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Showing metabocard for cis-5-Octenoic acid (HMDB0032207)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:29 UTC
Update Date2023-02-21 17:21:44 UTC
HMDB IDHMDB0032207
Secondary Accession Numbers
  • HMDB32207
Metabolite Identification
Common Namecis-5-Octenoic acid
Descriptioncis-5-Octenoic acid, also known as cis-5-octenoate or (Z)-oct-5-enoic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a significant number of articles have been published on cis-5-Octenoic acid.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0032207 (cis-5-Octenoic acid)

  Mrv0541 05061306242D          

 10  9  0  0  0  0            999 V2000
   -1.6204    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
M  END
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3D MOL for HMDB0032207 (cis-5-Octenoic acid)

HMDB0032207
     RDKit          3D
cis-5-Octenoic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.4938    0.6352    0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1534    0.9206   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    0.7712    0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618   -0.1132    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178   -1.0313   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233   -0.8043   -1.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656   -0.9980   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439   -0.1464    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013   -0.6364    1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084    1.2244    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237   -0.3374    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    1.4076    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534    0.7506   -0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132    2.0416   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    0.4509   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9510    1.3990    1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -0.1438    1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0153   -2.0870   -0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609   -0.9651   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164    0.2272   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1855   -1.4675   -2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677   -0.7825   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7776   -2.0810   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1201    1.7656    0.4714 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
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
 10 24  1  0
M  END
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3D SDF for HMDB0032207 (cis-5-Octenoic acid)

  Mrv0541 05061306242D          

 10  9  0  0  0  0            999 V2000
   -1.6204    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032207

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h3-4H,2,5-7H2,1H3,(H,9,10)/b4-3-

> <INCHI_KEY>
RRGOKSYVAZDNKR-ARJAWSKDSA-N

> <FORMULA>
C8H14O2

> <MOLECULAR_WEIGHT>
142.1956

> <EXACT_MASS>
142.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
16.32469436320992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z)-oct-5-enoic acid

> <ALOGPS_LOGP>
2.46

> <JCHEM_LOGP>
2.3381118009999997

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.11235379484467

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
41.3922

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-5-octenoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0032207 (cis-5-Octenoic acid)

HMDB0032207
     RDKit          3D
cis-5-Octenoic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.4938    0.6352    0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1534    0.9206   -0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    0.7712    0.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0618   -0.1132    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178   -1.0313   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233   -0.8043   -1.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5656   -0.9980   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439   -0.1464    0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013   -0.6364    1.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084    1.2244    0.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5237   -0.3374    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7114    1.4076    1.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2534    0.7506   -0.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132    2.0416   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243    0.4509   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9510    1.3990    1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -0.1438    1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0153   -2.0870   -0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8609   -0.9651   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2164    0.2272   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1855   -1.4675   -2.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3677   -0.7825   -1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7776   -2.0810   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1201    1.7656    0.4714 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
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
 10 24  1  0
M  END
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PDB for HMDB0032207 (cis-5-Octenoic acid)

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      -3.025   4.414   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.691   3.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.977  -0.206   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0032207 (cis-5-Octenoic acid)

COMPND    HMDB0032207
HETATM    1  C1  UNL     1      -3.494   0.635   0.594  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.153   0.921  -0.056  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.027   0.771   0.850  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.062  -0.113   0.616  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.018  -1.031  -0.529  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.223  -0.804  -1.358  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.566  -0.998  -0.781  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.944  -0.146   0.359  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.301  -0.636   1.468  1.00  0.00           O  
HETATM   10  O2  UNL     1       2.908   1.224   0.211  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.524  -0.337   1.106  1.00  0.00           H  
HETATM   12  H2  UNL     1      -3.711   1.408   1.361  1.00  0.00           H  
HETATM   13  H3  UNL     1      -4.253   0.751  -0.198  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.213   2.042  -0.289  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.124   0.451  -1.022  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.951   1.399   1.762  1.00  0.00           H  
HETATM   17  H7  UNL     1       0.731  -0.144   1.382  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.015  -2.087  -0.087  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.861  -0.965  -1.198  1.00  0.00           H  
HETATM   20  H10 UNL     1       1.216   0.227  -1.816  1.00  0.00           H  
HETATM   21  H11 UNL     1       1.185  -1.468  -2.289  1.00  0.00           H  
HETATM   22  H12 UNL     1       3.368  -0.783  -1.563  1.00  0.00           H  
HETATM   23  H13 UNL     1       2.778  -2.081  -0.532  1.00  0.00           H  
HETATM   24  H14 UNL     1       2.120   1.766   0.471  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4    4   16
CONECT    4    5   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9    9   10
CONECT   10   24
END
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SMILES for HMDB0032207 (cis-5-Octenoic acid)

CC\C=C/CCCC(O)=O
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INCHI for HMDB0032207 (cis-5-Octenoic acid)

InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h3-4H,2,5-7H2,1H3,(H,9,10)/b4-3-
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(5Z)-Octenoic acidChEBI
(Z)-5-Octenoic acidChEBI
(Z)-Oct-5-enoic acidChEBI
5Z-Octenoic acidChEBI
FEMA 4350ChEBI
(5Z)-OctenoateGenerator
(Z)-5-OctenoateGenerator
(Z)-Oct-5-enoateGenerator
5Z-OctenoateGenerator
cis-5-OctenoateGenerator
(5Z)-5-Octenoic acidHMDB
5E-Octenoic acidHMDB
cis-delta-OctenoateHMDB
cis-Δ-octenoateHMDB
cis-Δ-octenoic acidHMDB
Hex-3-en-1-yl acetic acidGenerator
Chemical FormulaC8H14O2
Average Molecular Weight142.1956
Monoisotopic Molecular Weight142.099379692
IUPAC Name(5Z)-oct-5-enoic acid
Traditional Namecis-5-octenoic acid
CAS Registry Number41653-97-8
SMILES
CC\C=C/CCCC(O)=O
InChI Identifier
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h3-4H,2,5-7H2,1H3,(H,9,10)/b4-3-
InChI KeyRRGOKSYVAZDNKR-ARJAWSKDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point239.00 to 241.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP2.274 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB006478
KNApSAcK IDNot Available
Chemspider ID4445845
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282718
PDB IDNot Available
ChEBI ID176781
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1593971
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). EAFUS: Everything Added to Food in the United States.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.