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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:05:37 UTC

Update Date

2023-02-21 17:23:17 UTC

HMDB ID

HMDB0033377

Secondary Accession Numbers

HMDB33377

Metabolite Identification

Common Name

cis-3-Hexenyl butyrate

Description

cis-3-Hexenyl butyrate is found in citrus. cis-3-Hexenyl butyrate is a constituent of aroma from Ceylon tea. Also present in orange peel oil, lovage root and many fruits, e.g. feijoa fruit, nectarine, strawberry, guava, Chinese quince. cis-3-Hexenyl butyrate is a flavouring ingredient.

Structure

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

HMDB0033377
     RDKit          3D
cis-3-Hexenyl butyrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.6790    1.1491   -1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    0.0062   -1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143   -0.3798    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5482   -0.3263    0.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2486    0.1469    0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2508   -0.9883    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0059   -0.5699    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1480   -1.3245    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060   -2.4778    0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -0.7481   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995    0.4186    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482    1.1199    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    1.7753   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6645    1.7323   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6786    0.6859   -1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7253    0.2314   -1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -0.8462   -1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480   -0.7519    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6484   -0.6481    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9202    1.0293    1.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2394    0.4811   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -1.1493    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6089   -1.8783    0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898   -1.5337   -0.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1955   -0.3758   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006    0.0702    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9303    1.1399    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7562    1.1257    0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331    2.2039   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    0.6825   -0.8949 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
M  END

HMDB0033377
     RDKit          3D
cis-3-Hexenyl butyrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.6790    1.1491   -1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    0.0062   -1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143   -0.3798    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5482   -0.3263    0.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2486    0.1469    0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2508   -0.9883    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0059   -0.5699    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1480   -1.3245    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060   -2.4778    0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -0.7481   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995    0.4186    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482    1.1199    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    1.7753   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6645    1.7323   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6786    0.6859   -1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7253    0.2314   -1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -0.8462   -1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480   -0.7519    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6484   -0.6481    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9202    1.0293    1.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2394    0.4811   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -1.1493    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6089   -1.8783    0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898   -1.5337   -0.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1955   -0.3758   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006    0.0702    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9303    1.1399    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7562    1.1257    0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331    2.2039   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    0.6825   -0.8949 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  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      11.646  -0.976   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.312  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.312   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.644   3.644   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.977   1.334   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    4   10                                                       
CONECT    9    7   12                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

COMPND    HMDB0033377
HETATM    1  C1  UNL     1      -4.679   1.149  -1.447  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.662   0.006  -1.302  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.614  -0.380   0.120  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.548  -0.326   0.899  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.249   0.147   0.392  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.251  -0.988   0.551  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.006  -0.570   0.060  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.148  -1.325   0.086  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.106  -2.478   0.580  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.425  -0.748  -0.476  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.799   0.419   0.443  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.048   1.120   0.024  1.00  0.00           C  
HETATM   13  H1  UNL     1      -4.453   1.775  -2.329  1.00  0.00           H  
HETATM   14  H2  UNL     1      -4.664   1.732  -0.482  1.00  0.00           H  
HETATM   15  H3  UNL     1      -5.679   0.686  -1.481  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.725   0.231  -1.772  1.00  0.00           H  
HETATM   17  H5  UNL     1      -4.103  -0.846  -1.920  1.00  0.00           H  
HETATM   18  H6  UNL     1      -4.548  -0.752   0.600  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.648  -0.648   1.964  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.920   1.029   1.008  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.239   0.481  -0.638  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.134  -1.149   1.642  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.609  -1.878   0.018  1.00  0.00           H  
HETATM   24  H12 UNL     1       4.190  -1.534  -0.467  1.00  0.00           H  
HETATM   25  H13 UNL     1       3.195  -0.376  -1.473  1.00  0.00           H  
HETATM   26  H14 UNL     1       3.801   0.070   1.503  1.00  0.00           H  
HETATM   27  H15 UNL     1       2.930   1.140   0.353  1.00  0.00           H  
HETATM   28  H16 UNL     1       5.756   1.126   0.877  1.00  0.00           H  
HETATM   29  H17 UNL     1       4.833   2.204  -0.207  1.00  0.00           H  
HETATM   30  H18 UNL     1       5.489   0.682  -0.895  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4    4   18
CONECT    4    5   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   24   25
CONECT   11   12   26   27
CONECT   12   28   29   30
END

HMDB0033377
     RDKit          3D
cis-3-Hexenyl butyrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.6790    1.1491   -1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    0.0062   -1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143   -0.3798    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5482   -0.3263    0.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2486    0.1469    0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2508   -0.9883    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0059   -0.5699    0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1480   -1.3245    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060   -2.4778    0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -0.7481   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7995    0.4186    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482    1.1199    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4532    1.7753   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6645    1.7323   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6786    0.6859   -1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7253    0.2314   -1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1027   -0.8462   -1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480   -0.7519    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6484   -0.6481    1.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9202    1.0293    1.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2394    0.4811   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -1.1493    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6089   -1.8783    0.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898   -1.5337   -0.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1955   -0.3758   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8006    0.0702    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9303    1.1399    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7562    1.1257    0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331    2.2039   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4888    0.6825   -0.8949 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-3-Hexenyl butyric acid	Generator
(3Z)-3-Hexenyl butyrate	HMDB
(Z)-3-Hexen-1-ol, butanoate	HMDB
(Z)-3-Hexen-1-yl butanoate	HMDB
(Z)-3-Hexenyl butanoate	HMDB
(Z)-3-Hexenyl butyrate	HMDB
(Z)-Hex-3-enyl butanoate	HMDB
(Z)-Hex-3-enyl butyrate	HMDB
3(Z)-Hexenyl butanoate	HMDB
3-Hexenyl butyrate	HMDB
3-Hexenyl ester(Z)-butanoic acid	HMDB
3-Hexenyl ester(Z)-butyric acid	HMDB
beta,gamma-Hexenyl butyrate	HMDB
Butanoate(Z)-3-hexen-1-ol	HMDB
Butanoic acid, (3Z)-3-hexen-1-yl ester	HMDB
Butanoic acid, (3Z)-3-hexenyl ester	HMDB
Butanoic acid, (Z)-3-hexenyl ester	HMDB
cis-3-Hexen-1-yl butyrate	HMDB
cis-3-Hexenyl butanoate	HMDB
cis-3-Hexenyl N-butyrate	HMDB
cis-Butyric acid, 3-hexenyl ester	HMDB
cis-Hex-3-enyl butanoate	HMDB
cis-Hex-3-enyl butyrate	HMDB
FEMA 3402	HMDB
Hex-3(Z)-enyl butanoate	HMDB
Hexenyl butanoate (3Z)	HMDB
Is-3-hexenyl N-butyrate	HMDB
3Z-Hexenyl butyric acid	Generator

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

IUPAC Name

(3Z)-hex-3-en-1-yl butanoate

Traditional Name

(3Z)-hex-3-en-1-yl butanoate

CAS Registry Number

16491-36-4

SMILES

CCCC(=O)OCC\C=C/CC

InChI Identifier

InChI=1S/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h5-6H,3-4,7-9H2,1-2H3/b6-5-

InChI Key

ZCHOPXVYTWUHDS-WAYWQWQTSA-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

Wax monoesters (LMFA07010593 )

Ontology

Not Available

Exogenous (HMDB: HMDB0033377)

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	96.00 °C. @ 20.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	3.419 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.28 g/L	ALOGPS
logP	3.18	ALOGPS
logP	2.92	ChemAxon
logS	-2.8	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	7	ChemAxon
Refractivity	50.83 m³·mol⁻¹	ChemAxon
Polarizability	20.28 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	141.636	31661259
DarkChem	[M-H]-	138.074	31661259
DeepCCS	[M+H]+	138.134	30932474
DeepCCS	[M-H]-	135.484	30932474
DeepCCS	[M-2H]-	171.962	30932474
DeepCCS	[M+Na]+	147.325	30932474
AllCCS	[M+H]+	143.6	32859911
AllCCS	[M+H-H2O]+	139.8	32859911
AllCCS	[M+NH4]+	147.1	32859911
AllCCS	[M+Na]+	148.1	32859911
AllCCS	[M-H]-	144.4	32859911
AllCCS	[M+Na-2H]-	146.2	32859911
AllCCS	[M+HCOO]-	148.3	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.	7.44 minutes	32390414
Predicted by Siyang on May 30, 2022	16.2833 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.72 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2283.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	491.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	334.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	321.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	688.2 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	650.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1418.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	494.7 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	1394.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	470.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	384.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	429.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	471.4 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	9.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-3-Hexenyl butyrate	CCCC(=O)OCC\C=C/CC	1480.8	Standard polar	33892256
cis-3-Hexenyl butyrate	CCCC(=O)OCC\C=C/CC	1158.6	Standard non polar	33892256
cis-3-Hexenyl butyrate	CCCC(=O)OCC\C=C/CC	1209.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - cis-3-Hexenyl butyrate EI-B (Non-derivatized)	splash10-00rx-9000000000-93e85c48cd98fe637f24	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - cis-3-Hexenyl butyrate EI-B (Non-derivatized)	splash10-00rx-9000000000-93e85c48cd98fe637f24	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00rx-9000000000-0b27f77b4fa5f2acfa3d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-3-Hexenyl butyrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00sl-9000000000-ee6fcd894c5965284698	2015-03-01	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 - cis-3-Hexenyl butyrate 10V, Positive-QTOF	splash10-00di-6900000000-cbb7019e3a3002668eb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 20V, Positive-QTOF	splash10-0089-9100000000-8704e54ca7f9548209ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 40V, Positive-QTOF	splash10-000x-9000000000-e9ca1f61ae6cc2b61605	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 10V, Negative-QTOF	splash10-014i-9700000000-05311f80cf66aff1287a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 20V, Negative-QTOF	splash10-014r-9100000000-80466b7908d7a7bf4b3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 40V, Negative-QTOF	splash10-00kf-9000000000-c207c15621f07911056f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 10V, Negative-QTOF	splash10-00kb-9500000000-536da18d3d38162ef2a6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 20V, Negative-QTOF	splash10-000j-9000000000-60fa4597785928c93699	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 40V, Negative-QTOF	splash10-014i-9000000000-e0b0792598127680e9c9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 10V, Positive-QTOF	splash10-001i-9000000000-0a8f0a1df3e7b0b9b9cb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 20V, Positive-QTOF	splash10-053r-9000000000-943fc92b1094efebc665	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-3-Hexenyl butyrate 40V, Positive-QTOF	splash10-052f-9000000000-e52ee53e6e8f8fd3c76a	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

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

FDB011407

KNApSAcK ID

C00053005

Chemspider ID

4509328

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5352438

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1015591

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 cis-3-Hexenyl butyrate (HMDB0033377)

MOL for HMDB0033377 (cis-3-Hexenyl butyrate)

3D MOL for HMDB0033377 (cis-3-Hexenyl butyrate)

3D SDF for HMDB0033377 (cis-3-Hexenyl butyrate)

3D-SDF for HMDB0033377 (cis-3-Hexenyl butyrate)

PDB for HMDB0033377 (cis-3-Hexenyl butyrate)

3D PDB for HMDB0033377 (cis-3-Hexenyl butyrate)

SMILES for HMDB0033377 (cis-3-Hexenyl butyrate)

INCHI for HMDB0033377 (cis-3-Hexenyl butyrate)

Structure for HMDB0033377 (cis-3-Hexenyl butyrate)

3D Structure for HMDB0033377 (cis-3-Hexenyl butyrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra