5-Hydroxypentanoic acid (CHEM022820)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:55:09 UTC
Update Date2026-04-14 15:20:35 UTC
Accession NumberCHEM022820
Identification
Common Name5-Hydroxypentanoic acid
ClassSmall Molecule
Description
Contaminant Sources
  • HMDB Contaminants - Feces
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4-Oxy-butan-carbonsaeureChEBI
5-Hydroxy-pentansaeureChEBI
5-Hydroxy-valeriansaeureChEBI
5-Hydroxyvaleric acidChEBI
delta-Hydroxypentanoic acidChEBI
delta-Hydroxyvaleric acidChEBI
Omega-hydroxypentanoic acidChEBI
Omega-hydroxyvaleric acidChEBI
5-HydroxyvalerateGenerator
delta-HydroxypentanoateGenerator
Δ-hydroxypentanoateGenerator
Δ-hydroxypentanoic acidGenerator
delta-HydroxyvalerateGenerator
Δ-hydroxyvalerateGenerator
Δ-hydroxyvaleric acidGenerator
Omega-hydroxypentanoateGenerator
Omega-hydroxyvalerateGenerator
5-HydroxypentanoateGenerator
Chemical FormulaC5H10O3
Average Molecular Mass118.131 g/mol
Monoisotopic Mass118.063 g/mol
CAS Registry Number13392-69-3
IUPAC Name5-hydroxypentanoic acid
Traditional Name5-hydroxyvaleric acid
SMILESOCCCCC(O)=O
InChI IdentifierInChI=1S/C5H10O3/c6-4-2-1-3-5(7)8/h6H,1-4H2,(H,7,8)
InChI KeyPHOJOSOUIAQEDH-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Hydroxy fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility243 g/LALOGPS
logP-0.23ALOGPS
logP-0.07ChemAxon
logS0.31ALOGPS
pKa (Strongest Acidic)4.59ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity28.4 m³·mol⁻¹ChemAxon
Polarizability12.18 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-9fd28b02aa714666decfSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00di-9800000000-f5d8342ea47dcdf1aeaeSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-4900000000-e1053b2041949e88cf80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0zgi-9400000000-274000edeb8ef9c924d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-21ff10ab15b7f9d507ddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-6900000000-9a62253f954f30b17fe8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-9300000000-c774db6701a00bab5426Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-f03ca2c84c138c67e689Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001j-9000000000-ec83ea5033fb8a5e4d59Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-008a-9000000000-a1167b8da6b55dd73873Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06di-9000000000-43fb90fae8acba6cfb40Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zir-9400000000-be8bb98f2087689ba604Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-0d7d25c5d545f433faebSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-9000000000-acbb91d4f3832e3058a8Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB04781
HMDB IDHMDB0061927
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link3-Hydroxypentanoic acid
Chemspider IDNot Available
ChEBI ID45564
PubChem Compound ID25945
Kegg Compound IDC02804
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Matsumoto I, Kuhara T, Yoshino M: Metabolism of branched medium chain length fatty acid. II--beta-oxidation of sodium dipropylacetate in rats. Biomed Mass Spectrom. 1976 Oct;3(5):235-40.
2. Yamaki H, Yamaguchi M, Tsuruo T, Yamaguchi H: Mechanism of action of an antifungal antibiotic, RI-331, (S) 2-amino-4-oxo-5-hydroxypentanoic acid; kinetics of inactivation of homoserine dehydrogenase from Saccharomyces cerevisiae. J Antibiot (Tokyo). 1992 May;45(5):750-5.
3. Yamaki H, Yamaguchi M, Imamura H, Suzuki H, Nishimura T, Saito H, Yamaguchi H: The mechanism of antifungal action of (S)-2-amino-4-oxo-5-hydroxypentanoic acid, RI-331: the inhibition of homoserine dehydrogenase in Saccharomyces cerevisiae. Biochem Biophys Res Commun. 1990 Apr 30;168(2):837-43.
4. Yamaguchi M, Yamaki H, Shinoda T, Tago Y, Suzuki H, Nishimura T, Yamaguchi H: The mode of antifungal action of (S)2-amino-4-oxo-5-hydroxypentanoic acid, RI-331. J Antibiot (Tokyo). 1990 Apr;43(4):411-6.
5. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
6. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
7. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
8. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
9. van Duynhoven J, Vaughan EE, Jacobs DM, Kemperman RA, van Velzen EJ, Gross G, Roger LC, Possemiers S, Smilde AK, Dore J, Westerhuis JA, Van de Wiele T: Metabolic fate of polyphenols in the human superorganism. Proc Natl Acad Sci U S A. 2011 Mar 15;108 Suppl 1:4531-8. doi: 10.1073/pnas.1000098107. Epub 2010 Jun 25.
10. The lipid handbook with CD-ROM
11. Edward F. Kleinman, Robert L. Rosati, Jasjit S. Bindra, 'Renin inhibitors containing 5-amino-2,5-disubstituted-4-hydroxypentanoic acid residues.' U.S. Patent US4729985, issued August, 1984.: http://www.google.ca/patents/US4729985
12. Edward F. Kleinman, Robert L. Rosati, Jasjit S. Bindra, 'Renin inhibitors containing 5-amino-2,5-disubstituted-4-hydroxypentanoic acid residues.' U.S. Patent US4948913, issued March, 1989.: http://www.google.ca/patents/US4948913
13. Edward F. Kleinman, Robert L. Rosati, Jasjit S. Bindra, 'Renin inhibitors containing 5-amino-2,5-disubstituted-4-hydroxypentanoic acid residues.' U.S. Patent US4992562, issued August, 1984.: http://www.google.ca/patents/US4992562