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Showing metabocard for 2-Propenamide, N-(1-oxo-2-propenyl)- (HMDB0251122)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 08:25:37 UTC
Update Date2021-09-26 23:02:57 UTC
HMDB IDHMDB0251122
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Propenamide, N-(1-oxo-2-propenyl)-
DescriptionN-(prop-2-enoyl)prop-2-enimidic acid belongs to the class of organic compounds known as n-unsubstituted carboxylic acid imides. N-unsubstituted carboxylic acid imides are compounds comprising an N-unsubstituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R1,R2,R3=H, alkyl, aryl). Based on a literature review very few articles have been published on N-(prop-2-enoyl)prop-2-enimidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-propenamide, n-(1-oxo-2-propenyl)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Propenamide, N-(1-oxo-2-propenyl)- 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 HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)


  Mrv1652309112110252D          

  9  8  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
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3D MOL for HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)

HMDB0251122
     RDKit          3D
2-Propenamide, N-(1-oxo-2-propenyl)-
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.4029   -2.3604   -2.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -1.0865   -2.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.5798   -0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645   -1.3944    0.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204    0.7942   -0.4475 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0371    1.4248    0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0808    2.6955    0.8271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289    0.7272    1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542    1.4330    3.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1288   -3.0747   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305   -2.6949   -3.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439   -0.3920   -2.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111    1.4134   -1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5649   -0.3376    2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    2.5161    3.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.9161    3.9874 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  1 10  1  0
  1 11  1  0
  2 12  1  0
  5 13  1  0
  8 14  1  0
  9 15  1  0
  9 16  1  0
M  END
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3D SDF for HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)


  Mrv1652309112110252D          

  9  8  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251122

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H7NO2/c1-3-5(8)7-6(9)4-2/h3-4H,1-2H2,(H,7,8,9)

> <INCHI_KEY>
CHDKQNHKDMEASZ-UHFFFAOYSA-N

> <FORMULA>
C6H7NO2

> <MOLECULAR_WEIGHT>
125.127

> <EXACT_MASS>
125.047678469

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
12.298061921191762

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(prop-2-enoyl)prop-2-enamide

> <ALOGPS_LOGP>
0.01

> <JCHEM_LOGP>
0.4709059916666665

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.025395768106574

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8060196793686223

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
33.3272

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(prop-2-enoyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)

HMDB0251122
     RDKit          3D
2-Propenamide, N-(1-oxo-2-propenyl)-
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.4029   -2.3604   -2.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -1.0865   -2.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -0.5798   -0.7466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645   -1.3944    0.1330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204    0.7942   -0.4475 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0371    1.4248    0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0808    2.6955    0.8271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289    0.7272    1.9635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542    1.4330    3.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1288   -3.0747   -1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305   -2.6949   -3.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7439   -0.3920   -2.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5111    1.4134   -1.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5649   -0.3376    2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    2.5161    3.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.9161    3.9874 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
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
  1 10  1  0
  1 11  1  0
  2 12  1  0
  5 13  1  0
  8 14  1  0
  9 15  1  0
  9 16  1  0
M  END
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PDB for HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)

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       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.954   4.977   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.287   2.667   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)

COMPND    HMDB0251122
HETATM    1  C1  UNL     1      -0.403  -2.360  -2.377  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.459  -1.087  -2.086  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.156  -0.580  -0.747  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.165  -1.394   0.133  1.00  0.00           O  
HETATM    5  N1  UNL     1      -0.220   0.794  -0.447  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.037   1.425   0.768  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.081   2.695   0.827  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.429   0.727   1.963  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.654   1.433   3.088  1.00  0.00           C  
HETATM   10  H1  UNL     1      -0.129  -3.075  -1.631  1.00  0.00           H  
HETATM   11  H2  UNL     1      -0.630  -2.695  -3.363  1.00  0.00           H  
HETATM   12  H3  UNL     1      -0.744  -0.392  -2.880  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.511   1.413  -1.294  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.565  -0.338   2.054  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.535   2.516   3.069  1.00  0.00           H  
HETATM   16  H7  UNL     1       0.948   0.916   3.987  1.00  0.00           H  
CONECT    1    2    2   10   11
CONECT    2    3   12
CONECT    3    4    4    5
CONECT    5    6   13
CONECT    6    7    7    8
CONECT    8    9    9   14
CONECT    9   15   16
END
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SMILES for HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)

C=CC(=O)NC(=O)C=C
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INCHI for HMDB0251122 (2-Propenamide, N-(1-oxo-2-propenyl)-)

InChI=1S/C6H7NO2/c1-3-5(8)7-6(9)4-2/h3-4H,1-2H2,(H,7,8,9)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
N-(Prop-2-enoyl)prop-2-enimidateGenerator
Chemical FormulaC6H7NO2
Average Molecular Weight125.127
Monoisotopic Molecular Weight125.047678469
IUPAC NameN-(prop-2-enoyl)prop-2-enamide
Traditional NameN-(prop-2-enoyl)prop-2-enamide
CAS Registry NumberNot Available
SMILES
C=CC(=O)NC(=O)C=C
InChI Identifier
InChI=1S/C6H7NO2/c1-3-5(8)7-6(9)4-2/h3-4H,1-2H2,(H,7,8,9)
InChI KeyCHDKQNHKDMEASZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-unsubstituted carboxylic acid imides. N-unsubstituted carboxylic acid imides are compounds comprising an N-unsubstituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R1,R2,R3=H, alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentN-unsubstituted carboxylic acid imides
Alternative Parents
Substituents
  • Acrylic acid or derivatives
  • Carboxylic acid imide, n-unsubstituted
  • Dicarboximide
  • 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
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
logP0.01ALOGPS
logP0.47ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)12.03ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.17 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity33.33 m³·mol⁻¹ChemAxon
Polarizability12.3 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]+124.67930932474
DeepCCS[M-H]-121.02130932474
DeepCCS[M-2H]-158.42630932474
DeepCCS[M+Na]+133.51830932474
AllCCS[M+H]+130.632859911
AllCCS[M+H-H2O]+126.432859911
AllCCS[M+NH4]+134.532859911
AllCCS[M+Na]+135.632859911
AllCCS[M-H]-125.332859911
AllCCS[M+Na-2H]-128.132859911
AllCCS[M+HCOO]-131.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Propenamide, N-(1-oxo-2-propenyl)-C=CC(=O)NC(=O)C=C1940.8Standard polar33892256
2-Propenamide, N-(1-oxo-2-propenyl)-C=CC(=O)NC(=O)C=C1133.7Standard non polar33892256
2-Propenamide, N-(1-oxo-2-propenyl)-C=CC(=O)NC(=O)C=C1143.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Propenamide, N-(1-oxo-2-propenyl)-,1TMS,isomer #1C=CC(=O)N(C(=O)C=C)[Si](C)(C)C1191.8Semi standard non polar33892256
2-Propenamide, N-(1-oxo-2-propenyl)-,1TMS,isomer #1C=CC(=O)N(C(=O)C=C)[Si](C)(C)C1125.4Standard non polar33892256
2-Propenamide, N-(1-oxo-2-propenyl)-,1TMS,isomer #1C=CC(=O)N(C(=O)C=C)[Si](C)(C)C1596.8Standard polar33892256
2-Propenamide, N-(1-oxo-2-propenyl)-,1TBDMS,isomer #1C=CC(=O)N(C(=O)C=C)[Si](C)(C)C(C)(C)C1434.6Semi standard non polar33892256
2-Propenamide, N-(1-oxo-2-propenyl)-,1TBDMS,isomer #1C=CC(=O)N(C(=O)C=C)[Si](C)(C)C(C)(C)C1352.2Standard non polar33892256
2-Propenamide, N-(1-oxo-2-propenyl)-,1TBDMS,isomer #1C=CC(=O)N(C(=O)C=C)[Si](C)(C)C(C)(C)C1725.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-9100000000-6971553e9721d550656f2021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- 10V, Positive-QTOFsplash10-0a4i-9200000000-81273d99036e50e53e942021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- 20V, Positive-QTOFsplash10-0pb9-9000000000-5acc5b787c66787f6ce52021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- 40V, Positive-QTOFsplash10-0a4i-9000000000-8b2c7bd05f536887f1332021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- 10V, Negative-QTOFsplash10-00di-9800000000-92e7e95d4001e26383032021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- 20V, Negative-QTOFsplash10-00dl-9000000000-a24ade85ab81827092692021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Propenamide, N-(1-oxo-2-propenyl)- 40V, Negative-QTOFsplash10-0006-9000000000-b9325b1f58c9d5dd2b7a2021-10-12Wishart 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 ID79950
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound88612
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 ]