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Showing metabocard for 2-Cyanoethylene oxide (HMDB0245087)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:11:34 UTC
Update Date2021-09-26 22:53:19 UTC
HMDB IDHMDB0245087
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Cyanoethylene oxide
Description2-Cyanoethylene oxide, also known as acrylonitrile epoxide or glycidonitrile, belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). Based on a literature review a significant number of articles have been published on 2-Cyanoethylene oxide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-cyanoethylene oxide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Cyanoethylene oxide 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 HMDB0245087 (2-Cyanoethylene oxide)


  Mrv1652309112100112D          

  5  5  0  0  0  0            999 V2000
   -0.1743    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    2.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  3  0  0  0  0
M  END
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3D MOL for HMDB0245087 (2-Cyanoethylene oxide)

HMDB0245087
     RDKit          3D
2-Cyanoethylene oxide
  8  8  0  0  0  0  0  0  0  0999 V2000
    2.5754    0.4216    0.1833 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065   -0.0235    0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689   -0.5750   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0024    0.4073    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5920   -0.0924   -1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -1.6349    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    1.4562    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9002    0.0407    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  3  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
M  END
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3D SDF for HMDB0245087 (2-Cyanoethylene oxide)


  Mrv1652309112100112D          

  5  5  0  0  0  0            999 V2000
   -0.1743    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    2.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  3  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245087

> <DATABASE_NAME>
hmdb

> <SMILES>
N#CC1CO1

> <INCHI_IDENTIFIER>
InChI=1S/C3H3NO/c4-1-3-2-5-3/h3H,2H2

> <INCHI_KEY>
RSHIVZARDAPEDE-UHFFFAOYSA-N

> <FORMULA>
C3H3NO

> <MOLECULAR_WEIGHT>
69.063

> <EXACT_MASS>
69.021463721

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
6.143051727812772

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
oxirane-2-carbonitrile

> <ALOGPS_LOGP>
-0.50

> <JCHEM_LOGP>
-0.2990870456666668

> <ALOGPS_LOGS>
-0.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287377882742891

> <JCHEM_POLAR_SURFACE_AREA>
33.019999999999996

> <JCHEM_REFRACTIVITY>
15.852699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxirane-2-carbonitrile

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0245087 (2-Cyanoethylene oxide)

HMDB0245087
     RDKit          3D
2-Cyanoethylene oxide
  8  8  0  0  0  0  0  0  0  0999 V2000
    2.5754    0.4216    0.1833 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5065   -0.0235    0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689   -0.5750   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0024    0.4073    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5920   -0.0924   -1.1858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0058   -1.6349    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    1.4562    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9002    0.0407    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  3  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
M  END
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PDB for HMDB0245087 (2-Cyanoethylene oxide)

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      -0.325   0.325   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.445   1.659   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.215   0.325   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.445   3.199   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.445   4.739   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2    1                                                       
CONECT    4    2    5                                                       
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0   10    0
END
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3D PDB for HMDB0245087 (2-Cyanoethylene oxide)

COMPND    HMDB0245087
HETATM    1  N1  UNL     1       2.575   0.422   0.183  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.507  -0.024   0.102  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.169  -0.575  -0.023  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.002   0.407   0.029  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.592  -0.092  -1.186  1.00  0.00           O  
HETATM    6  H1  UNL     1      -0.006  -1.635   0.148  1.00  0.00           H  
HETATM    7  H2  UNL     1      -0.751   1.456   0.209  1.00  0.00           H  
HETATM    8  H3  UNL     1      -1.900   0.041   0.537  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    5    6
CONECT    4    5    7    8
END
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SMILES for HMDB0245087 (2-Cyanoethylene oxide)

N#CC1CO1
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INCHI for HMDB0245087 (2-Cyanoethylene oxide)

InChI=1S/C3H3NO/c4-1-3-2-5-3/h3H,2H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Acrylonitrile epoxideHMDB
Cyanoethylene-epoxideHMDB
GlycidonitrileHMDB
Chemical FormulaC3H3NO
Average Molecular Weight69.063
Monoisotopic Molecular Weight69.021463721
IUPAC Nameoxirane-2-carbonitrile
Traditional Nameoxirane-2-carbonitrile
CAS Registry NumberNot Available
SMILES
N#CC1CO1
InChI Identifier
InChI=1S/C3H3NO/c4-1-3-2-5-3/h3H,2H2
InChI KeyRSHIVZARDAPEDE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassEpoxides
Sub ClassNot Available
Direct ParentEpoxides
Alternative Parents
Substituents
  • Oxacycle
  • Nitrile
  • Carbonitrile
  • Ether
  • Oxirane
  • Dialkyl ether
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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-0.5ALOGPS
logP-0.3ChemAxon
logS-0.22ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area33.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity15.85 m³·mol⁻¹ChemAxon
Polarizability6.14 ųChemAxon
Number of Rings1ChemAxon
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]+119.23230932474
DeepCCS[M-H]-117.33730932474
DeepCCS[M-2H]-152.65930932474
DeepCCS[M+Na]+127.01730932474
AllCCS[M+H]+116.532859911
AllCCS[M+H-H2O]+111.532859911
AllCCS[M+NH4]+121.332859911
AllCCS[M+Na]+122.732859911
AllCCS[M-H]-117.232859911
AllCCS[M+Na-2H]-121.732859911
AllCCS[M+HCOO]-126.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202210.7341 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.21 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1179.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid448.9 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid167.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid330.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid140.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid374.3 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 Acid456.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)463.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid750.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid240.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1010.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid275.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid348.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate717.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA439.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water248.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Cyanoethylene oxideN#CC1CO11261.5Standard polar33892256
2-Cyanoethylene oxideN#CC1CO1663.8Standard non polar33892256
2-Cyanoethylene oxideN#CC1CO1659.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Cyanoethylene oxide GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-9000000000-0a460b06a9bd76485bab2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Cyanoethylene oxide 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-Cyanoethylene oxide 10V, Negative-QTOFsplash10-014i-9000000000-a0c899f42e171fe4c1e62021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Cyanoethylene oxide 20V, Negative-QTOFsplash10-014i-9000000000-ba61fcd49a58eed44cb82021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Cyanoethylene oxide 40V, Negative-QTOFsplash10-0uxr-9000000000-e9d790a8db334b2ad8312021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Cyanoethylene oxide 10V, Positive-QTOFsplash10-00di-9000000000-d37bcc9a136930551a4e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Cyanoethylene oxide 20V, Positive-QTOFsplash10-0006-9000000000-2777dada44737a8b3ea52021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Cyanoethylene oxide 40V, Positive-QTOFsplash10-0udi-9000000000-914fa45f6062e1eabfbf2021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-12Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-12Wishart 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 ID19459
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20662
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 ]