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Showing metabocard for N-Vinylacetamide (HMDB0255246)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:50:17 UTC
Update Date2021-09-26 23:09:53 UTC
HMDB IDHMDB0255246
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Vinylacetamide
DescriptionN-Vinylacetamide belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group. Based on a literature review a significant number of articles have been published on N-Vinylacetamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-vinylacetamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Vinylacetamide 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 HMDB0255246 (N-Vinylacetamide)


  Mrv1652309112116502D          

  6  5  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
    2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 N   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  1  0  0  0  0
  5  6  2  0  0  0  0
M  END
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3D MOL for HMDB0255246 (N-Vinylacetamide)

HMDB0255246
     RDKit          3D
N-Vinylacetamide
 13 12  0  0  0  0  0  0  0  0999 V2000
    2.5937    0.2086    0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -0.4210    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070    0.2081    0.0796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078   -0.4496    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2818    0.2470    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -1.5932    0.8937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753    1.1845   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422   -0.2600    0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -1.4088    0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    1.1525   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    0.9978   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498   -0.5336   -0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511    0.6677    1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  3 10  1  0
  5 11  1  0
  5 12  1  0
  5 13  1  0
M  END
Download

3D SDF for HMDB0255246 (N-Vinylacetamide)


  Mrv1652309112116502D          

  6  5  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
    2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 N   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  1  0  0  0  0
  5  6  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255246

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H7NO/c1-3-5-4(2)6/h3H,1H2,2H3,(H,5,6)

> <INCHI_KEY>
RQAKESSLMFZVMC-UHFFFAOYSA-N

> <FORMULA>
C4H7NO

> <MOLECULAR_WEIGHT>
85.106

> <EXACT_MASS>
85.052763849

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
8.962009287474865

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-ethenylacetamide

> <ALOGPS_LOGP>
-0.26

> <JCHEM_LOGP>
-0.3019378623333333

> <ALOGPS_LOGS>
0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.299182146105064

> <JCHEM_PKA_STRONGEST_BASIC>
-5.281937582451933

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
23.0548

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.77e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-ethenylacetamide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0255246 (N-Vinylacetamide)

HMDB0255246
     RDKit          3D
N-Vinylacetamide
 13 12  0  0  0  0  0  0  0  0999 V2000
    2.5937    0.2086    0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -0.4210    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2070    0.2081    0.0796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078   -0.4496    0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2818    0.2470    0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -1.5932    0.8937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753    1.1845   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5422   -0.2600    0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -1.4088    0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1862    1.1525   -0.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    0.9978   -0.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498   -0.5336   -0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511    0.6677    1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  3 10  1  0
  5 11  1  0
  5 12  1  0
  5 13  1  0
M  END
Download

PDB for HMDB0255246 (N-Vinylacetamide)

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       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  O   UNK     0       4.620  -0.000   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       2.310  -1.334   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  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    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0255246 (N-Vinylacetamide)

COMPND    HMDB0255246
HETATM    1  C1  UNL     1       2.594   0.209   0.060  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.479  -0.421   0.350  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.207   0.208   0.080  1.00  0.00           N  
HETATM    4  C3  UNL     1      -1.008  -0.450   0.383  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.282   0.247   0.083  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.956  -1.593   0.894  1.00  0.00           O  
HETATM    7  H1  UNL     1       2.575   1.185  -0.376  1.00  0.00           H  
HETATM    8  H2  UNL     1       3.542  -0.260   0.261  1.00  0.00           H  
HETATM    9  H3  UNL     1       1.478  -1.409   0.791  1.00  0.00           H  
HETATM   10  H4  UNL     1       0.186   1.152  -0.342  1.00  0.00           H  
HETATM   11  H5  UNL     1      -2.115   0.998  -0.704  1.00  0.00           H  
HETATM   12  H6  UNL     1      -2.950  -0.534  -0.386  1.00  0.00           H  
HETATM   13  H7  UNL     1      -2.751   0.668   1.000  1.00  0.00           H  
CONECT    1    2    2    7    8
CONECT    2    3    9
CONECT    3    4   10
CONECT    4    5    6    6
CONECT    5   11   12   13
END
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SMILES for HMDB0255246 (N-Vinylacetamide)

CC(=O)NC=C
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INCHI for HMDB0255246 (N-Vinylacetamide)

InChI=1S/C4H7NO/c1-3-5-4(2)6/h3H,1H2,2H3,(H,5,6)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
N-EthenylethanimidateHMDB
Chemical FormulaC4H7NO
Average Molecular Weight85.106
Monoisotopic Molecular Weight85.052763849
IUPAC NameN-ethenylacetamide
Traditional NameN-ethenylacetamide
CAS Registry NumberNot Available
SMILES
CC(=O)NC=C
InChI Identifier
InChI=1S/C4H7NO/c1-3-5-4(2)6/h3H,1H2,2H3,(H,5,6)
InChI KeyRQAKESSLMFZVMC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentAcetamides
Alternative Parents
Substituents
  • Acetamide
  • Secondary carboxylic acid amide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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-0.26ALOGPS
logP-0.3ChemAxon
logS0.32ALOGPS
pKa (Strongest Acidic)14.3ChemAxon
pKa (Strongest Basic)-5.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity23.05 m³·mol⁻¹ChemAxon
Polarizability8.96 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]+119.8730932474
DeepCCS[M-H]-117.97430932474
DeepCCS[M-2H]-153.37430932474
DeepCCS[M+Na]+127.65430932474
AllCCS[M+H]+123.532859911
AllCCS[M+H-H2O]+119.132859911
AllCCS[M+NH4]+127.632859911
AllCCS[M+Na]+128.832859911
AllCCS[M-H]-125.332859911
AllCCS[M+Na-2H]-130.032859911
AllCCS[M+HCOO]-135.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 20229.7246 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.68 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1258.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid363.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid107.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid241.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid76.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid275.0 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 Acid383.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)227.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid700.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid222.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid952.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid229.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid265.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate566.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA257.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water166.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-VinylacetamideCC(=O)NC=C1515.5Standard polar33892256
N-VinylacetamideCC(=O)NC=C891.7Standard non polar33892256
N-VinylacetamideCC(=O)NC=C851.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Vinylacetamide,1TMS,isomer #1C=CN(C(C)=O)[Si](C)(C)C992.2Semi standard non polar33892256
N-Vinylacetamide,1TMS,isomer #1C=CN(C(C)=O)[Si](C)(C)C1048.1Standard non polar33892256
N-Vinylacetamide,1TMS,isomer #1C=CN(C(C)=O)[Si](C)(C)C1221.6Standard polar33892256
N-Vinylacetamide,1TBDMS,isomer #1C=CN(C(C)=O)[Si](C)(C)C(C)(C)C1188.8Semi standard non polar33892256
N-Vinylacetamide,1TBDMS,isomer #1C=CN(C(C)=O)[Si](C)(C)C(C)(C)C1284.8Standard non polar33892256
N-Vinylacetamide,1TBDMS,isomer #1C=CN(C(C)=O)[Si](C)(C)C(C)(C)C1380.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-Vinylacetamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-9c8d73dda9adf54ef4d22021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Vinylacetamide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-25Wishart 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 ID71210
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkN-Vinylacetamide
METLIN IDNot Available
PubChem Compound78875
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 ]