Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB000863
Identification
Name: (R)-3-Hydroxy-3-methyl-2-oxopentanoate
Description:(r)-3-hydroxy-3-methyl-2-oxopentanoate belongs to the class of Branched Fatty Acids. These are fatty acids containing a branched chain. (inferred from compound structure)
Structure
Thumb
Synonyms:
  • (3R)-3-hydroxy-3-methyl-2-oxopentanoate
  • (3R)-3-hydroxy-3-methyl-2-oxopentanoic acid
  • (R)-3-hydroxy-3-methyl-2-oxopentanoate
  • (R)-3-hydroxy-3-methyl-2-oxopentanoic acid
  • (R)-3-hydroxy-3-methyl-2-oxovalerate
  • (R)-3-hydroxy-3-methyl-2-oxovaleric acid
Chemical Formula: C6H10O4
Average Molecular Weight: 146.1412
Monoisotopic Molecular Weight: 146.057908808
InChI Key: YJVOWRAWFXRESP-ZCFIWIBFSA-N
InChI:InChI=1S/C6H10O4/c1-3-6(2,10)4(7)5(8)9/h10H,3H2,1-2H3,(H,8,9)/t6-/m1/s1
CAS number: Not Available
IUPAC Name:(3R)-3-hydroxy-3-methyl-2-oxopentanoic acid
Traditional IUPAC Name: (3R)-3-hydroxy-3-methyl-2-oxopentanoic acid
SMILES:CC[C@@](C)(O)C(=O)C(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
Kingdom Organic compounds
Super ClassLipids and lipid-like molecules
Class Fatty Acyls
Sub ClassFatty acids and conjugates
Direct Parent Hydroxy fatty acids
Alternative Parents
Substituents
  • Hydroxy fatty acid
  • Methyl-branched fatty acid
  • Short-chain keto acid
  • Branched fatty acid
  • Beta-hydroxy acid
  • Keto acid
  • Hydroxy acid
  • Alpha-keto acid
  • Acyloin
  • Tertiary alcohol
  • Alpha-hydroxy ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility99.8 mg/mLALOGPS
logP-0.03ALOGPS
logP0.77ChemAxon
logS-0.17ALOGPS
pKa (Strongest Acidic)3.16ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity33.42 m3·mol-1ChemAxon
Polarizability13.7 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways:
  • Valine, leucine and isoleucine biosynthesis pae00290
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004j-3900000000-1c39941c4e6b3b9884dfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fmi-9600000000-94709bf8ae49b74e261aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zmi-9000000000-41b0b2ff7f0b177e07aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6t-3900000000-f53e055eb50930dbb30dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9400000000-690b9b7ffe779189afe6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-44075cd0923ea006902eView in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID49257
HMDB IDNot Available
Pubchem Compound ID11954026
Kegg IDC14463
ChemSpider ID10128321
Wikipedia IDNot Available
BioCyc IDNot Available