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Showing NP-Card for A-Ketoglutaric acid oxime (NP0000893)

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Record Information
Version2.0
Created at2006-05-22 14:17:54 UTC
Updated at2021-06-29 00:47:36 UTC
NP-MRD IDNP0000893
Secondary Accession NumbersNone
Natural Product Identification
Common NameA-Ketoglutaric acid oxime
DescriptionA-Ketoglutaric acid oxime, also known as a-ketoglutarate oxime or 2-oxime-(8ci)-2-oxoglutarate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000893 (A-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 NP0000893 (A-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 NP0000893 (A-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>
NP0000893

> <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 NP0000893 (A-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

PDB for NP0000893 (A-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 NP0000893 (A-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 NP0000893 (A-Ketoglutaric acid oxime)

O\N=C(/CCC(O)=O)C(O)=O
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INCHI for NP0000893 (A-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 Number2211-15-6
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 Origin
  • Animalia
    • 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
    StateSolid
    Experimental Properties
    PropertyValueReference
    Melting PointNot AvailableNot Available
    Boiling PointNot AvailableNot Available
    Water SolubilityNot AvailableNot Available
    LogPNot AvailableNot Available
    Predicted Properties
    PropertyValueSource
    Water Solubility7.35 g/LALOGPS
    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