Hmdb loader

Showing metabocard for 2-Octenoic acid (HMDB0000392)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:14:46 UTC
HMDB IDHMDB0000392
Secondary Accession Numbers
  • HMDB00392
Metabolite Identification
Common Name2-Octenoic acid
Description2-Octenoic acid, also known as 2-octenoate, 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. 2-Octenoic acid has 8 carbon atoms. 2-Octenoic acid is also known as an olefinic fatty acid carrying a double bond at position 2. It can exist in two isomeric forms, the cis and the trans form, with the trans or 2-E form being more abundant. 2-Octenoic acid is a relatively hydrophobic molecule with a water solubility of approximately 1 g/L. The 2E-isomer has a musty, sour, cheesy aroma and a fatty or waxy taste. 2-Octenoic acid is found in the human body and is naturally produced by hepatic microsomal oxidation of aliphatic aldehydes. 2-Octenoic acid has been detected in human urine and plasma (PMID 1883862 , 8087979 , 4086594 , 1417834 , 6480773 ). 2-Octenoic acid has also been identified as a potential pheromone excreted by the male abdominal glands of the cockroach Leucophaea maderae (PMID: 17200891 ). Outside the human body 2-Octenoic acid has been detected in coffee, cranberries, mushrooms, black tea and strawberries. It is also used as a food flavourant for baked goods and candies.
Structure
Data?1676999686
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000392 (2-Octenoic acid)

      
  Mrv1652305261923552D          

 10  9  0  0  0  0            999 V2000
   14.0174   -9.4264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7319   -8.1891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7319   -9.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2712   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9855   -9.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4462   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7000   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4144   -9.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1289   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8434   -9.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  3  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  3  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000392 (2-Octenoic acid)

HMDB0000392
     RDKit          3D
2-Octenoic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.6450   -0.2655    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5677   -0.3197   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2924    0.2561    0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.2361   -0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815    0.8213   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4889    0.0577    1.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6385   -0.5515    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -0.5840    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7697   -1.2341    0.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218    0.0051   -0.9613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2330    0.6725    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784   -1.1683    0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1714   -0.2826    1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3946   -1.3790   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8841    0.2664   -1.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438   -0.4643    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4825    1.2686    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0063   -0.7961   -1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    0.8283   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7880    0.9629   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7634    1.8450    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430    0.0172    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697   -1.0813    2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719    0.8893   -1.1698 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
  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
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
M  END
Download

3D SDF for HMDB0000392 (2-Octenoic acid)

      
  Mrv1652305261923552D          

 10  9  0  0  0  0            999 V2000
   14.0174   -9.4264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7319   -8.1891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7319   -9.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2712   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9855   -9.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4462   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7000   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4144   -9.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1289   -9.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8434   -9.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  3  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  3  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000392

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6-

> <INCHI_KEY>
CWMPPVPFLSZGCY-SREVYHEPSA-N

> <FORMULA>
C8H14O2

> <MOLECULAR_WEIGHT>
142.1956

> <EXACT_MASS>
142.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.18621755375797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-oct-2-enoic acid

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.6978569473333334

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.252182202336849

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
41.368900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-2-octenoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0000392 (2-Octenoic acid)

HMDB0000392
     RDKit          3D
2-Octenoic acid
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.6450   -0.2655    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5677   -0.3197   -0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2924    0.2561    0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.2361   -0.6822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815    0.8213   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4889    0.0577    1.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6385   -0.5515    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6978   -0.5840    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7697   -1.2341    0.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218    0.0051   -0.9613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2330    0.6725    0.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784   -1.1683    0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1714   -0.2826    1.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3946   -1.3790   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8841    0.2664   -1.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0438   -0.4643    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4825    1.2686    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0063   -0.7961   -1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    0.8283   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7880    0.9629   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7634    1.8450    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430    0.0172    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7697   -1.0813    2.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1719    0.8893   -1.1698 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
  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
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
 10 24  1  0
M  END
Download

PDB for HMDB0000392 (2-Octenoic acid)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      26.166 -17.596   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      27.500 -15.286   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      27.500 -16.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.373 -17.596   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.706 -16.826   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.833 -17.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.040 -17.596   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.374 -16.826   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      35.707 -17.596   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.041 -16.826   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    3                                                            
CONECT    3    1    2    6                                                  
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    3                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
Download

3D PDB for HMDB0000392 (2-Octenoic acid)

COMPND    HMDB0000392
HETATM    1  C1  UNL     1      -3.645  -0.265   0.743  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.568  -0.320  -0.307  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.292   0.256   0.304  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.173   0.236  -0.682  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.082   0.821  -0.047  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.489   0.058   1.122  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.639  -0.552   1.248  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.698  -0.584   0.277  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.770  -1.234   0.566  1.00  0.00           O  
HETATM   10  O2  UNL     1       3.722   0.005  -0.961  1.00  0.00           O  
HETATM   11  H1  UNL     1      -4.233   0.672   0.597  1.00  0.00           H  
HETATM   12  H2  UNL     1      -4.278  -1.168   0.633  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.171  -0.283   1.731  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.395  -1.379  -0.588  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.884   0.266  -1.192  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.044  -0.464   1.135  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.482   1.269   0.683  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.006  -0.796  -1.027  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.462   0.828  -1.575  1.00  0.00           H  
HETATM   20  H10 UNL     1       1.788   0.963  -0.855  1.00  0.00           H  
HETATM   21  H11 UNL     1       0.763   1.845   0.348  1.00  0.00           H  
HETATM   22  H12 UNL     1       0.743   0.017   1.944  1.00  0.00           H  
HETATM   23  H13 UNL     1       2.770  -1.081   2.209  1.00  0.00           H  
HETATM   24  H14 UNL     1       4.172   0.889  -1.170  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9    9   10
CONECT   10   24
END
Download

SMILES for HMDB0000392 (2-Octenoic acid)

CCCCC\C=C/C(O)=O
Download

INCHI for HMDB0000392 (2-Octenoic acid)

InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6-
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-OctenoateGenerator
cis-2-Octenoic acidHMDB
(Z)-2-Octenoic acidHMDB
2-Octenic acidHMDB
2Z-OctenoateHMDB
2Z-Octenoic acidHMDB
Oct-2-enoateHMDB
Oct-2-enoic acidHMDB
trans-2-OctenoateHMDB
2-Octenoic acidHMDB
Chemical FormulaC8H14O2
Average Molecular Weight142.1956
Monoisotopic Molecular Weight142.099379692
IUPAC Name(2Z)-oct-2-enoic acid
Traditional Namecis-2-octenoic acid
CAS Registry Number1577-96-4
SMILES
CCCCC\C=C/C(O)=O
InChI Identifier
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h6-7H,2-5H2,1H3,(H,9,10)/b7-6-
InChI KeyCWMPPVPFLSZGCY-SREVYHEPSA-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 locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point5 - 6 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility797.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.74 g/LALOGPS
logP3.01ALOGPS
logP2.7ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)5.25ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.37 m³·mol⁻¹ChemAxon
Polarizability16.19 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.5631661259
DarkChem[M-H]-131.35431661259
AllCCS[M+H]+134.53732859911
AllCCS[M-H]-135.76232859911
DeepCCS[M+H]+135.24330932474
DeepCCS[M-H]-132.2630932474
DeepCCS[M-2H]-168.94530932474
DeepCCS[M+Na]+144.05130932474
AllCCS[M+H]+134.532859911
AllCCS[M+H-H2O]+130.432859911
AllCCS[M+NH4]+138.432859911
AllCCS[M+Na]+139.532859911
AllCCS[M-H]-135.832859911
AllCCS[M+Na-2H]-138.032859911
AllCCS[M+HCOO]-140.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.5.86 minutes32390414
Predicted by Siyang on May 30, 202215.18 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.21 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2028.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid468.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid177.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid329.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid356.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid619.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid601.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)166.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1336.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid440.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1363.6 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid455.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid405.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate549.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA467.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water25.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Octenoic acidCCCCC\C=C/C(O)=O2241.7Standard polar33892256
2-Octenoic acidCCCCC\C=C/C(O)=O1195.5Standard non polar33892256
2-Octenoic acidCCCCC\C=C/C(O)=O1217.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Octenoic acid,1TMS,isomer #1CCCCC/C=C\C(=O)O[Si](C)(C)C1310.5Semi standard non polar33892256
2-Octenoic acid,1TBDMS,isomer #1CCCCC/C=C\C(=O)O[Si](C)(C)C(C)(C)C1528.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Octenoic acid EI-B (Non-derivatized)splash10-0096-9000000000-801c8e0537a0c78cb64f2018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Octenoic acid EI-B (Non-derivatized)splash10-0096-9000000000-801c8e0537a0c78cb64f2018-05-25HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Octenoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-054x-9100000000-685aa1c309f4024a258c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Octenoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-05i3-9300000000-009fbcd018a04b967cd12017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Octenoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Octenoic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Octenoic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-00di-9200000000-ea14afb080f00f6db3292012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Octenoic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0fk9-9000000000-e4e0cfcba513035e593d2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Octenoic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0udi-9000000000-ff984717b537e96ab3682012-07-24HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 10V, Positive-QTOFsplash10-004i-1900000000-13db6226b25ca6e887e72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 20V, Positive-QTOFsplash10-003v-9400000000-5c8132b1452fb86685a62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 40V, Positive-QTOFsplash10-000f-9000000000-d964983e7540bbe985ae2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 10V, Negative-QTOFsplash10-0006-1900000000-bdaae44d4773ffd6a29c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 20V, Negative-QTOFsplash10-006y-3900000000-f923ee2d24c2c936a3952017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 40V, Negative-QTOFsplash10-052g-9100000000-3f6317b29935f491c0f32017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 10V, Positive-QTOFsplash10-0a4i-9100000000-35fbf6036a26b499b0402021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 20V, Positive-QTOFsplash10-0a4i-9000000000-a8d30352fd0b19afc3f02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 40V, Positive-QTOFsplash10-0a4i-9000000000-45f40a1dbaae13a04dae2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 10V, Negative-QTOFsplash10-00dl-0900000000-e92c8d4ba859e2c18a1a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 20V, Negative-QTOFsplash10-0596-0900000000-15af8a5dc0356cd2f4b02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Octenoic acid 40V, Negative-QTOFsplash10-00kf-9000000000-5f0acc9c148a535551fd2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane (predicted from logP)
  • Microsomes
Biospecimen LocationsNot Available
Tissue Locations
  • Liver
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 IDFDB022010
KNApSAcK IDC00031683
Chemspider ID4445840
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID4146
PubChem Compound5282713
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1621221
References
Synthesis ReferenceDupont, Georges; Dulou, Raymond; Pigerol, Charles. Kharasch reactions with 1-heptene. Synthesis of octanoic and 2-octenoic acid. Compt. rend. (1955), 240 628-9.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6. [PubMed:8087979 ]
  2. Watanabe K, Matsunaga T, Narimatsu S, Yamamoto I, Yoshimura H: Mouse hepatic microsomal oxidation of aliphatic aldehydes (C8 to C11) to carboxylic acids. Biochem Biophys Res Commun. 1992 Oct 15;188(1):114-9. [PubMed:1417834 ]
  3. Libert R, Draye JP, Van Hoof F, Schanck A, Soumillion JP, de Hoffmann E: Study of reactions induced by hydroxylamine treatment of esters of organic acids and of 3-ketoacids: application to the study of urines from patients under valproate therapy. Biol Mass Spectrom. 1991 Feb;20(2):75-86. [PubMed:1883862 ]
  4. Yanagisawa I, Yamane M, Urayama T: Simultaneous separation and sensitive determination of free fatty acids in blood plasma by high-performance liquid chromatography. J Chromatogr. 1985 Dec 13;345(2):229-40. [PubMed:4086594 ]
  5. Tsuchiya H, Hayashi T, Sato M, Tatsumi M, Takagi N: Simultaneous separation and sensitive determination of free fatty acids in blood plasma by high-performance liquid chromatography. J Chromatogr. 1984 Jul 13;309(1):43-52. [PubMed:6480773 ]
  6. Farine JP, Sirugue D, Abed-Vieillard D, Everaerts C, Le Quere JL, Bonnard O, Brossut R: The male abdominal glands of Leucophaea maderae: chemical identification of the volatile secretion and sex pheromone function. J Chem Ecol. 2007 Feb;33(2):405-15. doi: 10.1007/s10886-006-9224-7. Epub 2007 Jan 3. [PubMed:17200891 ]