Hmdb loader

Showing metabocard for Acrylic acid (HMDB0031647)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:44:37 UTC
Update Date2023-02-21 17:21:06 UTC
HMDB IDHMDB0031647
Secondary Accession Numbers
  • HMDB31647
Metabolite Identification
Common NameAcrylic acid
DescriptionAcrylic acid, also known as 2-propenoic acid or acrylate, belongs to the class of organic compounds known as acrylic acids. These are organic compounds containing acrylic acid CH2=CHCO2H. Acrylic acid exists in all living organisms, ranging from bacteria to humans. Acrylic acid has been detected, but not quantified in, pineapples (Ananas comosus). This could make acrylic acid a potential biomarker for the consumption of these foods. Acrylic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Acrylic acid.
Structure
Data?1677000066
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031647 (Acrylic acid)


  Mrv0541 02231216182D          

  5  4  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 O   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   -1.4289    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
M  END
Download

3D MOL for HMDB0031647 (Acrylic acid)

HMDB0031647
     RDKit          3D
Acrylic acid
  9  8  0  0  0  0  0  0  0  0999 V2000
    1.1629    0.5244    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950   -0.6128    0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401   -0.5942   -0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.6554   -0.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461    0.5451   -0.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1538    0.5196    0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    1.4614   -0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486   -1.5145    0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    1.3264   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  5  9  1  0
M  END
Download

3D SDF for HMDB0031647 (Acrylic acid)


  Mrv0541 02231216182D          

  5  4  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 O   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   -1.4289    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031647

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)

> <INCHI_KEY>
NIXOWILDQLNWCW-UHFFFAOYSA-N

> <FORMULA>
C3H4O2

> <MOLECULAR_WEIGHT>
72.0627

> <EXACT_MASS>
72.021129372

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
6.377670052918477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
prop-2-enoic acid

> <ALOGPS_LOGP>
0.46

> <JCHEM_LOGP>
0.5329472926666666

> <ALOGPS_LOGS>
0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.715808200933474

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
17.2914

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acrylic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0031647 (Acrylic acid)

HMDB0031647
     RDKit          3D
Acrylic acid
  9  8  0  0  0  0  0  0  0  0999 V2000
    1.1629    0.5244    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950   -0.6128    0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8401   -0.5942   -0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.6554   -0.3640 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4461    0.5451   -0.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1538    0.5196    0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    1.4614   -0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486   -1.5145    0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7460    1.3264   -0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  5  9  1  0
M  END
Download

PDB for HMDB0031647 (Acrylic acid)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+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
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
Download

3D PDB for HMDB0031647 (Acrylic acid)

COMPND    HMDB0031647
HETATM    1  C1  UNL     1       1.163   0.524   0.267  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.495  -0.613   0.222  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.840  -0.594  -0.315  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.481  -1.655  -0.364  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.446   0.545  -0.780  1.00  0.00           O  
HETATM    6  H1  UNL     1       2.154   0.520   0.664  1.00  0.00           H  
HETATM    7  H2  UNL     1       0.753   1.461  -0.080  1.00  0.00           H  
HETATM    8  H3  UNL     1       0.949  -1.515   0.580  1.00  0.00           H  
HETATM    9  H4  UNL     1      -1.746   1.326  -0.194  1.00  0.00           H  
CONECT    1    2    2    6    7
CONECT    2    3    8
CONECT    3    4    4    5
CONECT    5    9
END
Download

SMILES for HMDB0031647 (Acrylic acid)

OC(=O)C=C
Download

INCHI for HMDB0031647 (Acrylic acid)

InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Propenoic acidChEBI
Acroleic acidChEBI
AcrylateChEBI
Ethylenecarboxylic acidChEBI
PropenoateChEBI
Propenoic acidChEBI
Vinylformic acidChEBI
Polyacrylic acidKegg
Carbopol 1342Kegg
2-PropenoateGenerator
AcroleateGenerator
EthylenecarboxylateGenerator
VinylformateGenerator
PolyacrylateGenerator
HystoacrilMeSH
Acrylic acid, ca (2:1) saltMeSH
Acrylic acid, ca (2:1) salt, dihydrateMeSH
Acrylic acid, fe (3+) saltMeSH
Acrylic acid, aluminum saltMeSH
Acrylic acid, ammonium saltMeSH
Acrylic acid, cobalt (2+) saltMeSH
Acrylic acid, magnesium saltMeSH
Acrylic acid, potassium saltMeSH
Acrylic acid, silver saltMeSH
Acrylic acid, sodium saltMeSH
Acrylic acid, zinc saltMeSH
Magnesium acrylateMeSH
Prop-2-enoic acidHMDB
Propene acidHMDB
Chemical FormulaC3H4O2
Average Molecular Weight72.0627
Monoisotopic Molecular Weight72.021129372
IUPAC Nameprop-2-enoic acid
Traditional Nameacrylic acid
CAS Registry Number79-10-7
SMILES
OC(=O)C=C
InChI Identifier
InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
InChI KeyNIXOWILDQLNWCW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acrylic acids. These are organic compounds containing acrylic acid CH2=CHCO2H.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAcrylic acids and derivatives
Direct ParentAcrylic acids
Alternative Parents
Substituents
  • Acrylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • 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
Process
Naturally occurring process
Role
Industrial applicationEnvironmental role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point13 °CNot Available
Boiling Point141.20 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000 mg/mLNot Available
LogP0.35Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility123 g/LALOGPS
logP0.46ALOGPS
logP0.53ChemAxon
logS0.23ALOGPS
pKa (Strongest Acidic)4.72ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity17.29 m³·mol⁻¹ChemAxon
Polarizability6.38 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]+112.09331661259
DarkChem[M-H]-104.15231661259
DeepCCS[M+H]+119.89930932474
DeepCCS[M-H]-117.46330932474
DeepCCS[M-2H]-153.48130932474
DeepCCS[M+Na]+128.03830932474
AllCCS[M+H]+121.532859911
AllCCS[M+H-H2O]+116.932859911
AllCCS[M+NH4]+125.832859911
AllCCS[M+Na]+127.032859911
AllCCS[M-H]-127.932859911
AllCCS[M+Na-2H]-133.532859911
AllCCS[M+HCOO]-139.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Acrylic acidOC(=O)C=C1704.4Standard polar33892256
Acrylic acidOC(=O)C=C778.7Standard non polar33892256
Acrylic acidOC(=O)C=C710.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Acrylic acid,1TMS,isomer #1C=CC(=O)O[Si](C)(C)C814.3Semi standard non polar33892256
Acrylic acid,1TBDMS,isomer #1C=CC(=O)O[Si](C)(C)C(C)(C)C1049.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Acrylic acid EI-B (Non-derivatized)splash10-00b9-9000000000-ebdb7274700971cd6f142017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Acrylic acid EI-B (Non-derivatized)splash10-00b9-9000000000-ebdb7274700971cd6f142018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Acrylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9000000000-0699bc1a72211c124b602017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Acrylic acid GC-MS (1 TMS) - 70eV, Positivesplash10-05di-9100000000-9bb15bc91b0dbc41366e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Acrylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Acrylic acid LC-ESI-QQ , negative-QTOFsplash10-00di-9000000000-cc4e478e1301778cd7852017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Acrylic acid LC-ESI-QQ , negative-QTOFsplash10-00di-9000000000-e516a2a0fc66993edc392017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 10V, Positive-QTOFsplash10-05fr-9000000000-03ea2b65243048d48e732016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 20V, Positive-QTOFsplash10-0adi-9000000000-930c69d5a821060550f72016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 40V, Positive-QTOFsplash10-004i-9000000000-325d5750ffad7fd1e4db2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 10V, Negative-QTOFsplash10-00di-9000000000-1692fe79b4f0bd127e1a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 20V, Negative-QTOFsplash10-00di-9000000000-145a2180b79b5fc678c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 40V, Negative-QTOFsplash10-0udi-9000000000-8ef27af021e3e37a326d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 10V, Negative-QTOFsplash10-00di-9000000000-85ee1d7f8db31720e3cf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 20V, Negative-QTOFsplash10-00di-9000000000-85ee1d7f8db31720e3cf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 40V, Negative-QTOFsplash10-00di-9000000000-4e32b50451337c7993fb2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 10V, Positive-QTOFsplash10-0a4i-9000000000-03b32f0d2a31bee0e6172021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 20V, Positive-QTOFsplash10-0a4i-9000000000-03b32f0d2a31bee0e6172021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylic acid 40V, Positive-QTOFsplash10-0a4i-9000000000-03b32f0d2a31bee0e6172021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB02579
Phenol Explorer Compound IDNot Available
FooDB IDFDB008302
KNApSAcK IDC00034423
Chemspider ID6333
KEGG Compound IDC19501
BioCyc IDMY149879
BiGG IDNot Available
Wikipedia LinkAcrylic_acid
METLIN IDNot Available
PubChem Compound6581
PDB IDNot Available
ChEBI ID18308
Food Biomarker OntologyNot Available
VMH IDACRYL
MarkerDB IDNot Available
Good Scents IDrw1216141
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]
  2. (). EAFUS: Everything Added to Food in the United States.. .