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Showing metabocard for Acrylonitrile (HMDB0247972)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 01:07:31 UTC
Update Date2021-09-26 22:57:57 UTC
HMDB IDHMDB0247972
Secondary Accession NumbersNone
Metabolite Identification
Common NameAcrylonitrile
DescriptionAcrylonitrile, also known as propenenitrile or vinyl cyanide, belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N. Acrylonitrile exists in all living organisms, ranging from bacteria to humans. Acrylonitrile is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Acrylonitrile is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Based on a literature review a significant number of articles have been published on Acrylonitrile. This compound has been identified in human blood as reported by (PMID: 31557052 ). Acrylonitrile is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Acrylonitrile 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 HMDB0247972 (Acrylonitrile)


  Mrv0541 02241204202D          

  4  3  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    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 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  3  0  0  0  0
M  END
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3D MOL for HMDB0247972 (Acrylonitrile)

HMDB0247972
     RDKit          3D
Acrylonitrile
  7  6  0  0  0  0  0  0  0  0999 V2000
   -0.9848   -0.2737    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    0.4756   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3816   -0.0483    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189   -0.4710    0.3415 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8901   -1.2815    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    0.1016   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0345    1.4973   -0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  3  0
  1  5  1  0
  1  6  1  0
  2  7  1  0
M  END
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3D SDF for HMDB0247972 (Acrylonitrile)


  Mrv0541 02241204202D          

  4  3  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    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 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247972

> <DATABASE_NAME>
hmdb

> <SMILES>
C=CC#N

> <INCHI_IDENTIFIER>
InChI=1S/C3H3N/c1-2-3-4/h2H,1H2

> <INCHI_KEY>
NLHHRLWOUZZQLW-UHFFFAOYSA-N

> <FORMULA>
C3H3N

> <MOLECULAR_WEIGHT>
53.0626

> <EXACT_MASS>
53.026549101

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
5.335313232875054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
prop-2-enenitrile

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
0.7575628259999999

> <ALOGPS_LOGS>
-0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
23.79

> <JCHEM_REFRACTIVITY>
16.270699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acrylonitrile

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0247972 (Acrylonitrile)

HMDB0247972
     RDKit          3D
Acrylonitrile
  7  6  0  0  0  0  0  0  0  0999 V2000
   -0.9848   -0.2737    0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    0.4756   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3816   -0.0483    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189   -0.4710    0.3415 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8901   -1.2815    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638    0.1016   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0345    1.4973   -0.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  3  0
  1  5  1  0
  1  6  1  0
  2  7  1  0
M  END
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PDB for HMDB0247972 (Acrylonitrile)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for HMDB0247972 (Acrylonitrile)

COMPND    HMDB0247972
HETATM    1  C1  UNL     1      -0.985  -0.274   0.014  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.073   0.476  -0.150  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.382  -0.048   0.116  1.00  0.00           C  
HETATM    4  N1  UNL     1       2.419  -0.471   0.341  1.00  0.00           N  
HETATM    5  H1  UNL     1      -0.890  -1.281   0.348  1.00  0.00           H  
HETATM    6  H2  UNL     1      -1.964   0.102  -0.180  1.00  0.00           H  
HETATM    7  H3  UNL     1      -0.034   1.497  -0.489  1.00  0.00           H  
CONECT    1    2    2    5    6
CONECT    2    3    7
CONECT    3    4    4    4
END
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SMILES for HMDB0247972 (Acrylonitrile)

C=CC#N
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INCHI for HMDB0247972 (Acrylonitrile)

InChI=1S/C3H3N/c1-2-3-4/h2H,1H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-PropenenitrileChEBI
AcrylnitrilChEBI
AcrylsaeurenitrilChEBI
Cyanure de vinyleChEBI
Nitrile acryliqueChEBI
PropenenitrileChEBI
Vinyl cyanideChEBI
Cyanide, vinylHMDB
Chemical FormulaC3H3N
Average Molecular Weight53.0626
Monoisotopic Molecular Weight53.026549101
IUPAC Nameprop-2-enenitrile
Traditional Nameacrylonitrile
CAS Registry NumberNot Available
SMILES
C=CC#N
InChI Identifier
InChI=1S/C3H3N/c1-2-3-4/h2H,1H2
InChI KeyNLHHRLWOUZZQLW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOrganic cyanides
Direct ParentNitriles
Alternative Parents
Substituents
  • Nitrile
  • Carbonitrile
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
Role
Biological role
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
logP0.2ALOGPS
logP0.76ChemAxon
logS-0.55ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.79 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity16.27 m³·mol⁻¹ChemAxon
Polarizability5.34 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]+117.07930932474
DeepCCS[M-H]-115.18430932474
DeepCCS[M-2H]-150.46130932474
DeepCCS[M+Na]+124.81630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AcrylonitrileC=CC#N958.4Standard polar33892256
AcrylonitrileC=CC#N475.3Standard non polar33892256
AcrylonitrileC=CC#N492.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Acrylonitrile GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-9000000000-e98a4853a2169be924152021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Acrylonitrile GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udi-9000000000-3d785cb50bb288891f3b2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 10V, Positive-QTOFsplash10-0udi-9000000000-71b30cadf7bf2d85816a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 20V, Positive-QTOFsplash10-0udi-9000000000-fce2d4bd369d9f9112a12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 40V, Positive-QTOFsplash10-0fb9-9000000000-25af25e910a7b1ceb3c52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 10V, Negative-QTOFsplash10-0udi-9000000000-caa3949200af1731e2fb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 20V, Negative-QTOFsplash10-0udi-9000000000-81d20a6125f47f4264bd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 40V, Negative-QTOFsplash10-0udi-9000000000-b0fda5e60442af3856402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 10V, Positive-QTOFsplash10-0udi-9000000000-e0e2b9faf69b6b5860d22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 20V, Positive-QTOFsplash10-0udi-9000000000-e0e2b9faf69b6b5860d22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 40V, Positive-QTOFsplash10-0udi-9000000000-1be6028c007233ead8ac2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 10V, Negative-QTOFsplash10-0udi-9000000000-718882154b74313a520c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 20V, Negative-QTOFsplash10-0udi-9000000000-718882154b74313a520c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Acrylonitrile 40V, Negative-QTOFsplash10-0udi-9000000000-718882154b74313a520c2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart 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 ID7567
KEGG Compound IDC01998
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAcrylonitrile
METLIN IDNot Available
PubChem Compound7855
PDB IDNot Available
ChEBI ID28217
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1216161
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 ]