Hmdb loader

Showing metabocard for Butanal, 2-oxo- (HMDB0252077)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 09:45:15 UTC
Update Date2021-09-26 23:04:27 UTC
HMDB IDHMDB0252077
Secondary Accession NumbersNone
Metabolite Identification
Common NameButanal, 2-oxo-
Description2-oxobutanal, also known as ethylglyoxal, belongs to the class of organic compounds known as alpha ketoaldehydes. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon. Based on a literature review a small amount of articles have been published on 2-oxobutanal. This compound has been identified in human blood as reported by (PMID: 31557052 ). Butanal, 2-oxo- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Butanal, 2-oxo- 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0252077 (Butanal, 2-oxo-)


  Mrv1533004241506062D          

  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
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 O   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 O   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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
M  END
Download

3D MOL for HMDB0252077 (Butanal, 2-oxo-)

HMDB0252077
     RDKit          3D
Butanal, 2-oxo-
 12 11  0  0  0  0  0  0  0  0999 V2000
   -1.5078    0.1774    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4271   -0.6238   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    0.2904   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500    1.1887   -1.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0091    0.2085    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2898   -0.6811    0.8944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    1.1189   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1518    0.3573    1.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.4897    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -1.5249    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8940   -0.9182   -1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835    0.8965   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  5 12  1  0
M  END
Download

3D SDF for HMDB0252077 (Butanal, 2-oxo-)


  Mrv1533004241506062D          

  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
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 O   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 O   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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252077

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H6O2/c1-2-4(6)3-5/h3H,2H2,1H3

> <INCHI_KEY>
RWHQMRRVZJSKGX-UHFFFAOYSA-N

> <FORMULA>
C4H6O2

> <MOLECULAR_WEIGHT>
86.09

> <EXACT_MASS>
86.036779433

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
8.333014979754305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxobutanal

> <ALOGPS_LOGP>
0.31

> <JCHEM_LOGP>
0.8964863313333332

> <ALOGPS_LOGS>
0.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.96308826027929

> <JCHEM_PKA_STRONGEST_BASIC>
-8.105131758023774

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
21.678000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-oxobutanal

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0252077 (Butanal, 2-oxo-)

HMDB0252077
     RDKit          3D
Butanal, 2-oxo-
 12 11  0  0  0  0  0  0  0  0999 V2000
   -1.5078    0.1774    0.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4271   -0.6238   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6823    0.2904   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4500    1.1887   -1.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0091    0.2085    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2898   -0.6811    0.8944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6640    1.1189   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1518    0.3573    1.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006   -0.4897    0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -1.5249    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8940   -0.9182   -1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835    0.8965   -0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  5 12  1  0
M  END
Download

PDB for HMDB0252077 (Butanal, 2-oxo-)

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         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  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
Download

3D PDB for HMDB0252077 (Butanal, 2-oxo-)

COMPND    HMDB0252077
HETATM    1  C1  UNL     1      -1.508   0.177   0.500  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.427  -0.624  -0.236  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.682   0.290  -0.568  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.450   1.189  -1.414  1.00  0.00           O  
HETATM    5  C4  UNL     1       2.009   0.209   0.021  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.290  -0.681   0.894  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.664   1.119  -0.035  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.152   0.357   1.548  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.401  -0.490   0.497  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.169  -1.525   0.277  1.00  0.00           H  
HETATM   11  H5  UNL     1      -0.894  -0.918  -1.218  1.00  0.00           H  
HETATM   12  H6  UNL     1       2.783   0.897  -0.267  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3   10   11
CONECT    3    4    4    5
CONECT    5    6    6   12
END
Download

SMILES for HMDB0252077 (Butanal, 2-oxo-)

CCC(=O)C=O
Download

INCHI for HMDB0252077 (Butanal, 2-oxo-)

InChI=1S/C4H6O2/c1-2-4(6)3-5/h3H,2H2,1H3
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
EthylglyoxalMeSH
Ethylglyoxal, ion (1-), (e)-isomerMeSH
Ethylglyoxal, ion (1-), (Z)-isomerMeSH
Chemical FormulaC4H6O2
Average Molecular Weight86.09
Monoisotopic Molecular Weight86.036779433
IUPAC Name2-oxobutanal
Traditional Name2-oxobutanal
CAS Registry NumberNot Available
SMILES
CCC(=O)C=O
InChI Identifier
InChI=1S/C4H6O2/c1-2-4(6)3-5/h3H,2H2,1H3
InChI KeyRWHQMRRVZJSKGX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha ketoaldehydes. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha ketoaldehydes
Alternative Parents
Substituents
  • Alpha-ketoaldehyde
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
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
logP0.31ALOGPS
logP0.9ChemAxon
logS0.21ALOGPS
pKa (Strongest Acidic)16.96ChemAxon
pKa (Strongest Basic)-8.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity21.68 m³·mol⁻¹ChemAxon
Polarizability8.33 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]+121.71230932474
DeepCCS[M-H]-119.68130932474
DeepCCS[M-2H]-155.3830932474
DeepCCS[M+Na]+129.84830932474
AllCCS[M+H]+123.332859911
AllCCS[M+H-H2O]+118.832859911
AllCCS[M+NH4]+127.532859911
AllCCS[M+Na]+128.732859911
AllCCS[M-H]-126.032859911
AllCCS[M+Na-2H]-130.632859911
AllCCS[M+HCOO]-135.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Butanal, 2-oxo-CCC(=O)C=O1030.1Standard polar33892256
Butanal, 2-oxo-CCC(=O)C=O620.1Standard non polar33892256
Butanal, 2-oxo-CCC(=O)C=O641.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Butanal, 2-oxo-,1TMS,isomer #1CC=C(C=O)O[Si](C)(C)C955.4Semi standard non polar33892256
Butanal, 2-oxo-,1TMS,isomer #1CC=C(C=O)O[Si](C)(C)C919.8Standard non polar33892256
Butanal, 2-oxo-,1TMS,isomer #1CC=C(C=O)O[Si](C)(C)C1188.7Standard polar33892256
Butanal, 2-oxo-,1TBDMS,isomer #1CC=C(C=O)O[Si](C)(C)C(C)(C)C1204.4Semi standard non polar33892256
Butanal, 2-oxo-,1TBDMS,isomer #1CC=C(C=O)O[Si](C)(C)C(C)(C)C1144.7Standard non polar33892256
Butanal, 2-oxo-,1TBDMS,isomer #1CC=C(C=O)O[Si](C)(C)C(C)(C)C1358.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Butanal, 2-oxo- GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6r-9000000000-410df7403599f50be20e2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butanal, 2-oxo- 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 - Butanal, 2-oxo- 10V, Positive-QTOFsplash10-066r-9000000000-0378d8163a236920f0032021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butanal, 2-oxo- 20V, Positive-QTOFsplash10-052f-9000000000-2e2f0fb6c73e9709aabc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butanal, 2-oxo- 40V, Positive-QTOFsplash10-0006-9000000000-a54a056db386cfada0c32021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butanal, 2-oxo- 10V, Negative-QTOFsplash10-052r-9000000000-adb96a3673e08265adfd2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butanal, 2-oxo- 20V, Negative-QTOFsplash10-0a4i-9000000000-06bef2e6a437721c33d52021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butanal, 2-oxo- 40V, Negative-QTOFsplash10-0006-9000000000-fc26e5d1a50fc8b759b82021-10-12Wishart 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 ID128568
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound145744
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 ]