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Showing NP-Card for 2-Oxovaleric acid (NP0085682)

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Record Information
Version2.0
Created at2022-04-29 06:10:24 UTC
Updated at2022-04-29 06:10:24 UTC
NP-MRD IDNP0085682
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Oxovaleric acid
Description2-Oxovaleric acid, also known as 2-oxovalerate or a-ketovalerate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Oxovaleric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 2-Oxovaleric acid has been detected, but not quantified in, herbs and spices. This could make 2-oxovaleric acid a potential biomarker for the consumption of these foods. 2-Oxovaleric acid is found in Annona squamosa and Trigonella caerulea . 2-Oxovaleric acid was first documented in 2000 (PMID: 10872864). An oxopentanoic acid carrying an oxo group at position 2.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0085682 (2-Oxovaleric acid)


  Mrv0541 02231219142D          

  8  7  0  0  0  0            999 V2000
   17.9009   -4.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3298   -4.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6154   -2.9151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4720   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1866   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7576   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9009   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6154   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
Download

3D MOL for NP0085682 (2-Oxovaleric acid)

     RDKit          3D

 16 15  0  0  0  0  0  0  0  0999 V2000
   -1.4771   -0.9259   -0.5965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909    0.4989   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2957    0.6281    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0794    0.1951    0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -0.0256    1.5821 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5918   -0.0011   -0.7109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    0.2221   -1.6906 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921   -0.4314   -0.8735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -1.5944   -0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3708   -1.3395   -0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308   -0.9106   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0897    1.2148   -0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2974    0.8322    0.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2714    1.6746    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6421   -0.0468    1.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6892    0.0094   -0.4048 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  2  0
  4  6  1  0
  6  8  1  0
  6  7  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  3 15  1  0
  8 16  1  0
M  END
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3D SDF for NP0085682 (2-Oxovaleric acid)


  Mrv0541 02231219142D          

  8  7  0  0  0  0            999 V2000
   17.9009   -4.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3298   -4.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6154   -2.9151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4720   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1866   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7576   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9009   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6154   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085682

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O3/c1-2-3-4(6)5(7)8/h2-3H2,1H3,(H,7,8)

> <INCHI_KEY>
KDVFRMMRZOCFLS-UHFFFAOYSA-N

> <FORMULA>
C5H8O3

> <MOLECULAR_WEIGHT>
116.1152

> <EXACT_MASS>
116.047344122

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
11.19453268029834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxopentanoic acid

> <ALOGPS_LOGP>
0.48

> <JCHEM_LOGP>
1.210978465333333

> <ALOGPS_LOGS>
-0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3807740318508506

> <JCHEM_PKA_STRONGEST_BASIC>
-9.65651050049784

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
27.217599999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.27e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0085682 (2-Oxovaleric acid)

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PDB for NP0085682 (2-Oxovaleric acid)
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      33.415  -9.291   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      36.082  -7.752   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      34.749  -5.441   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      30.748  -7.752   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.082  -6.981   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.414  -6.981   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.415  -7.752   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.749  -6.981   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    8                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4                                                            
CONECT    7    1    5    8                                                  
CONECT    8    2    3    7                                                  
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0085682 (2-Oxovaleric acid)
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SMILES for NP0085682 (2-Oxovaleric acid)
CCCC(=O)C(O)=O
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INCHI for NP0085682 (2-Oxovaleric acid)
InChI=1S/C5H8O3/c1-2-3-4(6)5(7)8/h2-3H2,1H3,(H,7,8)
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Synonyms
ValueSource
2-Ketopentanoic acidChEBI
2-OxovalerateChEBI
alpha-Ketovaleric acidChEBI
2-OxopentanoateKegg
2-KetopentanoateGenerator
a-KetovalerateGenerator
a-Ketovaleric acidGenerator
alpha-KetovalerateGenerator
Α-ketovalerateGenerator
Α-ketovaleric acidGenerator
2-Oxopentanoic acidGenerator
.alpha.-keto-N-valeric acidHMDB
2-Keto valeric acidHMDB
2-Keto-N-valeric acidHMDB
2-Ketovaleric acidHMDB
2-oxo-N-Valeric acidHMDB
2-oxo-PentanoateHMDB
2-oxo-Pentanoic acidHMDB
2-oxo-Valeric acidHMDB
a-Keto-valeric acidHMDB
a-oxo-N-Valeric acidHMDB
a-OxopentanoateHMDB
a-Oxopentanoic acidHMDB
a-Oxovaleric acidHMDB
alpha-Keto-valeric acidHMDB
alpha-oxo-N-Valeric acidHMDB
alpha-OxopentanoateHMDB
alpha-Oxopentanoic acidHMDB
alpha-Oxovaleric acidHMDB
2-Ketopentanoic acid, sodium saltHMDB
2-KetovalerateHMDB
2-Keto valerateHMDB
2-Oxovaleric acidChEBI
Chemical FormulaC5H8O3
Average Mass116.1152 Da
Monoisotopic Mass116.04734 Da
IUPAC Name2-oxopentanoic acid
Traditional Nameα-oxopentanoic acid
CAS Registry NumberNot Available
SMILES
CCCC(=O)C(O)=O
InChI Identifier
InChI=1S/C5H8O3/c1-2-3-4(6)5(7)8/h2-3H2,1H3,(H,7,8)
InChI KeyKDVFRMMRZOCFLS-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
Annona squamosaPlant
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
Trigonella caeruleaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassKeto acids and derivatives  
Sub ClassShort-chain keto acids and derivatives  
Direct ParentShort-chain keto acids and derivatives  
Alternative Parents
Substituents
  • Branched fatty acid
    • 

  • Methyl-branched fatty acid
    • 

  • Short-chain keto acid
    • 

  • Alpha-keto acid
    • 

  • Fatty acyl
    • 

  • Alpha-hydroxy ketone
    • 

  • Ketone
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • 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
logP0.48ALOGPS
logP1.21ChemAxon
logS-0.55ALOGPS
pKa (Strongest Acidic)3.38ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity27.22 m³·mol⁻¹ChemAxon
Polarizability11.19 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001865  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003366  
KNApSAcK IDNot Available
Chemspider ID67142  
KEGG Compound IDC06255  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74563  
PDB IDNot Available
ChEBI ID33033  
Good Scents IDNot Available
References
General References
  1. Healy TP, Copland MJ: Human sweat and 2-oxopentanoic acid elicit a landing response from Anopheles gambiae. Med Vet Entomol. 2000 Jun;14(2):195-200. doi: 10.1046/j.1365-2915.2000.00238.x. [PubMed:10872864  ]