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Showing metabocard for Hexenoic acid (HMDB0302424)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 17:40:42 UTC
Update Date2021-09-23 17:40:43 UTC
HMDB IDHMDB0302424
Secondary Accession NumbersNone
Metabolite Identification
Common NameHexenoic acid
DescriptionHexenoic acid, also known as a,b-hexenoate or alpha,beta-hexenoic acid, is a member of the class of compounds known as medium-chain fatty acids. Medium-chain fatty acids are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Hexenoic acid is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Hexenoic acid can be found in tea, which makes hexenoic acid a potential biomarker for the consumption of this food product.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0302424 (Hexenoic acid)


  Mrv0541 04121513222D          

  8  7  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
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3D MOL for HMDB0302424 (Hexenoic acid)

HMDB0302424
     RDKit          3D
Hexenoic acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -2.0913    0.4871   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8434   -0.9142    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5352   -1.0406    0.9144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6360   -0.6911    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305    0.2841    0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6169    0.6753   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9284    0.0775   -1.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4420    1.7130    0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488    1.2543    0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4579    0.7374   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    0.5540   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6473   -1.1514    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.6110   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739   -2.1158    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6338   -0.4517    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.2408   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2160    0.8355    1.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    2.5985   -0.3491 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  2  3
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  8 18  1  0
M  END
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3D SDF for HMDB0302424 (Hexenoic acid)


  Mrv0541 04121513222D          

  8  7  0  0  0  0            999 V2000
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302424

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)

> <INCHI_KEY>
NIONDZDPPYHYKY-UHFFFAOYSA-N

> <FORMULA>
C6H10O2

> <MOLECULAR_WEIGHT>
114.144

> <EXACT_MASS>
114.068079562

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.348822931875256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hex-2-enoic acid

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
1.8087196173333329

> <ALOGPS_LOGS>
-1.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.125668959637368

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
32.1669

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hexenoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0302424 (Hexenoic acid)

HMDB0302424
     RDKit          3D
Hexenoic acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -2.0913    0.4871   -0.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8434   -0.9142    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5352   -1.0406    0.9144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6360   -0.6911    0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305    0.2841    0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6169    0.6753   -0.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9284    0.0775   -1.3476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4420    1.7130    0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488    1.2543    0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4579    0.7374   -1.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    0.5540   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6473   -1.1514    0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.6110   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739   -2.1158    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6338   -0.4517    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.2408   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2160    0.8355    1.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    2.5985   -0.3491 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  2  3
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  8 18  1  0
M  END
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PDB for HMDB0302424 (Hexenoic acid)

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -2.310  -1.334   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    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0302424 (Hexenoic acid)

COMPND    HMDB0302424
HETATM    1  C1  UNL     1      -2.091   0.487  -0.314  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.843  -0.914   0.173  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.535  -1.041   0.914  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.636  -0.691   0.114  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.431   0.284   0.479  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.617   0.675  -0.286  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.928   0.077  -1.348  1.00  0.00           O  
HETATM    8  O2  UNL     1       3.442   1.713   0.124  1.00  0.00           O  
HETATM    9  H1  UNL     1      -1.849   1.254   0.449  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.458   0.737  -1.205  1.00  0.00           H  
HETATM   11  H3  UNL     1      -3.150   0.554  -0.651  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.647  -1.151   0.910  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.957  -1.611  -0.657  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.474  -2.116   1.247  1.00  0.00           H  
HETATM   15  H7  UNL     1      -0.634  -0.452   1.846  1.00  0.00           H  
HETATM   16  H8  UNL     1       0.849  -1.241  -0.784  1.00  0.00           H  
HETATM   17  H9  UNL     1       1.216   0.836   1.382  1.00  0.00           H  
HETATM   18  H10 UNL     1       3.520   2.598  -0.349  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3   12   13
CONECT    3    4   14   15
CONECT    4    5    5   16
CONECT    5    6   17
CONECT    6    7    7    8
CONECT    8   18
END
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SMILES for HMDB0302424 (Hexenoic acid)

CCCC=CC(O)=O
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INCHI for HMDB0302424 (Hexenoic acid)

InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Hexenoic acidsChEBI
alpha,beta-Hexenoic acidChEBI
Alpha.beta-hexensaeureChEBI
beta-Propylacrylic acidChEBI
C6:1, N-4ChEBI
Hex-2-enoic acidsChEBI
Hex-2-ensaeureChEBI
a,b-HexenoateGenerator
a,b-Hexenoic acidGenerator
alpha,beta-HexenoateGenerator
Α,β-hexenoateGenerator
Α,β-hexenoic acidGenerator
b-PropylacrylateGenerator
b-Propylacrylic acidGenerator
beta-PropylacrylateGenerator
Β-propylacrylateGenerator
Β-propylacrylic acidGenerator
2-HexenoateGenerator
HexenoateGenerator
Chemical FormulaC6H10O2
Average Molecular Weight114.144
Monoisotopic Molecular Weight114.068079562
IUPAC Namehex-2-enoic acid
Traditional Name2-hexenoic acid
CAS Registry NumberNot Available
SMILES
CCCC=CC(O)=O
InChI Identifier
InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)
InChI KeyNIONDZDPPYHYKY-UHFFFAOYSA-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
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.8ALOGPS
logP1.81ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)5.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity32.17 m³·mol⁻¹ChemAxon
Polarizability12.35 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
AllCCS[M+H]+127.57332859911
AllCCS[M+H-H2O]+123.23432859911
AllCCS[M+Na]+132.78932859911
AllCCS[M+NH4]+131.62132859911
AllCCS[M-H]-128.26632859911
AllCCS[M+Na-2H]-131.44532859911
AllCCS[M+HCOO]-134.97432859911
DeepCCS[M+H]+133.31930932474
DeepCCS[M-H]-130.55830932474
DeepCCS[M-2H]-166.85230932474
DeepCCS[M+Na]+141.68730932474

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202213.1927 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.55 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1706.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid434.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid154.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid311.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid222.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid493.3 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 Acid518.1 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)173.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1098.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid391.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1209.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid359.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid368.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate533.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA405.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water63.5 seconds40023050

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 10V, Positive-QTOFsplash10-014j-9600000000-eaa3728999b34ebbea062016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 20V, Positive-QTOFsplash10-066r-9100000000-fe3554c88d2acfdfce532016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 40V, Positive-QTOFsplash10-1003-9000000000-26fb9c3ba45f48fde1d32016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 10V, Negative-QTOFsplash10-03di-2900000000-496dfd8f9f1d7037d3912016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 20V, Negative-QTOFsplash10-03xr-8900000000-ef90155338716180e2032016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 40V, Negative-QTOFsplash10-00kf-9000000000-fbf5e69c0317bbb65f642016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 10V, Positive-QTOFsplash10-014j-9000000000-d2deaba93ed93d78f5902021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 20V, Positive-QTOFsplash10-0ar3-9000000000-59f6c7ca3b46acbe05cd2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 40V, Positive-QTOFsplash10-05ox-9000000000-fb93e8fb7da10fceb7932021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 10V, Negative-QTOFsplash10-0002-9300000000-319fba10b832c88f088a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 20V, Negative-QTOFsplash10-004j-9000000000-317e8d72fc54fce8418f2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hexenoic acid 40V, Negative-QTOFsplash10-014i-9000000000-98e625a7d5eb1d5724822021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB004515
KNApSAcK IDNot Available
Chemspider ID13831
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14486
PDB IDNot Available
ChEBI ID61206
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available