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557   -1.0076    1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    2.1244   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    0.9828   -1.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451    2.3722   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408    1.7730    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3283    0.7899    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9057   -0.6491   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    0.8249   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2640   -0.6653   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3527   -1.4175    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -1.5027    1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -0.5127    1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END

COMPND    HMDB0040221
HETATM    1  C1  UNL     1       4.025   0.062  -0.171  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.169  -1.151  -0.287  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.959  -1.079   0.619  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.089   0.073   0.346  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.137   1.080   1.095  1.00  0.00           O  
HETATM    6  O2  UNL     1       0.210   0.092  -0.718  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.641   1.173  -1.015  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.650   1.470   0.059  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.601   0.390   0.365  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.450  -0.034  -0.815  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.957  -0.809   0.963  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.674   0.204  -1.067  1.00  0.00           H  
HETATM   13  H2  UNL     1       4.666  -0.026   0.718  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.367   0.953  -0.002  1.00  0.00           H  
HETATM   15  H4  UNL     1       3.771  -2.026   0.107  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.900  -1.435  -1.319  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.403  -2.050   0.555  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.356  -1.008   1.662  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.051   2.124  -1.178  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.172   0.983  -1.957  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.245   2.372  -0.255  1.00  0.00           H  
HETATM   22  H11 UNL     1      -1.141   1.773   0.992  1.00  0.00           H  
HETATM   23  H12 UNL     1      -3.328   0.790   1.120  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.906  -0.649  -1.549  1.00  0.00           H  
HETATM   25  H14 UNL     1      -3.909   0.825  -1.315  1.00  0.00           H  
HETATM   26  H15 UNL     1      -4.264  -0.665  -0.413  1.00  0.00           H  
HETATM   27  H16 UNL     1      -1.353  -1.417   0.268  1.00  0.00           H  
HETATM   28  H17 UNL     1      -2.726  -1.503   1.382  1.00  0.00           H  
HETATM   29  H18 UNL     1      -1.332  -0.513   1.825  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   19   20
CONECT    8    9   21   22
CONECT    9   10   11   23
CONECT   10   24   25   26
CONECT   11   27   28   29
END

HMDB0040221
     RDKit          3D
Isoamyl butyrate
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.0252    0.0623   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693   -1.1511   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9585   -1.0795    0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0886    0.0734    0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1370    1.0798    1.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104    0.0919   -0.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414    1.1734   -1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6498    1.4699    0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    0.3898    0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -0.0345   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573   -0.8086    0.9630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    0.2044   -1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662   -0.0261    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    0.9532   -0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706   -2.0259    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -1.4350   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4030   -2.0499    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557   -1.0076    1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0513    2.1244   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    0.9828   -1.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451    2.3722   -0.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408    1.7730    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3283    0.7899    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9057   -0.6491   -1.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    0.8249   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2640   -0.6653   -0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3527   -1.4175    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -1.5027    1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3315   -0.5127    1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Butyric acid isopentyl ester	ChEBI
Isoamyl butanoate	ChEBI
Isopentyl butanoate	ChEBI
Isopentyl butyrate	ChEBI
Butyrate isopentyl ester	Generator
Isoamyl butanoic acid	Generator
Isopentyl butanoic acid	Generator
Isopentyl butyric acid	Generator
Isoamyl butyric acid	Generator
3-Methyl-1-butyl butanoate	HMDB
3-Methylbutyl butanoate	HMDB
3-Methylbutyl butyrate	HMDB
Butanoic acid, 3-methylbutyl ester	HMDB
Butyric acid isoamylester	HMDB
Butyric acid, isopentyl ester	HMDB
Isoamyl butylate	HMDB
Isoamyl-N-butyrate	HMDB
Isopentyl alcohol, butyrate	HMDB
Isopentyl-N-butyrate	HMDB
3-Methylbutyl butyric acid	Generator

Chemical Formula

C₉H₁₈O₂

Average Molecular Weight

158.238

Monoisotopic Molecular Weight

158.13067982

IUPAC Name

3-methylbutyl butanoate

Traditional Name

isopentyl butanoate

CAS Registry Number

106-27-4

SMILES

CCCC(=O)OCCC(C)C

InChI Identifier

InChI=1S/C9H18O2/c1-4-5-9(10)11-7-6-8(2)3/h8H,4-7H2,1-3H3

InChI Key

PQLMXFQTAMDXIZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butyrate ester (CHEBI:87422 )
Wax monoesters (LMFA07010574 )

Ontology

Cellular substructure

Excreta

Biofluid or Excreta

Feces (PMID: 23454028)
Urine (HMDB: HMDB0040221)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040221)

Source

Endogenous

Endogenous (HMDB: HMDB0040221)

Plant

Plant (HMDB: HMDB0040221)

Animal

Animal (HMDB: HMDB0040221)

Exogenous

Food

Food (HMDB: HMDB0040221)

Fruit

Pome

Apple (FooDB: FOOD00105)

Berry

Blackcurrant (FooDB: FOOD00155)

Fruits (FooDB: FOOD00871)

Herb and spice

Herb

Roman camomile (FooDB: FOOD00046)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0040221)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040221)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040221)

Lipid metabolism pathway (HMDB: HMDB0040221)

Cellular process

Cell signaling (HMDB: HMDB0040221)

Biochemical process

Lipid transport (HMDB: HMDB0040221)

Role

Biological role

Energy source (HMDB: HMDB0040221)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040221)

Food and nutrition

Food and nutrition (HMDB: HMDB0040221)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-73.2 °C	Not Available
Boiling Point	179.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	118 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	3.250	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.58 g/L	ALOGPS
logP	3	ALOGPS
logP	2.68	ChemAxon
logS	-2.4	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	6	ChemAxon
Refractivity	45.06 m³·mol⁻¹	ChemAxon
Polarizability	19.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	135.345	31661259
DarkChem	[M-H]-	134.474	31661259
DeepCCS	[M+H]+	139.261	30932474
DeepCCS	[M-H]-	136.382	30932474
DeepCCS	[M-2H]-	172.974	30932474
DeepCCS	[M+Na]+	148.426	30932474
AllCCS	[M+H]+	139.8	32859911
AllCCS	[M+H-H2O]+	136.0	32859911
AllCCS	[M+NH4]+	143.3	32859911
AllCCS	[M+Na]+	144.4	32859911
AllCCS	[M-H]-	140.4	32859911
AllCCS	[M+Na-2H]-	142.6	32859911
AllCCS	[M+HCOO]-	145.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.15 minutes	32390414
Predicted by Siyang on May 30, 2022	16.5487 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2245.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	566.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	208.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	354.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	711.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	741.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1318.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	484.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1494.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	438.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	383.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	445.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	508.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	18.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoamyl butyrate	CCCC(=O)OCCC(C)C	1269.6	Standard polar	33892256
Isoamyl butyrate	CCCC(=O)OCCC(C)C	1036.6	Standard non polar	33892256
Isoamyl butyrate	CCCC(=O)OCCC(C)C	1075.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Isoamyl butyrate EI-B (Non-derivatized)	splash10-00dl-9000000000-be743bf025ce1c0dc836	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isoamyl butyrate EI-B (Non-derivatized)	splash10-00dl-9000000000-518fbdd189797b447c9e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isoamyl butyrate EI-B (Non-derivatized)	splash10-00di-9000000000-84f324a87c41b088fe0b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isoamyl butyrate EI-B (Non-derivatized)	splash10-00dl-9000000000-be743bf025ce1c0dc836	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isoamyl butyrate EI-B (Non-derivatized)	splash10-00dl-9000000000-518fbdd189797b447c9e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isoamyl butyrate EI-B (Non-derivatized)	splash10-00di-9000000000-84f324a87c41b088fe0b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoamyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9000000000-ca7737b2c3b31c24315f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoamyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00dl-9000000000-c2b5552462a028ba11f2	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 10V, Positive-QTOF	splash10-0ab9-7900000000-fc5d5da4c39a811cfdfd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 20V, Positive-QTOF	splash10-00di-9100000000-0d00e86809eeaef20834	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 40V, Positive-QTOF	splash10-05fu-9000000000-aa69778b86e4cc73b075	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 10V, Negative-QTOF	splash10-0aor-9700000000-aaab94c97872be613736	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 20V, Negative-QTOF	splash10-00kr-9100000000-6b639a9651d84b1a2f4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 40V, Negative-QTOF	splash10-014l-9000000000-224958884fe5e9847ccf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 10V, Negative-QTOF	splash10-000i-9000000000-7b29cd57613420db0e31	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 20V, Negative-QTOF	splash10-000i-9000000000-1237720a92a04d5cf951	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 40V, Negative-QTOF	splash10-014i-9000000000-0bbbb863de09ed47dbdf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 10V, Positive-QTOF	splash10-00di-9000000000-6323d067d73b0b4350d5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 20V, Positive-QTOF	splash10-05fr-9000000000-98a6d74da614b9585781	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoamyl butyrate 40V, Positive-QTOF	splash10-0006-9000000000-8ebd03e4939c0037677f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Nonalcoholic fatty liver disease (NAFLD)	23454028	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Nonalcoholic fatty liver disease	23454028	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Immunoglobulin A nephropathy (IgAN) non progressor	24922509	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Immunoglobulin A nephropathy (IgAN) progressor	24922509	details

Associated Disorders and Diseases

Disease References

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 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019935

KNApSAcK ID

Not Available

Chemspider ID

7507

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7795

PDB ID

Not Available

ChEBI ID

87422

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1006752

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Isoamyl butyrate (HMDB0040221)

MOL for HMDB0040221 (Isoamyl butyrate)

3D MOL for HMDB0040221 (Isoamyl butyrate)

3D SDF for HMDB0040221 (Isoamyl butyrate)

3D-SDF for HMDB0040221 (Isoamyl butyrate)

PDB for HMDB0040221 (Isoamyl butyrate)

3D PDB for HMDB0040221 (Isoamyl butyrate)

SMILES for HMDB0040221 (Isoamyl butyrate)

INCHI for HMDB0040221 (Isoamyl butyrate)

Structure for HMDB0040221 (Isoamyl butyrate)

3D Structure for HMDB0040221 (Isoamyl butyrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra