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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:05 UTC

Update Date

2023-02-21 17:20:51 UTC

HMDB ID

HMDB0031565

Secondary Accession Numbers

HMDB31565

Metabolite Identification

Common Name

Dihydrojasmone

Description

Dihydrojasmone belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. Dihydrojasmone is a fresh, herbal, and jasmin tasting compound. Dihydrojasmone has been detected, but not quantified in, citrus. This could make dihydrojasmone a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Dihydrojasmone.

Structure

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

HMDB0031565
     RDKit          3D
Dihydrojasmone
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.4460   -1.0748   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0411    0.0467   -1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3614    1.1784   -0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043    0.7352    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352    0.1883   -0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1291   -0.2598    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    0.2081   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    1.2752   -1.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307   -0.4879    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4637   -1.0190    1.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -1.2892    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807   -2.2043    1.3755 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.3172   -0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934   -0.7034    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527   -1.9988   -0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3804   -0.3440   -1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.5006   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0918    1.6242    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491    1.9641   -1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220   -0.0464    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522    1.6159    0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    0.9210   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -0.7657   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3753    2.2807   -0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7021    1.2402   -1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0798    1.0137   -2.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1135    0.2076    1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -1.3660    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -1.9296    2.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3312   -0.1940    2.5625 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11  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
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
M  END

HMDB0031565
     RDKit          3D
Dihydrojasmone
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.4460   -1.0748   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0411    0.0467   -1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3614    1.1784   -0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043    0.7352    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352    0.1883   -0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1291   -0.2598    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    0.2081   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    1.2752   -1.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307   -0.4879    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4637   -1.0190    1.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -1.2892    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807   -2.2043    1.3755 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.3172   -0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934   -0.7034    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527   -1.9988   -0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3804   -0.3440   -1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.5006   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0918    1.6242    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491    1.9641   -1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220   -0.0464    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522    1.6159    0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    0.9210   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -0.7657   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3753    2.2807   -0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7021    1.2402   -1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0798    1.0137   -2.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1135    0.2076    1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -1.3660    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -1.9296    2.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3312   -0.1940    2.5625 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11  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
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 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       1.255   5.265   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.651   3.903   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.589   6.035   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.923   5.265   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.256   6.035   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.590   5.265   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.361   6.553   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.591   7.887   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.331   5.409   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.924   6.035   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.085   7.567   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.940   8.597   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    9                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5   10                                                       
CONECT    7    8    9                                                       
CONECT    8    7   11                                                       
CONECT    9    2    7   10                                                  
CONECT   10    6    9   11                                                  
CONECT   11    8   10   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

COMPND    HMDB0031565
HETATM    1  C1  UNL     1       3.446  -1.075  -0.113  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.041   0.047  -1.049  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.361   1.178  -0.312  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.104   0.735   0.402  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.135   0.188  -0.600  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.129  -0.260   0.079  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.346   0.208  -0.155  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.616   1.275  -1.156  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.331  -0.488   0.705  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.464  -1.019   1.820  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.187  -1.289   1.110  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.381  -2.204   1.376  1.00  0.00           O  
HETATM   13  H1  UNL     1       4.511  -1.317  -0.218  1.00  0.00           H  
HETATM   14  H2  UNL     1       3.293  -0.703   0.931  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.853  -1.999  -0.302  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.380  -0.344  -1.823  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.943   0.501  -1.531  1.00  0.00           H  
HETATM   18  H6  UNL     1       3.092   1.624   0.412  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.149   1.964  -1.050  1.00  0.00           H  
HETATM   20  H8  UNL     1       1.322  -0.046   1.153  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.652   1.616   0.893  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.113   0.921  -1.388  1.00  0.00           H  
HETATM   23  H11 UNL     1       0.555  -0.766  -1.035  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.375   2.281  -0.786  1.00  0.00           H  
HETATM   25  H13 UNL     1      -3.702   1.240  -1.381  1.00  0.00           H  
HETATM   26  H14 UNL     1      -2.080   1.014  -2.101  1.00  0.00           H  
HETATM   27  H15 UNL     1      -4.114   0.208   1.086  1.00  0.00           H  
HETATM   28  H16 UNL     1      -3.784  -1.366   0.183  1.00  0.00           H  
HETATM   29  H17 UNL     1      -2.885  -1.930   2.289  1.00  0.00           H  
HETATM   30  H18 UNL     1      -2.331  -0.194   2.563  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    7   11
CONECT    7    8    9
CONECT    8   24   25   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   12
END

HMDB0031565
     RDKit          3D
Dihydrojasmone
 30 30  0  0  0  0  0  0  0  0999 V2000
    3.4460   -1.0748   -0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0411    0.0467   -1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3614    1.1784   -0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043    0.7352    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352    0.1883   -0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1291   -0.2598    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    0.2081   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162    1.2752   -1.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307   -0.4879    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4637   -1.0190    1.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -1.2892    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807   -2.2043    1.3755 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.3172   -0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934   -0.7034    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527   -1.9988   -0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3804   -0.3440   -1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    0.5006   -1.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0918    1.6242    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1491    1.9641   -1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220   -0.0464    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522    1.6159    0.8927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    0.9210   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -0.7657   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3753    2.2807   -0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7021    1.2402   -1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0798    1.0137   -2.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1135    0.2076    1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -1.3660    0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -1.9296    2.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3312   -0.1940    2.5625 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11  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
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Amyl-3-methyl-2-cyclopenten-1-one	HMDB
2-N-Pentyl-3-methyl-2-cyclopenten-1-one	HMDB
2-Pentyl-3-methyl-2-cyclopenten-1-one	HMDB
3-Methyl-2-(N-pentanyl)-2-cyclopenten-1-one	HMDB, MeSH
3-Methyl-2-pentyl-2-cyclopenten-1-one	HMDB
3-Methyl-2-pentyl-cyclopent-2-enone	HMDB
3-Methyl-2-pentylcyclopent-2-en-1-one	HMDB
3-Methyl-2-pentylcyclopent-2-enone	HMDB
dihydro-Jasmone	HMDB
FEMA 3763	HMDB
Jasmone,dihydro	HMDB
Tetrahydropyrethrone	HMDB

Chemical Formula

C₁₁H₁₈O

Average Molecular Weight

166.26

Monoisotopic Molecular Weight

166.135765198

IUPAC Name

3-methyl-2-pentylcyclopent-2-en-1-one

Traditional Name

3-methyl-2-pentylcyclopent-2-en-1-one

CAS Registry Number

1128-08-1

SMILES

CCCCCC1=C(C)CCC1=O

InChI Identifier

InChI=1S/C11H18O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h3-8H2,1-2H3

InChI Key

YCIXWYOBMVNGTB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclic ketones

Alternative Parents

Substituents

Cyclic ketone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0031565)
Cell membrane (HMDB: HMDB0031565)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031565)

Source

Endogenous

Endogenous (HMDB: HMDB0031565)

Plant

Plant (HMDB: HMDB0031565)

Exogenous

Food

Food (HMDB: HMDB0031565)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0031565)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031565)

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	0.77 g/L	ALOGPS
logP	3.55	ALOGPS
logP	3.46	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	51.78 m³·mol⁻¹	ChemAxon
Polarizability	20.66 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]+	141.751	31661259
DarkChem	[M-H]-	136.706	31661259
DeepCCS	[M+H]+	144.752	30932474
DeepCCS	[M-H]-	140.833	30932474
DeepCCS	[M-2H]-	178.441	30932474
DeepCCS	[M+Na]+	153.846	30932474
AllCCS	[M+H]+	139.6	32859911
AllCCS	[M+H-H2O]+	135.4	32859911
AllCCS	[M+NH4]+	143.5	32859911
AllCCS	[M+Na]+	144.6	32859911
AllCCS	[M-H]-	144.0	32859911
AllCCS	[M+Na-2H]-	145.4	32859911
AllCCS	[M+HCOO]-	146.9	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.	7.15 minutes	32390414
Predicted by Siyang on May 30, 2022	17.8779 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.45 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2302.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	612.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	234.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	389.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	354.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	714.6 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	750.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1546.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	485.7 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	1496.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	494.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	450.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	499.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	593.0 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	21.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrojasmone	CCCCCC1=C(C)CCC1=O	1894.2	Standard polar	33892256
Dihydrojasmone	CCCCCC1=C(C)CCC1=O	1370.8	Standard non polar	33892256
Dihydrojasmone	CCCCCC1=C(C)CCC1=O	1356.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrojasmone,1TMS,isomer #1	CCCCCC1=C(C)CC=C1O[Si](C)(C)C	1508.4	Semi standard non polar	33892256
Dihydrojasmone,1TMS,isomer #1	CCCCCC1=C(C)CC=C1O[Si](C)(C)C	1529.7	Standard non polar	33892256
Dihydrojasmone,1TBDMS,isomer #1	CCCCCC1=C(C)CC=C1O[Si](C)(C)C(C)(C)C	1724.6	Semi standard non polar	33892256
Dihydrojasmone,1TBDMS,isomer #1	CCCCCC1=C(C)CC=C1O[Si](C)(C)C(C)(C)C	1678.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-0iml-9400000000-a9ad6584e7f14ccde4f3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-02hj-9700000000-fbe45b6deff4c436a788	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-0ik9-7900000000-79a7d490f28c7bc92c64	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-0ikc-7900000000-c07ace9e4f88c96f29cf	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-0iml-9400000000-a9ad6584e7f14ccde4f3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-02hj-9700000000-fbe45b6deff4c436a788	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-0ik9-7900000000-79a7d490f28c7bc92c64	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydrojasmone EI-B (Non-derivatized)	splash10-0ikc-7900000000-c07ace9e4f88c96f29cf	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrojasmone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9700000000-6b8a4052589c5f46caee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrojasmone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone LC-ESI-QTOF , positive-QTOF	splash10-014i-0900000000-7b2779bb29dca9d02c67	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone LC-ESI-QTOF , positive-QTOF	splash10-014i-0900000000-05d13aeec0ec1585b4fa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone LC-ESI-QTOF , positive-QTOF	splash10-092a-4900000000-9ecbc817bebd6b19e66d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone LC-ESI-QTOF , positive-QTOF	splash10-0btd-7900000000-7209912290de3f71d60c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone LC-ESI-QTOF , positive-QTOF	splash10-0a4j-9700000000-f449a02b54e66ae75439	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone 20V, Positive-QTOF	splash10-014i-0900000000-bc8358eb2ab225dea490	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone 50V, Positive-QTOF	splash10-0a4j-9700000000-f449a02b54e66ae75439	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone 40V, Positive-QTOF	splash10-0btd-7900000000-7209912290de3f71d60c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone 30V, Positive-QTOF	splash10-092a-4900000000-9ecbc817bebd6b19e66d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone 10V, Positive-QTOF	splash10-014i-0900000000-7b2779bb29dca9d02c67	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydrojasmone 20V, Positive-QTOF	splash10-014i-0900000000-05d13aeec0ec1585b4fa	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 10V, Positive-QTOF	splash10-014i-1900000000-cfff3babc03fd4956266	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 20V, Positive-QTOF	splash10-0lk9-9800000000-83285acb7cf1e3448707	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 40V, Positive-QTOF	splash10-0zfu-9100000000-e64759fbf9737c9a2741	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 10V, Negative-QTOF	splash10-014i-0900000000-55dfd8185695db67befc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 20V, Negative-QTOF	splash10-014i-0900000000-e4378c3a759e06116abb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 40V, Negative-QTOF	splash10-0007-9800000000-776594568a877666eaf3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 10V, Negative-QTOF	splash10-014i-0900000000-05af9fd30de6fd63473b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 20V, Negative-QTOF	splash10-014i-0900000000-b8664fb1978ed375317f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 40V, Negative-QTOF	splash10-0904-5900000000-27e60aa0dd222c443635	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 10V, Positive-QTOF	splash10-096u-8900000000-8efb9f0e908dc9d97b82	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 20V, Positive-QTOF	splash10-052f-9200000000-515a2a4da1b28748c2ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrojasmone 40V, Positive-QTOF	splash10-0536-9100000000-93cd3d88fe8a012ace90	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

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

FDB008180

KNApSAcK ID

C00055303

Chemspider ID

56166

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dihydrojasmone

METLIN ID

Not Available

PubChem Compound

62378

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

Nakashita Y, Hesse M: Conversion of nitroheptane to dihydrojasmone. Planta Med. 1985 Aug;51(4):349-50. [PubMed:17340535 ]
Trost BM, Pinkerton AB: A three-component coupling approach to cyclopentanoids. J Org Chem. 2001 Nov 16;66(23):7714-22. [PubMed:11701026 ]
Katsure J, Matsui M: Synthetic studies on cyclopentane derivatives. Pt. 1. Alternative routes to dl-prostaglandin-B1 and dihydrojasmone. Agric Biol Chem. 1969;33(7):1078-86. [PubMed:12262299 ]
Bakuzis P, Bakuzis ML: Synthesis of 2-alkylcyclopentenones. Jasmone, dihydrojasmone, and a prostaglandin precursor. J Org Chem. 1977 Jul 8;42(14):2362-5. [PubMed:874613 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Dihydrojasmone (HMDB0031565)

MOL for HMDB0031565 (Dihydrojasmone)

3D MOL for HMDB0031565 (Dihydrojasmone)

3D SDF for HMDB0031565 (Dihydrojasmone)

3D-SDF for HMDB0031565 (Dihydrojasmone)

PDB for HMDB0031565 (Dihydrojasmone)

3D PDB for HMDB0031565 (Dihydrojasmone)

SMILES for HMDB0031565 (Dihydrojasmone)

INCHI for HMDB0031565 (Dihydrojasmone)

Structure for HMDB0031565 (Dihydrojasmone)

3D Structure for HMDB0031565 (Dihydrojasmone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra