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Showing metabocard for Propenylacrylic Acid (HMDB0256823)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 17:24:35 UTC
Update Date2021-09-26 23:12:47 UTC
HMDB IDHMDB0256823
Secondary Accession NumbersNone
Metabolite Identification
Common NamePropenylacrylic Acid
Description2-methylidenepent-3-enoic acid belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Based on a literature review very few articles have been published on 2-methylidenepent-3-enoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Propenylacrylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Propenylacrylic Acid 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 HMDB0256823 (Propenylacrylic Acid)


  Mrv1652309112119242D          

  8  7  0  0  0  0            999 V2000
    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 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
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0256823 (Propenylacrylic Acid)

HMDB0256823
     RDKit          3D
Propenylacrylic Acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.8909   -1.4655   -1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034   -0.7669   -0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4340    0.2196   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    0.9767    0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537    1.9773    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191   -1.0126    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -0.3992    1.8406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056   -1.9867    0.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -1.2463   -2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484   -2.2274   -1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.3347   -1.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909    1.0151    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    1.7040    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440    2.9486    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068    1.9673   -0.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360   -2.0388    0.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  4  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  5 15  1  0
  8 16  1  0
M  END
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3D SDF for HMDB0256823 (Propenylacrylic Acid)


  Mrv1652309112119242D          

  8  7  0  0  0  0            999 V2000
    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 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
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256823

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O2/c1-3-4-5(2)6(7)8/h3-4H,2H2,1H3,(H,7,8)

> <INCHI_KEY>
ALLFLSZNSYXGNQ-UHFFFAOYSA-N

> <FORMULA>
C6H8O2

> <MOLECULAR_WEIGHT>
112.128

> <EXACT_MASS>
112.052429498

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.703242564020243

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylidenepent-3-enoic acid

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
1.455713455333333

> <ALOGPS_LOGS>
-0.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8831487372682805

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
31.967100000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propenylacrylic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0256823 (Propenylacrylic Acid)

HMDB0256823
     RDKit          3D
Propenylacrylic Acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.8909   -1.4655   -1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034   -0.7669   -0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4340    0.2196   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    0.9767    0.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537    1.9773    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191   -1.0126    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897   -0.3992    1.8406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056   -1.9867    0.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -1.2463   -2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484   -2.2274   -1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.3347   -1.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4909    1.0151    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    1.7040    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5440    2.9486    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068    1.9673   -0.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360   -2.0388    0.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  4  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  5 15  1  0
  8 16  1  0
M  END
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PDB for HMDB0256823 (Propenylacrylic Acid)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -2.667   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  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.080   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    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 HMDB0256823 (Propenylacrylic Acid)

COMPND    HMDB0256823
HETATM    1  C1  UNL     1      -0.891  -1.465  -1.529  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.603  -0.767  -0.419  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.434   0.220  -0.511  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.838   0.977   0.449  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.954   1.977   0.189  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.319  -1.013   0.806  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.090  -0.399   1.841  1.00  0.00           O  
HETATM    8  O2  UNL     1      -2.306  -1.987   0.797  1.00  0.00           O  
HETATM    9  H1  UNL     1      -0.332  -1.246  -2.412  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.648  -2.227  -1.573  1.00  0.00           H  
HETATM   11  H3  UNL     1       0.924   0.335  -1.491  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.491   1.015   1.464  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.834   1.704   0.809  1.00  0.00           H  
HETATM   14  H6  UNL     1       1.544   2.949   0.510  1.00  0.00           H  
HETATM   15  H7  UNL     1       2.207   1.967  -0.876  1.00  0.00           H  
HETATM   16  H8  UNL     1      -3.036  -2.039   0.100  1.00  0.00           H  
CONECT    1    2    2    9   10
CONECT    2    3    6
CONECT    3    4    4   11
CONECT    4    5   12
CONECT    5   13   14   15
CONECT    6    7    7    8
CONECT    8   16
END
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SMILES for HMDB0256823 (Propenylacrylic Acid)

CC=CC(=C)C(O)=O
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INCHI for HMDB0256823 (Propenylacrylic Acid)

InChI=1S/C6H8O2/c1-3-4-5(2)6(7)8/h3-4H,2H2,1H3,(H,7,8)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Methylidenepent-3-enoateGenerator
PropenylacrylateGenerator
Acid, sorbicMeSH
Sorbate, sodiumMeSH
Acid, hexadienoicMeSH
Hexadienoic acidMeSH
Potassium sorbateMeSH
Sodium sorbateMeSH
Sorbic acidMeSH
Acid, propenylacrylicMeSH
Sorbate, potassiumMeSH
Chemical FormulaC6H8O2
Average Molecular Weight112.128
Monoisotopic Molecular Weight112.052429498
IUPAC Name2-methylidenepent-3-enoic acid
Traditional Namepropenylacrylic acid
CAS Registry NumberNot Available
SMILES
CC=CC(=C)C(O)=O
InChI Identifier
InChI=1S/C6H8O2/c1-3-4-5(2)6(7)8/h3-4H,2H2,1H3,(H,7,8)
InChI KeyALLFLSZNSYXGNQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Unsaturated 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 DescriptorsNot Available
Ontology
Not AvailableNot 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
logP1.65ALOGPS
logP1.46ChemAxon
logS-0.85ALOGPS
pKa (Strongest Acidic)4.88ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity31.97 m³·mol⁻¹ChemAxon
Polarizability11.7 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
DeepCCS[M+H]+125.82130932474
DeepCCS[M-H]-123.02130932474
DeepCCS[M-2H]-159.42230932474
DeepCCS[M+Na]+134.11130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Propenylacrylic AcidCC=CC(=C)C(O)=O1893.1Standard polar33892256
Propenylacrylic AcidCC=CC(=C)C(O)=O907.8Standard non polar33892256
Propenylacrylic AcidCC=CC(=C)C(O)=O987.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Propenylacrylic Acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-9100000000-b4cb5b240a3fb6af1ceb2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Propenylacrylic Acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Propenylacrylic Acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Propenylacrylic Acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-27Wishart 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 ID23621505
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound57150984
PDB IDNot Available
ChEBI IDNot Available
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 ]