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Showing NP-Card for 2-Keto-6-aminocaproate (NP0091945)

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Record Information
Version2.0
Created at2022-05-11 18:52:46 UTC
Updated at2022-05-11 18:52:46 UTC
NP-MRD IDNP0091945
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Keto-6-aminocaproate
Description2-Keto-6-aminocaproate, also known as 6-amino-2-oxohexanoate or 2-oxo-6-aminocaproic acid, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. L-Lysine plays a major role in calcium absorption; building muscle protein; recovering from surgery or sports injuries; and the body's production of hormones, enzymes, and antibodies. 2-Keto-6-aminocaproate is a very strong basic compound (based on its pKa). L-Lysine is an essential amino-acid that is a necessary building block for all protein in the body. 2-Keto-6-aminocaproate exists in all living organisms, ranging from bacteria to humans. 2-Keto-6-aminocaproate is an intermediate in lysine degradation and can be formed from L-lysine. L-Lysine can be converted to 2-keto-6-aminocaproate via the enzyme L-lysine alpha-oxidase. 2-Keto-6-aminocaproate is found in Trypanosoma brucei. 2-Keto-6-aminocaproate can spontaneously decarboxylate to 5-aminovalerate in the presence of the reaction product, hydrogen peroxide.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0091945 (2-Keto-6-aminocaproate)


  Mrv0541 02241203472D          

 10  9  0  0  0  0            999 V2000
   11.2296  -10.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5151  -10.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9441  -10.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8007  -10.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6585  -10.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3727  -10.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0862  -10.3907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6585  -11.6279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0872  -10.8032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3727   -9.5657    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  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  2  0  0  0  0
M  END
Download

3D MOL for NP0091945 (2-Keto-6-aminocaproate)

     RDKit          3D

 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.2380    0.3519   -0.2340 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.1641   -0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728    0.4241    0.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4128   -0.6208   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7997   -1.3144    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9397   -0.3982    0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9338    0.2587    1.3281 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0331   -0.2322   -0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0577   -0.8735   -1.7329 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0576    0.6354   -0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1301    0.7024    0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -0.6600   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170    1.7035   -0.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3407    1.9245    0.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998   -0.0352    1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0561    1.1743    0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -0.2174   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2137   -1.4000   -0.6054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1540   -2.1353   -0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5182   -1.7580    1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0579    1.3060    0.3837 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8 10  1  0
  8  9  2  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
 10 21  1  0
M  END
Download

3D SDF for NP0091945 (2-Keto-6-aminocaproate)


  Mrv0541 02241203472D          

 10  9  0  0  0  0            999 V2000
   11.2296  -10.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5151  -10.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9441  -10.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8007  -10.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6585  -10.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3727  -10.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0862  -10.3907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6585  -11.6279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0872  -10.8032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3727   -9.5657    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  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  6  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0091945

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO3/c7-4-2-1-3-5(8)6(9)10/h1-4,7H2,(H,9,10)

> <INCHI_KEY>
GWENQMVPLJAMAE-UHFFFAOYSA-N

> <FORMULA>
C6H11NO3

> <MOLECULAR_WEIGHT>
145.1564

> <EXACT_MASS>
145.073893223

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
14.618438282127595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-amino-2-oxohexanoic acid

> <ALOGPS_LOGP>
-2.26

> <JCHEM_LOGP>
-2.151053014118317

> <ALOGPS_LOGS>
-0.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2413405203245573

> <JCHEM_PKA_STRONGEST_BASIC>
10.005116205021158

> <JCHEM_POLAR_SURFACE_AREA>
80.39000000000001

> <JCHEM_REFRACTIVITY>
35.4048

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-amino-2-oxohexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0091945 (2-Keto-6-aminocaproate)

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PDB for NP0091945 (2-Keto-6-aminocaproate)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      20.962 -20.166   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.628 -19.396   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.296 -19.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.295 -20.166   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.629 -20.165   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.962 -19.396   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      16.961 -19.396   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      23.629 -21.705   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      26.296 -20.166   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      24.962 -17.856   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    8    6                                                  
CONECT    6    5    9   10                                                  
CONECT    7    4                                                            
CONECT    8    5                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0091945 (2-Keto-6-aminocaproate)
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SMILES for NP0091945 (2-Keto-6-aminocaproate)
NCCCCC(=O)C(O)=O
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INCHI for NP0091945 (2-Keto-6-aminocaproate)
InChI=1S/C6H11NO3/c7-4-2-1-3-5(8)6(9)10/h1-4,7H2,(H,9,10)
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View in JSmol
Synonyms
ValueSource
2-oxo-6-AminocaproateChEBI
6-Amino-2-oxohexanoateChEBI
2-oxo-6-Aminocaproic acidGenerator
6-Amino-2-oxohexanoic acidGenerator
2-Keto-6-aminocaproic acidGenerator
2-Keto-6-amino-caproateHMDB
2-Keto-6-amino-caproic acidHMDB
2-oxo-6-AminohexanoateHMDB
2-oxo-6-Aminohexanoic acidHMDB
alpha-Keto-epsilon-aminocaproateHMDB
alpha-Keto-epsilon-aminocaproic acidHMDB
alpha-Keto-epsilon-aminohexanoateHMDB
alpha-Keto-epsilon-aminohexanoic acidHMDB
alpha-KetolysineHMDB
Chemical FormulaC6H11NO3
Average Mass145.1564 Da
Monoisotopic Mass145.07389 Da
IUPAC Name6-amino-2-oxohexanoic acid
Traditional Name6-amino-2-oxohexanoic acid
CAS Registry NumberNot Available
SMILES
NCCCCC(=O)C(O)=O
InChI Identifier
InChI=1S/C6H11NO3/c7-4-2-1-3-5(8)6(9)10/h1-4,7H2,(H,9,10)
InChI KeyGWENQMVPLJAMAE-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Trypanosoma bruceiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12  carbon atoms long side chain.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassKeto acids and derivatives  
Sub ClassMedium-chain keto acids and derivatives  
Direct ParentMedium-chain keto acids and derivatives  
Alternative Parents
Substituents
  • Medium-chain keto acid
    • 

  • Amino fatty acid
    • 

  • Alpha-keto acid
    • 

  • Fatty acyl
    • 

  • Alpha-hydroxy ketone
    • 

  • Amino acid
    • 

  • Amino acid or derivatives
    • 

  • Ketone
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Amine
    • 

  • Primary amine
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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-2.3ALOGPS
logP-2.2ChemAxon
logS-0.93ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)10.01ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.4 m³·mol⁻¹ChemAxon
Polarizability14.62 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0012151  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028808  
KNApSAcK IDNot Available
Chemspider ID388981  
KEGG Compound IDC03239  
BioCyc ID2-KETO-6-AMINO-CAPROATE  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439954  
PDB IDNot Available
ChEBI ID17534  
Good Scents IDNot Available
References
General ReferencesNot Available