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Showing metabocard for Crotonic acid betaine (HMDB0250545)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 07:35:59 UTC
Update Date2021-09-26 23:02:04 UTC
HMDB IDHMDB0250545
Secondary Accession NumbersNone
Metabolite Identification
Common NameCrotonic acid betaine
Description4-(trimethylammonio)but-2-enoate belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. Based on a literature review very few articles have been published on 4-(trimethylammonio)but-2-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Crotonic acid betaine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Crotonic acid betaine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0250545 (Crotonic acid betaine)


  Mrv1533004241503482D          

 10  9  0  0  0  0            999 V2000
    2.8875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0625    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    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  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  CHG  2   2   1  10  -1
M  END
Download

3D MOL for HMDB0250545 (Crotonic acid betaine)

HMDB0250545
     RDKit          3D
Crotonic acid betaine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.0501   -0.7831   -0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0127   -0.1502   -0.1100 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0354    1.2589   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -0.4006    1.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.7791   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769   -0.3290    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    0.2545   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622    0.7165    0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5153    1.2655   -0.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972    0.5485    1.8709 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8024   -0.5385   -1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903   -1.8710   -0.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038   -0.3243   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6977    1.7986    0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    1.4871   -1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0278    1.7350   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3177    0.1188    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476   -1.4772    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    0.0366    1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612   -0.6073   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -1.8865   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -0.4673    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992    0.3943   -1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 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
M  CHG  2   2   1  10  -1
M  END
Download

3D SDF for HMDB0250545 (Crotonic acid betaine)


  Mrv1533004241503482D          

 10  9  0  0  0  0            999 V2000
    2.8875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0625    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    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  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  CHG  2   2   1  10  -1
M  END
> <DATABASE_ID>
HMDB0250545

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(C)CC=CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO2/c1-8(2,3)6-4-5-7(9)10/h4-5H,6H2,1-3H3

> <INCHI_KEY>
GUYHPGUANSLONG-UHFFFAOYSA-N

> <FORMULA>
C7H13NO2

> <MOLECULAR_WEIGHT>
143.186

> <EXACT_MASS>
143.094628663

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
15.359209011952773

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(trimethylazaniumyl)but-2-enoate

> <ALOGPS_LOGP>
-2.81

> <JCHEM_LOGP>
-3.8147789514717454

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4913706175167265

> <JCHEM_POLAR_SURFACE_AREA>
40.129999999999995

> <JCHEM_REFRACTIVITY>
63.21710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(trimethylammonio)but-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0250545 (Crotonic acid betaine)

HMDB0250545
     RDKit          3D
Crotonic acid betaine
 23 22  0  0  0  0  0  0  0  0999 V2000
   -2.0501   -0.7831   -0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0127   -0.1502   -0.1100 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.0354    1.2589   -0.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -0.4006    1.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.7791   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3769   -0.3290    0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    0.2545   -0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622    0.7165    0.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5153    1.2655   -0.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5972    0.5485    1.8709 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8024   -0.5385   -1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903   -1.8710   -0.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038   -0.3243   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6977    1.7986    0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    1.4871   -1.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0278    1.7350   -0.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3177    0.1188    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476   -1.4772    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173    0.0366    1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612   -0.6073   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -1.8865   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -0.4673    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992    0.3943   -1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 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
M  CHG  2   2   1  10  -1
M  END
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PDB for HMDB0250545 (Crotonic acid betaine)

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       5.390   1.334   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       3.850   2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    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 HMDB0250545 (Crotonic acid betaine)

COMPND    HMDB0250545
HETATM    1  C1  UNL     1      -2.050  -0.783  -0.920  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.013  -0.150  -0.110  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -1.035   1.259  -0.362  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.348  -0.401   1.272  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.239  -0.779  -0.487  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.377  -0.329   0.309  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.410   0.254  -0.258  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.562   0.716   0.503  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.515   1.265  -0.100  1.00  0.00           O  
HETATM   10  O2  UNL     1       3.597   0.549   1.871  1.00  0.00           O1-
HETATM   11  H1  UNL     1      -1.802  -0.538  -1.980  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.990  -1.871  -0.737  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.004  -0.324  -0.654  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.698   1.799   0.371  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.476   1.487  -1.368  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.028   1.735  -0.343  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.318   0.119   1.462  1.00  0.00           H  
HETATM   18  H8  UNL     1      -1.548  -1.477   1.471  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.617   0.037   1.979  1.00  0.00           H  
HETATM   20  H10 UNL     1       0.361  -0.607  -1.576  1.00  0.00           H  
HETATM   21  H11 UNL     1       0.077  -1.887  -0.384  1.00  0.00           H  
HETATM   22  H12 UNL     1       1.388  -0.467   1.373  1.00  0.00           H  
HETATM   23  H13 UNL     1       2.399   0.394  -1.331  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    4    5
CONECT    3   14   15   16
CONECT    4   17   18   19
CONECT    5    6   20   21
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9    9   10
END
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SMILES for HMDB0250545 (Crotonic acid betaine)

C[N+](C)(C)CC=CC([O-])=O
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INCHI for HMDB0250545 (Crotonic acid betaine)

InChI=1S/C7H13NO2/c1-8(2,3)6-4-5-7(9)10/h4-5H,6H2,1-3H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
4-(Trimethylammonio)but-2-enoic acidGenerator
Chemical FormulaC7H13NO2
Average Molecular Weight143.186
Monoisotopic Molecular Weight143.094628663
IUPAC Name4-(trimethylazaniumyl)but-2-enoate
Traditional Name4-(trimethylammonio)but-2-enoate
CAS Registry NumberNot Available
SMILES
C[N+](C)(C)CC=CC([O-])=O
InChI Identifier
InChI=1S/C7H13NO2/c1-8(2,3)6-4-5-7(9)10/h4-5H,6H2,1-3H3
InChI KeyGUYHPGUANSLONG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentStraight chain fatty acids
Alternative Parents
Substituents
  • Straight chain fatty acid
  • Unsaturated fatty acid
  • Quaternary ammonium salt
  • Tetraalkylammonium salt
  • Carboxylic acid salt
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic salt
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
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
logP-2.8ALOGPS
logP-3.8ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)4.49ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.13 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity63.22 m³·mol⁻¹ChemAxon
Polarizability15.36 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+126.74230932474
DeepCCS[M-H]-123.38930932474
DeepCCS[M-2H]-160.0830932474
DeepCCS[M+Na]+135.30230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Crotonic acid betaineC[N+](C)(C)CC=CC([O-])=O1703.3Standard polar33892256
Crotonic acid betaineC[N+](C)(C)CC=CC([O-])=O921.3Standard non polar33892256
Crotonic acid betaineC[N+](C)(C)CC=CC([O-])=O1086.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Crotonic acid betaine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-9200000000-4d8de06d58f6c02c252e2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Crotonic acid betaine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID569
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound589
PDB IDNot Available
ChEBI ID11946
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 References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]