Human Metabolome Database Version 3.5

Showing metabocard for Lanthionine ketimine (HMDB04823)

Record Information
Version 3.5
Creation Date 2006-08-24 08:03:25 -0600
Update Date 2013-05-29 13:41:06 -0600
HMDB ID HMDB04823
Secondary Accession Numbers None
Metabolite Identification
Common Name Lanthionine ketimine
Description Lanthionine ketimine binds specifically and with high affinity to brain membranes and belong to a class of endogenous sulfur-containing cyclic products provided with a possible neurochemical function (PMID 1761027 Link_out).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms Not Available
Chemical Formula C6H7NO4S
Average Molecular Weight 189.189
Monoisotopic Molecular Weight 189.009578407
IUPAC Name 3,6-dihydro-2H-1,4-thiazine-3,5-dicarboxylic acid
Traditional IUPAC Name 3,6-dihydro-2H-1,4-thiazine-3,5-dicarboxylic acid
CAS Registry Number 83923-11-9
SMILES OC(=O)C1CSCC(=N1)C(O)=O
InChI Identifier InChI=1S/C6H7NO4S/c8-5(9)3-1-12-2-4(7-3)6(10)11/h3H,1-2H2,(H,8,9)(H,10,11)
InChI Key XIVVIYYWXOMYOD-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 Heteromonocyclic Compounds
Substituents
  • Carboxylic Acid
  • Dicarboxylic Acid Derivative
  • Imine
  • Para Thiazine
  • Thioether
Direct Parent Alpha Amino Acids and Derivatives
Ontology
Status Detected and Quantified
Origin
  • Endogenous
Biofunction
  • Protein synthesis, amino acid biosynthesis
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 6.46 g/L ALOGPS
LogP -0.29 ALOGPS
LogP 0.17 ChemAxon
LogS -1.47 ALOGPS
pKa (strongest acidic) 3.1 ChemAxon
pKa (strongest basic) -2.7 ChemAxon
Hydrogen Acceptor Count 5 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 86.96 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 41.49 ChemAxon
Polarizability 16.74 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Brain
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Expected but not Quantified
Not Applicable Not Available Not Available Comment Normal
  • Not Applicable
Urine Detected and Quantified
0.0502 umol/mmol creatinine Adult (>18 years old) Both Normal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB023431
KNApSAcK ID Not Available
Chemspider ID 118424 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB04823 Link_out
Metagene Link HMDB04823 Link_out
METLIN ID 7085 Link_out
PubChem Compound 134340 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Pecci L, Antonucci A, Nardini M, Cavallini D: Detection of cystathionine and lanthionine ketimines in human urine. Biochem Int. 1988 Nov;17(5):877-83. Pubmed: 3254164 Link_out
  2. Cavallini D, Ricci G, Dupre S, Pecci L, Costa M, Matarese RM, Pensa B, Antonucci A, Solinas SP, Fontana M: Sulfur-containing cyclic ketimines and imino acids. A novel family of endogenous products in the search for a role. Eur J Biochem. 1991 Dec 5;202(2):217-23. Pubmed: 1761027 Link_out