Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB110625
Identification
Name: O-acetyl-L-homoserine
Description:Zwitterionic form of O-acetyl-L-homoserine having an anionic carboxy group and a protonated α-amino group; major species at pH 7.3.
Structure
Thumb
Synonyms:
  • acetylhomoserine
  • O-acetylhomoserine
Chemical Formula: C6H11NO4
Average Molecular Weight: 161.16
Monoisotopic Molecular Weight: 162.0766328788
InChI Key: FCXZBWSIAGGPCB-YFKPBYRVSA-N
InChI: InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)/t5-/m0/s1
CAS number: Not Available
IUPAC Name:(2S)-4-acetoxy-2-azaniumylbutanoate
Traditional IUPAC Name: Not Available
SMILES:CC(OCCC(C([O-])=O)[N+])=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct Parent Alpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Carboxylic acid ester
  • Carboxylic acid salt
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic salt
  • Organic zwitterion
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Molecular Weight161.157 g/molPubChem
XLogP3-AA-2.5 PubChem
Hydrogen Bond Donor Count1 PubChem
Hydrogen Bond Acceptor Count4 PubChem
Rotatable Bond Count4 PubChem
Exact Mass161.069 g/molPubChem
Monoisotopic Mass161.069 g/molPubChem
Topological Polar Surface Area94.1 A^2PubChem
Heavy Atom Count11 PubChem
Formal Charge0 PubChem
Complexity151 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count1 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count0 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
  • L-methionine biosynthesis IIIHSERMETANA-PWY
  • superpathway of sulfur amino acid biosynthesis (Saccharomyces cerevisiae)PWY-821
  • L-homocysteine and L-cysteine interconversionPWY-801
  • L-homocysteine biosynthesisPWY-5344
  • sulfate assimilation 2PWY-781
    Spectra
    Spectra: Not Available
    References
    References: Not Available
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    ChEBI57716
    KEGGC01077
    MetaboLightsMTBLC57716
    PubChem25244888