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Showing NP-Card for alpha-Ketoglutaric acid oxime (NP0334097)

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Record Information
Version2.0
Created at2024-09-09 22:10:13 UTC
Updated at2024-09-09 22:10:14 UTC
NP-MRD IDNP0334097
Secondary Accession NumbersNone
Natural Product Identification
Common Namealpha-Ketoglutaric acid oxime
DescriptionAlpha-Ketoglutaric acid oxime is an organic acid being described in human urine in some cases of maple syrup urine disease. (PMID: 7438430 , 699273 ) [HMDB]
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0334097 (alpha-Ketoglutaric acid oxime)


  Mrv1652304202019302D          

 11 10  0  0  0  0            999 V2000
   12.0548   -7.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7693   -8.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3403   -8.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4837   -7.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3403   -9.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6258   -7.8949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1982   -8.3074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4837   -7.0699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0548   -9.5449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6258   -9.5449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6258   -7.0699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  6  2  0  0  0  0
  3  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
Download

3D MOL for NP0334097 (alpha-Ketoglutaric acid oxime)

HMDB0002467
     RDKit          3D
A-Ketoglutaric acid oxime
 18 17  0  0  0  0  0  0  0  0999 V2000
    2.3775    1.5694    0.7492 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4273    0.5527    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6845    0.1608   -0.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943   -0.1926   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0328    0.4900    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631   -0.1278    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1667    0.5829   -0.5409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    1.8883   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -1.5024    0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733   -2.2662    0.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8378   -2.0217    0.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7659   -0.8083   -0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841   -0.2688   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211   -1.2195    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    1.5482   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2223    0.5209    1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    2.6680   -0.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5699   -1.5739   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  8 17  1  0
 11 18  1  0
M  END
Download

3D SDF for NP0334097 (alpha-Ketoglutaric acid oxime)


  Mrv1652304202019302D          

 11 10  0  0  0  0            999 V2000
   12.0548   -7.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7693   -8.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3403   -8.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4837   -7.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3403   -9.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6258   -7.8949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1982   -8.3074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4837   -7.0699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0548   -9.5449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6258   -9.5449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6258   -7.0699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  6  2  0  0  0  0
  3  5  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334097

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O\N=C(/CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H7NO5/c7-4(8)2-1-3(6-11)5(9)10/h11H,1-2H2,(H,7,8)(H,9,10)/b6-3+

> <INCHI_KEY>
RSXBEVMDACDZRB-ZZXKWVIFSA-N

> <FORMULA>
C5H7NO5

> <MOLECULAR_WEIGHT>
161.1128

> <EXACT_MASS>
161.032422339

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
13.619644469117683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-2-(hydroxyimino)pentanedioic acid

> <ALOGPS_LOGP>
-0.66

> <JCHEM_LOGP>
-0.09978351366666657

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9690918958107515

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.08295656229988

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8080372107141547

> <JCHEM_POLAR_SURFACE_AREA>
107.19000000000001

> <JCHEM_REFRACTIVITY>
32.7047

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-ketoglutaric acid oxime

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0334097 (alpha-Ketoglutaric acid oxime)

HMDB0002467
     RDKit          3D
A-Ketoglutaric acid oxime
 18 17  0  0  0  0  0  0  0  0999 V2000
    2.3775    1.5694    0.7492 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4273    0.5527    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6845    0.1608   -0.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1943   -0.1926   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0328    0.4900    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631   -0.1278    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1667    0.5829   -0.5409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674    1.8883   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -1.5024    0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733   -2.2662    0.9843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8378   -2.0217    0.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7659   -0.8083   -0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841   -0.2688   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211   -1.2195    0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0105    1.5482   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2223    0.5209    1.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    2.6680   -0.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5699   -1.5739   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  8 17  1  0
 11 18  1  0
M  END
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PDB for NP0334097 (alpha-Ketoglutaric acid oxime)

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      22.502 -14.737   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.836 -15.507   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.169 -15.507   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.170 -14.737   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.169 -17.047   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.835 -14.737   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      26.503 -15.507   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      25.170 -13.197   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      22.502 -17.817   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      19.835 -17.817   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      19.835 -13.197   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6    5                                                  
CONECT    4    2    7    8                                                  
CONECT    5    3    9   10                                                  
CONECT    6    3   11                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for NP0334097 (alpha-Ketoglutaric acid oxime)

COMPND    HMDB0002467
HETATM    1  O1  UNL     1       2.377   1.569   0.749  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.427   0.553   0.013  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.684   0.161  -0.445  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.194  -0.193  -0.347  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.033   0.490   0.306  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.263  -0.128   0.045  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.167   0.583  -0.541  1.00  0.00           N  
HETATM    8  O3  UNL     1      -1.967   1.888  -0.930  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.601  -1.502   0.407  1.00  0.00           C  
HETATM   10  O4  UNL     1      -0.773  -2.266   0.984  1.00  0.00           O  
HETATM   11  O5  UNL     1      -2.838  -2.022   0.133  1.00  0.00           O  
HETATM   12  H1  UNL     1       3.766  -0.808  -0.748  1.00  0.00           H  
HETATM   13  H2  UNL     1       1.084  -0.269  -1.434  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.321  -1.220   0.109  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.011   1.548  -0.014  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.222   0.521   1.413  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.941   2.668  -0.314  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.570  -1.574  -0.387  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5   13   14
CONECT    5    6   15   16
CONECT    6    7    7    9
CONECT    7    8
CONECT    8   17
CONECT    9   10   10   11
CONECT   11   18
END
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SMILES for NP0334097 (alpha-Ketoglutaric acid oxime)

O\N=C(/CCC(O)=O)C(O)=O
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INCHI for NP0334097 (alpha-Ketoglutaric acid oxime)

InChI=1S/C5H7NO5/c7-4(8)2-1-3(6-11)5(9)10/h11H,1-2H2,(H,7,8)(H,9,10)/b6-3+
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View in JSmol
Synonyms
ValueSource
a-Ketoglutarate oximeGenerator
2-(Hydroxyimino)- pentanedioateHMDB
2-(Hydroxyimino)- pentanedioic acidHMDB
2-Oxime-(8ci)-2-oxoglutarateHMDB
2-Oxime-(8ci)-2-oxoglutaric acidHMDB
alpha-Ketoglutaric acid oximeHMDB
Oxime-(6ci,7ci)-2-oxoglutarateHMDB
Oxime-(6ci,7ci)-2-oxoglutaric acidHMDB
(2E)-2-(Hydroxyimino)pentanedioateHMDB
Chemical FormulaC5H7NO5
Average Mass161.1128 Da
Monoisotopic Mass161.03242 Da
IUPAC Name(2E)-2-(hydroxyimino)pentanedioic acid
Traditional Nameα-ketoglutaric acid oxime
CAS Registry NumberNot Available
SMILES
O\N=C(/CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C5H7NO5/c7-4(8)2-1-3(6-11)5(9)10/h11H,1-2H2,(H,7,8)(H,9,10)/b6-3+
InChI KeyRSXBEVMDACDZRB-ZZXKWVIFSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
Substituents
  • Fatty acid
  • Dicarboxylic acid or derivatives
  • Ketoxime
  • Oxime
  • Carboxylic acid
  • 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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.66ALOGPS
logP-0.1ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)3.08ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area107.19 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.7 m³·mol⁻¹ChemAxon
Polarizability13.62 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002467
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB112179
KNApSAcK IDNot Available
Chemspider ID20171636
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6691
PubChem Compound13012726
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References