Hmdb loader

Showing metabocard for Isonitrosoacetone (HMDB0253665)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 12:28:01 UTC
Update Date2021-09-26 23:07:03 UTC
HMDB IDHMDB0253665
Secondary Accession NumbersNone
Metabolite Identification
Common NameIsonitrosoacetone
DescriptionPropanal, 2-oxo-, 1-oxime, also known as OXOX or 2-oxopropanal-1-oxime, belongs to the class of organic compounds known as aldoximes. These are organic compounds with the general formula RC(H)=NOH (R = organyl). Propanal, 2-oxo-, 1-oxime is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Isonitrosoacetone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isonitrosoacetone 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 HMDB0253665 (Isonitrosoacetone)


  Mrv1533004261507392D          

  6  5  0  0  0  0            999 V2000
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   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  2  0  0  0  0
  5  6  1  4  0  0  0
M  END
Download

3D MOL for HMDB0253665 (Isonitrosoacetone)

HMDB0253665
     RDKit          3D
Isonitrosoacetone
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.3797    0.7301   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    0.5620    0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574    1.1476    1.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.2686    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -0.8761   -0.4916 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0680   -1.6694   -0.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888    1.8239   -0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4027    0.2927   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8712    0.3006   -1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   -0.4024    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8843   -1.6406   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  3
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  0
  6 11  1  0
M  END
Download

3D SDF for HMDB0253665 (Isonitrosoacetone)


  Mrv1533004261507392D          

  6  5  0  0  0  0            999 V2000
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   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  2  0  0  0  0
  5  6  1  4  0  0  0
M  END
> <DATABASE_ID>
HMDB0253665

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C=NO

> <INCHI_IDENTIFIER>
InChI=1S/C3H5NO2/c1-3(5)2-4-6/h2,6H,1H3

> <INCHI_KEY>
OVGLVOLWBBGQHS-UHFFFAOYSA-N

> <FORMULA>
C3H5NO2

> <MOLECULAR_WEIGHT>
87.078

> <EXACT_MASS>
87.032028405

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
7.993281803148138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(hydroxyimino)propan-2-one

> <ALOGPS_LOGP>
-0.74

> <JCHEM_LOGP>
0.2054302703333334

> <ALOGPS_LOGS>
-0.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.198647738487256

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4433149193449667

> <JCHEM_POLAR_SURFACE_AREA>
49.66

> <JCHEM_REFRACTIVITY>
20.872799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.28e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydroxyiminoacetone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0253665 (Isonitrosoacetone)

HMDB0253665
     RDKit          3D
Isonitrosoacetone
 11 10  0  0  0  0  0  0  0  0999 V2000
   -1.3797    0.7301   -0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    0.5620    0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9574    1.1476    1.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.2686    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -0.8761   -0.4916 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0680   -1.6694   -0.5757 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888    1.8239   -0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4027    0.2927   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8712    0.3006   -1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775   -0.4024    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8843   -1.6406   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  3
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  4 10  1  0
  6 11  1  0
M  END
Download

PDB for HMDB0253665 (Isonitrosoacetone)

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0      -0.770  -1.334   0.000  0.00  0.00           O+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
Download

3D PDB for HMDB0253665 (Isonitrosoacetone)

COMPND    HMDB0253665
HETATM    1  C1  UNL     1      -1.380   0.730  -0.645  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.590   0.562   0.587  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.957   1.148   1.631  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.584  -0.269   0.567  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.976  -0.876  -0.492  1.00  0.00           N  
HETATM    6  O2  UNL     1       2.068  -1.669  -0.576  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.489   1.824  -0.857  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.403   0.293  -0.520  1.00  0.00           H  
HETATM    9  H3  UNL     1      -0.871   0.301  -1.519  1.00  0.00           H  
HETATM   10  H4  UNL     1       1.178  -0.402   1.470  1.00  0.00           H  
HETATM   11  H5  UNL     1       2.884  -1.641  -0.014  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    3    4
CONECT    4    5    5   10
CONECT    5    6
CONECT    6   11
END
Download

SMILES for HMDB0253665 (Isonitrosoacetone)

CC(=O)C=NO
Download

INCHI for HMDB0253665 (Isonitrosoacetone)

InChI=1S/C3H5NO2/c1-3(5)2-4-6/h2,6H,1H3
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
OXOXMeSH
2-Oxopropanal-1-oximeMeSH
2-OxopropanaloximeMeSH
Chemical FormulaC3H5NO2
Average Molecular Weight87.078
Monoisotopic Molecular Weight87.032028405
IUPAC Name1-(hydroxyimino)propan-2-one
Traditional Namehydroxyiminoacetone
CAS Registry NumberNot Available
SMILES
CC(=O)C=NO
InChI Identifier
InChI=1S/C3H5NO2/c1-3(5)2-4-6/h2,6H,1H3
InChI KeyOVGLVOLWBBGQHS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aldoximes. These are organic compounds with the general formula RC(H)=NOH (R = organyl).
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOximes
Direct ParentAldoximes
Alternative Parents
Substituents
  • Aldoxime
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • 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
logP-0.74ALOGPS
logP0.21ChemAxon
logS-0.58ALOGPS
pKa (Strongest Acidic)6.2ChemAxon
pKa (Strongest Basic)-0.44ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.66 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.87 m³·mol⁻¹ChemAxon
Polarizability7.99 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]+118.08730932474
DeepCCS[M-H]-116.19130932474
DeepCCS[M-2H]-151.6330932474
DeepCCS[M+Na]+126.15530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsonitrosoacetoneCC(=O)C=NO1303.0Standard polar33892256
IsonitrosoacetoneCC(=O)C=NO939.3Standard non polar33892256
IsonitrosoacetoneCC(=O)C=NO901.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isonitrosoacetone,1TMS,isomer #1C=C(C=NO)O[Si](C)(C)C1064.4Semi standard non polar33892256
Isonitrosoacetone,1TMS,isomer #1C=C(C=NO)O[Si](C)(C)C962.7Standard non polar33892256
Isonitrosoacetone,1TMS,isomer #1C=C(C=NO)O[Si](C)(C)C1691.2Standard polar33892256
Isonitrosoacetone,1TBDMS,isomer #1C=C(C=NO)O[Si](C)(C)C(C)(C)C1262.3Semi standard non polar33892256
Isonitrosoacetone,1TBDMS,isomer #1C=C(C=NO)O[Si](C)(C)C(C)(C)C1180.7Standard non polar33892256
Isonitrosoacetone,1TBDMS,isomer #1C=C(C=NO)O[Si](C)(C)C(C)(C)C1843.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isonitrosoacetone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-507bdc0ce12c82acacac2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isonitrosoacetone 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 - Isonitrosoacetone 10V, Positive-QTOFsplash10-0006-9000000000-4a2e8f9039935063b3bc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isonitrosoacetone 20V, Positive-QTOFsplash10-0006-9000000000-2ad950244b0de9963d722021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isonitrosoacetone 40V, Positive-QTOFsplash10-0006-9000000000-a6187dfff0c263e506962021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isonitrosoacetone 10V, Negative-QTOFsplash10-000f-9000000000-1772a793df08095e05d52021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isonitrosoacetone 20V, Negative-QTOFsplash10-0006-9000000000-bf1dae05602e81570cdf2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isonitrosoacetone 40V, Negative-QTOFsplash10-0006-9000000000-5fcccf9adaec27af3eb62021-10-12Wishart 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6399213
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 ]