Hmp_logo

Human Metabolome Database Version 3.5

HMDB has recently undergone some major changes, if you are experiencing problems please click here to provide us with feedback.

Showing metabocard for Palmitoylglycine (HMDB13034)

Record Information
Version 3.5
Creation Date 2009-07-24 18:12:02 -0600
Update Date 2013-02-08 17:29:42 -0700
HMDB ID HMDB13034
Secondary Accession Numbers None
Metabolite Identification
Common Name Palmitoylglycine
Description Palmitoylglycine is an acylglycine with C-16 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycineMCoA + Nacylglycine.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Glycine stearamide
  2. Glycine steatamide
  3. N-(1-Oxooctadecyl)-Glycine
  4. N-(Carboxymethyl)octadecanamide
  5. N-Stearoylglycine
Chemical Formula C18H35NO3
Average Molecular Weight 313.4754
Monoisotopic Molecular Weight 313.261693991
IUPAC Name 2-hexadecanamidoacetic acid
Traditional IUPAC Name N-hexadecanoylglycine
CAS Registry Number 158305-64-7
SMILES CCCCCCCCCCCCCCCC(=O)NCC(O)=O
InChI Identifier InChI=1S/C18H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h2-16H2,1H3,(H,19,20)(H,21,22)
InChI Key KVTFEOAKFFQCCX-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Amino Acids, Peptides, and Analogues
Class Amino Acids and Derivatives
Sub Class Alpha Amino Acids and Derivatives
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Alpha Amino Acids and Derivatives
  • N-acyl amines(Lipidmaps)
Substituents
  • Carboxamide Group
  • Carboxylic Acid
  • N Acyl Amine
  • Secondary Carboxylic Acid Amide
Direct Parent Acyl Glycines
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 7.080E-04 g/L ALOGPS
LogP 6.18 ALOGPS
LogP 5.15 ChemAxon
LogS -5.65 ALOGPS
pKa (strongest acidic) 4.05 ChemAxon
pKa (strongest basic) -0.95 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 66.4 A2 ChemAxon
Rotatable Bond Count 16 ChemAxon
Refractivity 89.89 ChemAxon
Polarizability 39.96 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029260
KNApSAcK ID Not Available
Chemspider ID 133100 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB13034 Link_out
Metagene Link HMDB13034 Link_out
METLIN ID Not Available
PubChem Compound 151008 Link_out
PDB ID 140 Link_out
ChEBI ID 479285 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available