Record Information
Version1.0
Creation date2011-09-21 00:18:24 UTC
Update date2015-07-21 06:57:20 UTC
Primary IDFDB022717
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Hydroxyvaleric acid
Description2-Hydroxyvaleric acid is an organic acid present in human biofluids. Its presence in urine has been associated with lactic acidosis, which occurs in Succinic Acidemia (OMIM 600335), a syndrome of organic acidemia associated with congenital lactic acidosis and decreased NADH-cytochrome c reductase activity. 2-Hydroxyvaleric acid presence associated with lactic acidosis has also been found in Propionyl-CoA carboxylase deficiency (OMIM 253260), or Multiple carboxylase deficiency (MCD), an autosomal recessive metabolic disorder characterized primarily by cutaneous and neurologic abnormalities. (PMID: 9389332, 1790187, 3378323, 3383430, 7313494) [HMDB]
CAS Number617-31-2
Structure
Thumb
Synonyms
SynonymSource
alpha-Hydroxy-N-valeric acidChEBI
alpha-Hydroxyvaleric acidChEBI
a-Hydroxy-N-valerateGenerator
a-Hydroxy-N-valeric acidGenerator
alpha-Hydroxy-N-valerateGenerator
Α-hydroxy-N-valerateGenerator
Α-hydroxy-N-valeric acidGenerator
a-HydroxyvalerateGenerator
a-Hydroxyvaleric acidGenerator
alpha-HydroxyvalerateGenerator
Α-hydroxyvalerateGenerator
Α-hydroxyvaleric acidGenerator
2-HydroxyvalerateGenerator
(+-)-2-HydroxypentanoateHMDB
(+-)-2-Hydroxypentanoic acidHMDB
(S)-2-Hydroxyvaleric acidHMDB
2-Hydroxy-pentanoateHMDB
2-Hydroxy-pentanoic acidHMDB
2-HydroxypentanoateHMDB
2-Hydroxypentanoic acidHMDB
DL-2-Hydroxy valeric acidHMDB
DL-2-Hydroxy valerateHMDB
2-Hydroxyvaleric acidChEBI
2-hydroxy-pentanoatehmdb
2-hydroxy-pentanoic acidhmdb
DL-2-hydroxy valeric acidhmdb
α-hydroxy-N-valerateGenerator
α-hydroxy-N-valeric acidGenerator
α-hydroxyvalerateGenerator
α-hydroxyvaleric acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility204 g/LALOGPS
logP0.26ALOGPS
logP0.5ChemAxon
logS0.24ALOGPS
pKa (Strongest Acidic)4.14ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity27.96 m³·mol⁻¹ChemAxon
Polarizability11.83 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H10O3
IUPAC name2-hydroxypentanoic acid
InChI IdentifierInChI=1S/C5H10O3/c1-2-3-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)
InChI KeyJRHWHSJDIILJAT-UHFFFAOYSA-N
Isomeric SMILESCCCC(O)C(O)=O
Average Molecular Weight118.1311
Monoisotopic Molecular Weight118.062994186
Classification
Description Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Branched fatty acid
  • Methyl-branched fatty acid
  • Hydroxy fatty acid
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Monosaccharide
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2-Hydroxyvaleric acid, non-derivatized, GC-MS Spectrumsplash10-000t-1900000000-d70300be52196291976dSpectrum
GC-MS2-Hydroxyvaleric acid, non-derivatized, GC-MS Spectrumsplash10-000t-1900000000-d70300be52196291976dSpectrum
Predicted GC-MS2-Hydroxyvaleric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00bc-9000000000-8ef25031872550bc4b5aSpectrum
Predicted GC-MS2-Hydroxyvaleric acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00g1-9520000000-c9d4fd57ae20696954b7Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-01b9-5900000000-01385a49616d72e0af48Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gb9-5900000000-3d71ffe5b1c985dfc9ccSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fdo-9200000000-659ff4c4697dba592584Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-96838793607ef6f63efeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-5900000000-a4fc27ef3911175a0401Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9200000000-59dd4da8ca2bf68da3f1Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fu-9000000000-bc0895fffaa6399f624bSpectrum
NMRNot Available
ChemSpider ID88482
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID98009
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01863
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference