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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:51:39 UTC

Update Date

2023-02-21 17:24:55 UTC

HMDB ID

HMDB0035837

Secondary Accession Numbers

HMDB35837

Metabolite Identification

Common Name

Citronellic acid

Description

Citronellic acid, also known as rhodinic acid or rhodinate, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a significant number of articles have been published on Citronellic acid.

Structure

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

HMDB0035837
     RDKit          3D
Citronellic acid
 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.2065    1.2064    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091   -0.1560    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900   -1.0489    1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.5755    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687    0.3285   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6575    0.6131   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719   -0.6337    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -1.3508   -1.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7846   -0.2162    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4718    0.7044   -0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    0.3047   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.0776   -0.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2353    1.3580    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    2.0021    0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    1.3525   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9937   -1.8628    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2171   -0.4964    1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2780   -1.5807    0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1692   -1.5726    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.0844   -1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846    1.3015   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.3033   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    1.1071    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432   -1.3665    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9381   -1.9534   -1.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -0.6253   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545   -2.0410   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6281    0.2951    1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4104   -1.1322    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715    2.7423   -0.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 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
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 12 30  1  0
M  END

HMDB0035837
     RDKit          3D
Citronellic acid
 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.2065    1.2064    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091   -0.1560    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900   -1.0489    1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.5755    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687    0.3285   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6575    0.6131   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719   -0.6337    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -1.3508   -1.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7846   -0.2162    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4718    0.7044   -0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    0.3047   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.0776   -0.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2353    1.3580    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    2.0021    0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    1.3525   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9937   -1.8628    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2171   -0.4964    1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2780   -1.5807    0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1692   -1.5726    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.0844   -1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846    1.3015   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.3033   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    1.1071    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432   -1.3665    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9381   -1.9534   -1.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -0.6253   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545   -2.0410   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6281    0.2951    1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4104   -1.1322    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715    2.7423   -0.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 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
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 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       1.953   5.747   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   5.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.287   1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4    9                                                       
CONECT    7    9   10                                                       
CONECT    8    1    2    5                                                  
CONECT    9    3    6    7                                                  
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

COMPND    HMDB0035837
HETATM    1  C1  UNL     1      -3.207   1.206   0.098  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.709  -0.156   0.417  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.590  -1.049   1.218  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.521  -0.576   0.009  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.669   0.328  -0.781  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.657   0.613  -0.113  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.472  -0.634   0.116  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.793  -1.351  -1.173  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.785  -0.216   0.741  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.472   0.704  -0.200  1.00  0.00           C  
HETATM   11  O1  UNL     1       4.164   0.305  -1.170  1.00  0.00           O  
HETATM   12  O2  UNL     1       3.363   2.078  -0.026  1.00  0.00           O  
HETATM   13  H1  UNL     1      -4.235   1.358   0.435  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.532   2.002   0.487  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.216   1.353  -1.020  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.994  -1.863   1.699  1.00  0.00           H  
HETATM   17  H5  UNL     1      -4.217  -0.496   1.920  1.00  0.00           H  
HETATM   18  H6  UNL     1      -4.278  -1.581   0.502  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.169  -1.573   0.248  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.448  -0.084  -1.781  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.185   1.302  -0.889  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.234   1.303  -0.733  1.00  0.00           H  
HETATM   23  H11 UNL     1       0.426   1.107   0.853  1.00  0.00           H  
HETATM   24  H12 UNL     1       0.943  -1.367   0.766  1.00  0.00           H  
HETATM   25  H13 UNL     1       0.938  -1.953  -1.544  1.00  0.00           H  
HETATM   26  H14 UNL     1       2.158  -0.625  -1.901  1.00  0.00           H  
HETATM   27  H15 UNL     1       2.654  -2.041  -0.944  1.00  0.00           H  
HETATM   28  H16 UNL     1       2.628   0.295   1.714  1.00  0.00           H  
HETATM   29  H17 UNL     1       3.410  -1.132   0.845  1.00  0.00           H  
HETATM   30  H18 UNL     1       3.871   2.742  -0.561  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    4    4
CONECT    3   16   17   18
CONECT    4    5   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26   27
CONECT    9   10   28   29
CONECT   10   11   11   12
CONECT   12   30
END

HMDB0035837
     RDKit          3D
Citronellic acid
 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.2065    1.2064    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7091   -0.1560    0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900   -1.0489    1.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5206   -0.5755    0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687    0.3285   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6575    0.6131   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719   -0.6337    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7926   -1.3508   -1.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7846   -0.2162    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4718    0.7044   -0.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    0.3047   -1.1704 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.0776   -0.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2353    1.3580    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5320    2.0021    0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2165    1.3525   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9937   -1.8628    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2171   -0.4964    1.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2780   -1.5807    0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1692   -1.5726    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.0844   -1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846    1.3015   -0.8893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.3033   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    1.1071    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432   -1.3665    0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9381   -1.9534   -1.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1583   -0.6253   -1.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545   -2.0410   -0.9438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6281    0.2951    1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4104   -1.1322    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8715    2.7423   -0.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 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
  7 24  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 12 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3,7-Dimethyl-6-octenoic acid	ChEBI
Rhodinic acid	ChEBI
Rhodinolic acid	ChEBI
3,7-Dimethyl-6-octenoate	Generator
Rhodinate	Generator
Rhodinolate	Generator
Citronellate	Generator
Callitrol	HMDB
FEMA 3142	HMDB

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

IUPAC Name

3,7-dimethyloct-6-enoic acid

Traditional Name

citronellic acid

CAS Registry Number

502-47-6

SMILES

CC(CCC=C(C)C)CC(O)=O

InChI Identifier

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

InChI Key

GJWSUKYXUMVMGX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monoterpenoid (CHEBI:80507 )
Branched fatty acids (C16462 )
Branched fatty acids (LMFA01020104 )

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035837)

Source

Endogenous

Endogenous (HMDB: HMDB0035837)

Plant

Plant (HMDB: HMDB0035837)

Animal

Animal (HMDB: HMDB0035837)

Exogenous

Food

Food (HMDB: HMDB0035837)

Fruit

Citrus

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Herb and spice

Spice

Cardamom (FooDB: FOOD00074)

Herb

Exogenous (HMDB: HMDB0035837)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035837)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035837)

Lipid metabolism pathway (HMDB: HMDB0035837)

Cellular process

Cell signaling (HMDB: HMDB0035837)

Biochemical process

Lipid transport (HMDB: HMDB0035837)

Role

Biological role

Energy source (HMDB: HMDB0035837)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035837)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0035837)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	257 °C	Not Available
Boiling Point	121.00 to 122.00 °C. @ 1.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	3.159 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.74 g/L	ALOGPS
logP	2.88	ALOGPS
logP	2.87	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	5.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	50.22 m³·mol⁻¹	ChemAxon
Polarizability	20.13 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]+	140.688	31661259
DarkChem	[M-H]-	140.244	31661259
DeepCCS	[M+H]+	137.688	30932474
DeepCCS	[M-H]-	133.857	30932474
DeepCCS	[M-2H]-	170.796	30932474
DeepCCS	[M+Na]+	146.479	30932474
AllCCS	[M+H]+	141.2	32859911
AllCCS	[M+H-H2O]+	137.3	32859911
AllCCS	[M+NH4]+	144.9	32859911
AllCCS	[M+Na]+	145.9	32859911
AllCCS	[M-H]-	141.5	32859911
AllCCS	[M+Na-2H]-	143.2	32859911
AllCCS	[M+HCOO]-	145.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citronellic acid	CC(CCC=C(C)C)CC(O)=O	2224.9	Standard polar	33892256
Citronellic acid	CC(CCC=C(C)C)CC(O)=O	1257.0	Standard non polar	33892256
Citronellic acid	CC(CCC=C(C)C)CC(O)=O	1327.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Citronellic acid,1TMS,isomer #1	CC(C)=CCCC(C)CC(=O)O[Si](C)(C)C	1389.9	Semi standard non polar	33892256
Citronellic acid,1TBDMS,isomer #1	CC(C)=CCCC(C)CC(=O)O[Si](C)(C)C(C)(C)C	1615.0	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 - Citronellic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-b4a9a30bedbf4a8752e3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00vr-9410000000-066c428f2bfcc666edb6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellic acid 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 - Citronellic acid 10V, Positive-QTOF	splash10-0udi-0900000000-ca88f25a99f1a223f136	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 20V, Positive-QTOF	splash10-004i-4900000000-ed381ce7b92f7d2c7f5d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 40V, Positive-QTOF	splash10-066u-9100000000-c5932ee6d660873f708b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 10V, Positive-QTOF	splash10-0udi-0900000000-ca88f25a99f1a223f136	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 20V, Positive-QTOF	splash10-004i-4900000000-ed381ce7b92f7d2c7f5d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 40V, Positive-QTOF	splash10-066u-9100000000-c5932ee6d660873f708b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 10V, Negative-QTOF	splash10-016r-0900000000-19fc1189fe21eeab9c32	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 20V, Negative-QTOF	splash10-0fvi-1900000000-80b43a00c66423645761	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 40V, Negative-QTOF	splash10-0a4i-9600000000-cf125975f8a7d51e6fd7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 10V, Negative-QTOF	splash10-016r-0900000000-19fc1189fe21eeab9c32	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 20V, Negative-QTOF	splash10-0fvi-1900000000-80b43a00c66423645761	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 40V, Negative-QTOF	splash10-0a4i-9600000000-cf125975f8a7d51e6fd7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 10V, Positive-QTOF	splash10-069r-9500000000-5b614443aca15fd84388	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 20V, Positive-QTOF	splash10-00lr-9000000000-4d49025f717218ec8e94	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 40V, Positive-QTOF	splash10-00kf-9000000000-6e63db0f2c5eb898d40c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 10V, Negative-QTOF	splash10-014i-0900000000-63f63b3bb1be8f4b50a8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 20V, Negative-QTOF	splash10-00vi-0900000000-a09fcd57c7d1f620775f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellic acid 40V, Negative-QTOF	splash10-052f-9100000000-7746992104a9e11768a6	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹H 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+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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10402

PDB ID

Not Available

ChEBI ID

80507

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1020681

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 Citronellic acid (HMDB0035837)

MOL for HMDB0035837 (Citronellic acid)

3D MOL for HMDB0035837 (Citronellic acid)

3D SDF for HMDB0035837 (Citronellic acid)

3D-SDF for HMDB0035837 (Citronellic acid)

PDB for HMDB0035837 (Citronellic acid)

3D PDB for HMDB0035837 (Citronellic acid)

SMILES for HMDB0035837 (Citronellic acid)

INCHI for HMDB0035837 (Citronellic acid)

Structure for HMDB0035837 (Citronellic acid)

3D Structure for HMDB0035837 (Citronellic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra