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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2009-07-25 00:19:54 UTC

Update Date

2022-09-22 18:34:20 UTC

HMDB ID

HMDB0013105

Secondary Accession Numbers

HMDB13105

Metabolite Identification

Common Name

trans-4,5-epoxy-2(E)-decenal

Description

Polyunsaturated fatty acids such as arachidonate and linoeate, while essential to health maintenance, are subject to random peroxidation by ambient oxygen, resulting in fragmented and reactive decomposition products. One prominent autoxidation product of either trilinolein or arachidonic acid is trans-4,5-epoxy-2(E)-decenal. This aldehyde is responsible for a pungent metallic flavor of decomposed lipids, with a detection threshold of 1.5 pg/l in air.1 trans-4,5-epoxy-2(E)-Decenal also reacts with nucleophiles (lysine amino groups) on proteins, leading to loss of cell function and viability.2 This reactive aldehyde is therefore a useful tool in elucidating the effects of peroxidative damage in experimental models.

Structure

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

HMDB0013105
     RDKit          3D
trans-4,5-epoxy-2(E)-decenal
 28 28  0  0  0  0  0  0  0  0999 V2000
   -4.6461   -0.1706    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -0.2576   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3710    0.6823    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0274    0.7039   -0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.6767   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -0.5698   -0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857   -1.6566   -0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.8063    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2294    0.1919   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.0425   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.0183   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7269    0.7440   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9542    0.9040    0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190   -0.6608    0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5509   -0.6567    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    0.0844   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296   -1.3170   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    1.6893    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085    0.4358    1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    1.3680    0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.1264   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086   -0.9124    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505   -1.4280   -0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251    0.1556   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -1.1120    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183    1.2391   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343   -1.0716   -0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2131    2.0412   -0.4629 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  8  6  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
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
M  END

HMDB0013105
     RDKit          3D
trans-4,5-epoxy-2(E)-decenal
 28 28  0  0  0  0  0  0  0  0999 V2000
   -4.6461   -0.1706    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -0.2576   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3710    0.6823    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0274    0.7039   -0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.6767   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -0.5698   -0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857   -1.6566   -0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.8063    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2294    0.1919   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.0425   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.0183   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7269    0.7440   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9542    0.9040    0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190   -0.6608    0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5509   -0.6567    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    0.0844   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296   -1.3170   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    1.6893    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085    0.4358    1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    1.3680    0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.1264   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086   -0.9124    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505   -1.4280   -0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251    0.1556   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -1.1120    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183    1.2391   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343   -1.0716   -0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2131    2.0412   -0.4629 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  8  6  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
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0       5.774   1.335   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.234   1.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.464   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.926   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.156  -1.332   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.384  -1.332   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.154   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.694   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.464   1.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.004   1.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.774   2.667   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.386  -2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    5    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0013105
HETATM    1  C1  UNL     1      -4.646  -0.171   0.659  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.343  -0.258  -0.118  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.371   0.682   0.534  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.027   0.704  -0.130  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.370  -0.677  -0.110  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.950  -0.570  -0.784  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.786  -1.657  -0.925  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.177  -0.806   0.071  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.229   0.192  -0.116  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.518  -0.042  -0.155  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.501   1.018  -0.346  1.00  0.00           C  
HETATM   12  O2  UNL     1       6.727   0.744  -0.377  1.00  0.00           O  
HETATM   13  H1  UNL     1      -4.954   0.904   0.790  1.00  0.00           H  
HETATM   14  H2  UNL     1      -5.419  -0.661   0.049  1.00  0.00           H  
HETATM   15  H3  UNL     1      -4.551  -0.657   1.641  1.00  0.00           H  
HETATM   16  H4  UNL     1      -3.513   0.084  -1.146  1.00  0.00           H  
HETATM   17  H5  UNL     1      -3.030  -1.317  -0.088  1.00  0.00           H  
HETATM   18  H6  UNL     1      -2.791   1.689   0.497  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.209   0.436   1.606  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.371   1.368   0.471  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.040   1.126  -1.152  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.209  -0.912   0.961  1.00  0.00           H  
HETATM   23  H11 UNL     1      -1.050  -1.428  -0.589  1.00  0.00           H  
HETATM   24  H12 UNL     1       1.025   0.156  -1.629  1.00  0.00           H  
HETATM   25  H13 UNL     1       2.014  -1.112   1.123  1.00  0.00           H  
HETATM   26  H14 UNL     1       2.918   1.239  -0.235  1.00  0.00           H  
HETATM   27  H15 UNL     1       4.834  -1.072  -0.039  1.00  0.00           H  
HETATM   28  H16 UNL     1       5.213   2.041  -0.463  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7    8   24
CONECT    7    8
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   28
END

HMDB0013105
     RDKit          3D
trans-4,5-epoxy-2(E)-decenal
 28 28  0  0  0  0  0  0  0  0999 V2000
   -4.6461   -0.1706    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -0.2576   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3710    0.6823    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0274    0.7039   -0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3702   -0.6767   -0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499   -0.5698   -0.7844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857   -1.6566   -0.9251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -0.8063    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2294    0.1919   -0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5182   -0.0425   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    1.0183   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7269    0.7440   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9542    0.9040    0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4190   -0.6608    0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5509   -0.6567    1.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    0.0844   -1.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0296   -1.3170   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    1.6893    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085    0.4358    1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706    1.3680    0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.1264   -1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2086   -0.9124    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505   -1.4280   -0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0251    0.1556   -1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -1.1120    1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183    1.2391   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343   -1.0716   -0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2131    2.0412   -0.4629 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  8  6  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
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,5-EDE	HMDB
4,5-Epoxy-2(e)-decenal	HMDB
4,5-Epoxy-2-decenal	HMDB

Chemical Formula

C₁₀H₁₆O₂

Average Molecular Weight

168.2328

Monoisotopic Molecular Weight

168.115029756

IUPAC Name

(2E)-3-(3-pentyloxiran-2-yl)prop-2-enal

Traditional Name

(2E)-3-(3-pentyloxiran-2-yl)prop-2-enal

CAS Registry Number

134454-31-2

SMILES

CCCCCC1OC1\C=C\C=O

InChI Identifier

InChI=1S/C10H16O2/c1-2-3-4-6-9-10(12-9)7-5-8-11/h5,7-10H,2-4,6H2,1H3/b7-5+

InChI Key

HIOMEXREAUSUBP-FNORWQNLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Enals

Alternative Parents

Substituents

Enal
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxide
Hydrocarbon derivative
Aldehyde
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0013105)
Cell membrane (HMDB: HMDB0013105)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013105)

Source

Endogenous

Endogenous (HMDB: HMDB0013105)

Plant

Poaceae (HMDB: HMDB0013105)

Exogenous

Food

Food (HMDB: HMDB0013105)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Snack

Tortilla chip (FooDB: FOOD00721)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	0.18 g/L	ALOGPS
logP	2.75	ALOGPS
logP	2.28	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	49.01 m³·mol⁻¹	ChemAxon
Polarizability	19.89 Å³	ChemAxon
Number of Rings	1	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]+	140.682	31661259
DarkChem	[M-H]-	138.856	31661259
DeepCCS	[M+H]+	143.026	30932474
DeepCCS	[M-H]-	139.664	30932474
DeepCCS	[M-2H]-	177.323	30932474
DeepCCS	[M+Na]+	152.51	30932474
AllCCS	[M+H]+	141.3	32859911
AllCCS	[M+H-H2O]+	137.2	32859911
AllCCS	[M+NH4]+	145.1	32859911
AllCCS	[M+Na]+	146.2	32859911
AllCCS	[M-H]-	143.4	32859911
AllCCS	[M+Na-2H]-	144.6	32859911
AllCCS	[M+HCOO]-	146.0	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.	5.67 minutes	32390414
Predicted by Siyang on May 30, 2022	14.6382 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.53 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2118.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	441.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	178.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	290.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	310.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	670.1 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	618.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1374.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	418.1 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	1416.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	392.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	537.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	502.0 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	12.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trans-4,5-epoxy-2(E)-decenal	CCCCCC1OC1\C=C\C=O	2004.0	Standard polar	33892256
trans-4,5-epoxy-2(E)-decenal	CCCCCC1OC1\C=C\C=O	1290.3	Standard non polar	33892256
trans-4,5-epoxy-2(E)-decenal	CCCCCC1OC1\C=C\C=O	1403.6	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 - trans-4,5-epoxy-2(E)-decenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-066r-9100000000-edfc10da5e5b4c3e41ef	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-4,5-epoxy-2(E)-decenal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-4,5-epoxy-2(E)-decenal 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 - trans-4,5-epoxy-2(E)-decenal 10V, Positive-QTOF	splash10-014i-2900000000-c80bd42d8bb1ccbe7bf5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 20V, Positive-QTOF	splash10-00m0-9200000000-51193039508e0a0926c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 40V, Positive-QTOF	splash10-052f-9000000000-0fb2d44d44658556af00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 10V, Negative-QTOF	splash10-014i-2900000000-66a800172aa2b8cc760b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 20V, Negative-QTOF	splash10-014i-4900000000-4387c048b539b31a8831	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 40V, Negative-QTOF	splash10-0006-9000000000-57e5fbfbb07b8dd64dee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 10V, Positive-QTOF	splash10-0avl-9200000000-88b28388f33e703d52d7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 20V, Positive-QTOF	splash10-053f-9000000000-05feffc6b5294b36be52	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 40V, Positive-QTOF	splash10-052o-9000000000-ccb1dfd717c58b7912f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 10V, Negative-QTOF	splash10-016r-0900000000-c1ca78adff348fdd9eb1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 20V, Negative-QTOF	splash10-066r-8900000000-75f0f1ef34881748471a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-4,5-epoxy-2(E)-decenal 40V, Negative-QTOF	splash10-05mo-9000000000-3a283988ba5d7940ccb0	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB013738

KNApSAcK ID

C00053842

Chemspider ID

4509321

KEGG Compound ID

Not Available

BioCyc ID

CPD-9824

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5352429

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for trans-4,5-epoxy-2(E)-decenal (HMDB0013105)

MOL for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

3D MOL for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

3D SDF for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

3D-SDF for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

PDB for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

3D PDB for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

SMILES for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

INCHI for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

Structure for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

3D Structure for HMDB0013105 (trans-4,5-epoxy-2(E)-decenal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra