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Showing metabocard for Vinylacetylene (HMDB0259826)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 22:45:36 UTC
Update Date2021-09-26 23:17:38 UTC
HMDB IDHMDB0259826
Secondary Accession NumbersNone
Metabolite Identification
Common NameVinylacetylene
Descriptionbutenyne, also known as vinyl acetylene, belongs to the class of organic compounds known as enynes. These are hydrocarbons containing an alkene and an alkyne group. Based on a literature review very few articles have been published on butenyne. This compound has been identified in human blood as reported by (PMID: 31557052 ). Vinylacetylene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Vinylacetylene 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 HMDB0259826 (Vinylacetylene)


  Mrv1572004191601172D          

  4  3  0  0  0  0            999 V2000
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    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 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  3  0  0  0  0
  4  2  2  0  0  0  0
  4  3  1  0  0  0  0
M  END
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3D MOL for HMDB0259826 (Vinylacetylene)

HMDB0259826
     RDKit          3D
Vinylacetylene
  8  7  0  0  0  0  0  0  0  0999 V2000
    2.1026   -0.1934    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402    0.1385    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299    0.5439    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4481   -0.2783   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -0.4814    0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    1.5864    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -1.3307   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714    0.0151   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  3
  1  5  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
M  END
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3D SDF for HMDB0259826 (Vinylacetylene)


  Mrv1572004191601172D          

  4  3  0  0  0  0            999 V2000
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    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 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  3  0  0  0  0
  4  2  2  0  0  0  0
  4  3  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259826

> <DATABASE_NAME>
hmdb

> <SMILES>
C=CC#C

> <INCHI_IDENTIFIER>
InChI=1S/C4H4/c1-3-4-2/h1,4H,2H2

> <INCHI_KEY>
WFYPICNXBKQZGB-UHFFFAOYSA-N

> <FORMULA>
C4H4

> <MOLECULAR_WEIGHT>
52.076

> <EXACT_MASS>
52.031300129

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
6.015343686837017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
but-1-en-3-yne

> <ALOGPS_LOGP>
0.81

> <JCHEM_LOGP>
1.1308578126666664

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
18.7119

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vinylacetylene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0259826 (Vinylacetylene)

HMDB0259826
     RDKit          3D
Vinylacetylene
  8  7  0  0  0  0  0  0  0  0999 V2000
    2.1026   -0.1934    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402    0.1385    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4299    0.5439    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4481   -0.2783   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -0.4814    0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480    1.5864    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -1.3307   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714    0.0151   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  2  3
  1  5  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
M  END
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PDB for HMDB0259826 (Vinylacetylene)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  -1.334   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  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    4                                                       
CONECT    4    2    3                                                       
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for HMDB0259826 (Vinylacetylene)

COMPND    HMDB0259826
HETATM    1  C1  UNL     1       2.103  -0.193   0.048  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.940   0.139   0.067  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.430   0.544   0.074  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.448  -0.278  -0.094  1.00  0.00           C  
HETATM    5  H1  UNL     1       3.133  -0.481   0.016  1.00  0.00           H  
HETATM    6  H2  UNL     1      -0.648   1.586   0.226  1.00  0.00           H  
HETATM    7  H3  UNL     1      -1.179  -1.331  -0.246  1.00  0.00           H  
HETATM    8  H4  UNL     1      -2.471   0.015  -0.091  1.00  0.00           H  
CONECT    1    2    2    2    5
CONECT    2    3
CONECT    3    4    4    6
CONECT    4    7    8
END
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SMILES for HMDB0259826 (Vinylacetylene)

C=CC#C
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INCHI for HMDB0259826 (Vinylacetylene)

InChI=1S/C4H4/c1-3-4-2/h1,4H,2H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1-Buten-3-yneChEBI
1-ButenyneChEBI
3-Buten-1-yneChEBI
MonovinylacetyleneChEBI
Vinyl acetyleneChEBI
VinylacetyleneChEBI
Chemical FormulaC4H4
Average Molecular Weight52.076
Monoisotopic Molecular Weight52.031300129
IUPAC Namebut-1-en-3-yne
Traditional Namevinylacetylene
CAS Registry NumberNot Available
SMILES
C=CC#C
InChI Identifier
InChI=1S/C4H4/c1-3-4-2/h1,4H,2H2
InChI KeyWFYPICNXBKQZGB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as enynes. These are hydrocarbons containing an alkene and an alkyne group.
KingdomOrganic compounds
Super ClassHydrocarbons
ClassUnsaturated hydrocarbons
Sub ClassEnynes
Direct ParentEnynes
Alternative Parents
Substituents
  • Enyne
  • Acetylide
  • Unsaturated aliphatic hydrocarbon
  • Olefin
  • Acyclic olefin
  • Acyclic acetylene
  • Acetylene
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP0.81ALOGPS
logP1.13ChemAxon
logS-2.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity18.71 m³·mol⁻¹ChemAxon
Polarizability6.02 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]+117.60530932474
DeepCCS[M-H]-115.70930932474
DeepCCS[M-2H]-151.1330932474
DeepCCS[M+Na]+125.49730932474

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.92 minutes32390414
Predicted by Siyang on May 30, 202214.2489 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.65 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1561.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid603.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid236.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid458.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid289.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid503.8 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 Acid662.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)565.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1126.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid390.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1149.6 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid435.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid414.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate714.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA500.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water227.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
VinylacetyleneC=CC#C700.3Standard polar33892256
VinylacetyleneC=CC#C398.4Standard non polar33892256
VinylacetyleneC=CC#C366.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Vinylacetylene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-9000000000-3c50d3abd4dbc4afc00e2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vinylacetylene 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 - Vinylacetylene 10V, Positive-QTOFsplash10-0udi-9000000000-a11781e31c1f73594b5c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vinylacetylene 20V, Positive-QTOFsplash10-0udi-9000000000-a11781e31c1f73594b5c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vinylacetylene 40V, Positive-QTOFsplash10-0udi-9000000000-a3a6bcca5d5ea12be90f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vinylacetylene 10V, Negative-QTOFsplash10-0udi-9000000000-2f036cca7b238631c6a62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vinylacetylene 20V, Negative-QTOFsplash10-0udi-9000000000-2f036cca7b238631c6a62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vinylacetylene 40V, Negative-QTOFsplash10-0udi-9000000000-9034df220f6c30e28f5d2016-08-03Wishart 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 ID12197
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkVinylacetylene
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID48088
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 ]