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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:32 UTC

Update Date

2023-02-21 17:22:01 UTC

HMDB ID

HMDB0032387

Secondary Accession Numbers

HMDB32387

Metabolite Identification

Common Name

(+/-)-Methyl 5-acetoxyhexanoate

Description

(+/-)-Methyl 5-acetoxyhexanoate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Based on a literature review a small amount of articles have been published on (+/-)-Methyl 5-acetoxyhexanoate.

Structure

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

HMDB0032387
     RDKit          3D
(+/-)-Methyl 5-acetoxyhexanoate
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.7254    1.2551   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0041    0.2046    0.3756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -0.1603   -0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548    0.5017   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -1.2599    0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6658   -1.5603    0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -0.3807    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6479   -0.6495   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523   -1.8043    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716    0.5507    0.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9614    1.2708   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271    2.5352   -0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8257    0.8157   -2.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992    2.0654   -0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1847    0.8542   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732    1.6080    0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -1.0531    1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6412   -2.2247    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280   -2.4453    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874   -1.8293   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381    0.5353   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755   -0.1812    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -0.8779   -1.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3676   -1.6779    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -1.8862    1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446   -2.7727    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954    3.3696   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3376    2.7860   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2919    2.4110    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
M  END

HMDB0032387
     RDKit          3D
(+/-)-Methyl 5-acetoxyhexanoate
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.7254    1.2551   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0041    0.2046    0.3756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -0.1603   -0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548    0.5017   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -1.2599    0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6658   -1.5603    0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -0.3807    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6479   -0.6495   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523   -1.8043    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716    0.5507    0.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9614    1.2708   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271    2.5352   -0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8257    0.8157   -2.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992    2.0654   -0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1847    0.8542   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732    1.6080    0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -1.0531    1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6412   -2.2247    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280   -2.4453    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874   -1.8293   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381    0.5353   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755   -0.1812    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -0.8779   -1.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3676   -1.6779    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -1.8862    1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446   -2.7727    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954    3.3696   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3376    2.7860   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2919    2.4110    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3   12                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    9                                                       
CONECT    7    1    5   13                                                  
CONECT    8    2   10   13                                                  
CONECT    9    6   11   12                                                  
CONECT   10    8                                                            
CONECT   11    9                                                            
CONECT   12    3    9                                                       
CONECT   13    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0032387
HETATM    1  C1  UNL     1      -4.725   1.255  -0.222  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.004   0.205   0.376  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.726  -0.160  -0.051  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.255   0.502  -0.999  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.055  -1.260   0.626  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.666  -1.560   0.138  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.217  -0.381   0.341  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.648  -0.650  -0.143  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.252  -1.804   0.602  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.372   0.551   0.130  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.961   1.271  -0.900  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.727   2.535  -0.639  1.00  0.00           C  
HETATM   13  O4  UNL     1       2.826   0.816  -2.068  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.999   2.065  -0.497  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.185   0.854  -1.149  1.00  0.00           H  
HETATM   16  H3  UNL     1      -5.473   1.608   0.510  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.059  -1.053   1.738  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.641  -2.225   0.558  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.228  -2.445   0.646  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.687  -1.829  -0.942  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.138   0.535  -0.137  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.276  -0.181   1.446  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.645  -0.878  -1.227  1.00  0.00           H  
HETATM   24  H11 UNL     1       3.368  -1.678   0.678  1.00  0.00           H  
HETATM   25  H12 UNL     1       1.882  -1.886   1.650  1.00  0.00           H  
HETATM   26  H13 UNL     1       2.045  -2.773   0.087  1.00  0.00           H  
HETATM   27  H14 UNL     1       2.995   3.370  -0.470  1.00  0.00           H  
HETATM   28  H15 UNL     1       4.338   2.786  -1.509  1.00  0.00           H  
HETATM   29  H16 UNL     1       4.292   2.411   0.300  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   10   23
CONECT    9   24   25   26
CONECT   10   11
CONECT   11   12   13   13
CONECT   12   27   28   29
END

HMDB0032387
     RDKit          3D
(+/-)-Methyl 5-acetoxyhexanoate
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.7254    1.2551   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0041    0.2046    0.3756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -0.1603   -0.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2548    0.5017   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -1.2599    0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6658   -1.5603    0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -0.3807    0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6479   -0.6495   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523   -1.8043    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3716    0.5507    0.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9614    1.2708   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7271    2.5352   -0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8257    0.8157   -2.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992    2.0654   -0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1847    0.8542   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4732    1.6080    0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -1.0531    1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6412   -2.2247    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2280   -2.4453    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874   -1.8293   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1381    0.5353   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755   -0.1812    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449   -0.8779   -1.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3676   -1.6779    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -1.8862    1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0446   -2.7727    0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954    3.3696   -0.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3376    2.7860   -1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2919    2.4110    0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 12 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+/-)-methyl 5-acetoxyhexanoic acid	Generator
Methyl hexanoate, 5-acetoxy	HMDB
Methyl-5-acetoxyhexanoate	HMDB

Chemical Formula

C₉H₁₆O₄

Average Molecular Weight

188.2209

Monoisotopic Molecular Weight

188.104859

IUPAC Name

methyl 5-(acetyloxy)hexanoate

Traditional Name

methyl 5-(acetyloxy)hexanoate

CAS Registry Number

35234-22-1

SMILES

COC(=O)CCCC(C)OC(C)=O

InChI Identifier

InChI=1S/C9H16O4/c1-7(13-8(2)10)5-4-6-9(11)12-3/h7H,4-6H2,1-3H3

InChI Key

XZGQJRXRXRYNRI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Fruity

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0032387)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032387)

Source

Endogenous

Endogenous (HMDB: HMDB0032387)

Animal

Animal (HMDB: HMDB0032387)

Exogenous

Food

Food (HMDB: HMDB0032387)

Exogenous (HMDB: HMDB0032387)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032387)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032387)

Lipid metabolism pathway (HMDB: HMDB0032387)

Cellular process

Cell signaling (HMDB: HMDB0032387)

Biochemical process

Lipid transport (HMDB: HMDB0032387)

Role

Biological role

Energy source (HMDB: HMDB0032387)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032387)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.18 g/L	ALOGPS
logP	1.58	ALOGPS
logP	0.93	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	46.74 m³·mol⁻¹	ChemAxon
Polarizability	20.19 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.167	31661259
DarkChem	[M-H]-	141.645	31661259
DeepCCS	[M+H]+	148.768	30932474
DeepCCS	[M-H]-	144.943	30932474
DeepCCS	[M-2H]-	182.243	30932474
DeepCCS	[M+Na]+	157.845	30932474
AllCCS	[M+H]+	145.8	32859911
AllCCS	[M+H-H2O]+	142.0	32859911
AllCCS	[M+NH4]+	149.2	32859911
AllCCS	[M+Na]+	150.2	32859911
AllCCS	[M-H]-	144.7	32859911
AllCCS	[M+Na-2H]-	146.3	32859911
AllCCS	[M+HCOO]-	148.0	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.	5.15 minutes	32390414
Predicted by Siyang on May 30, 2022	12.9536 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	23.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1940.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	364.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	146.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	209.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	90.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	458.1 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	502.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	71.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1105.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	395.4 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	1301.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	298.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	357.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	336.9 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	78.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+/-)-Methyl 5-acetoxyhexanoate	COC(=O)CCCC(C)OC(C)=O	1815.6	Standard polar	33892256
(+/-)-Methyl 5-acetoxyhexanoate	COC(=O)CCCC(C)OC(C)=O	1238.4	Standard non polar	33892256
(+/-)-Methyl 5-acetoxyhexanoate	COC(=O)CCCC(C)OC(C)=O	1279.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9400000000-879e7af250db3f40e845	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 10V, Positive-QTOF	splash10-052r-1900000000-0c8430f7b355b5c579ec	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 20V, Positive-QTOF	splash10-004i-6900000000-cf8262a59801d23deb36	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 40V, Positive-QTOF	splash10-00vu-9200000000-9d185755432b2dca157a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 10V, Negative-QTOF	splash10-052r-1900000000-2d7301b981840ca5f006	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 20V, Negative-QTOF	splash10-0a4i-6900000000-3b497097e6516f248328	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 40V, Negative-QTOF	splash10-0bt9-9400000000-d6d06a496f9b6044f79e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 10V, Positive-QTOF	splash10-016s-9600000000-15d573f418b86925ab49	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 20V, Positive-QTOF	splash10-07or-9100000000-5dac0c82634a7ac04a18	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 40V, Positive-QTOF	splash10-014l-9000000000-182e5ff32fcc92cec9ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 10V, Negative-QTOF	splash10-0a4i-9000000000-53f347e9091ff3e87769	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 20V, Negative-QTOF	splash10-0a4i-9000000000-da7025678412106acfab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+/-)-Methyl 5-acetoxyhexanoate 40V, Negative-QTOF	splash10-0a4i-9000000000-38d9afdac466fcb8683f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

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

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009807

KNApSAcK ID

Not Available

Chemspider ID

458691

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

526152

PDB ID

Not Available

ChEBI ID

165636

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 ]
(). EAFUS: Everything Added to Food in the United States.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (+/-)-Methyl 5-acetoxyhexanoate (HMDB0032387)

MOL for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

3D MOL for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

3D SDF for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

3D-SDF for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

PDB for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

3D PDB for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

SMILES for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

INCHI for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

Structure for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

3D Structure for HMDB0032387 ((+/-)-Methyl 5-acetoxyhexanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra