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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:47:42 UTC
HMDB IDHMDB0001422
Secondary Accession Numbers
  • HMDB01422
Metabolite Identification
Common Name3-Hydroxy-N6,N6,N6-trimethyl-L-lysine
Description3-Hydroxy-N6,N6,N6-trimethyl-L-lysine belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. 3-Hydroxy-N6,N6,N6-trimethyl-L-lysine exists in all living organisms, ranging from bacteria to humans. In humans, 3-hydroxy-N6,N6,N6-trimethyl-L-lysine is involved in the carnitine synthesis pathway. 3-Hydroxy-N6,N6,N6-trimethyl-L-lysine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 3-hydroxy-N6,N6,N6-trimethyl-L-lysine a potential biomarker for the consumption of these foods. 3-Hydroxy-N6,N6,N6-trimethyl-L-lysine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 3-Hydroxy-N6,N6,N6-trimethyl-L-lysine.
Structure
Thumb
Synonyms
ValueSource
3-Hydroxy-N(6),N(6),N(6)-trimethyl-L-lysineHMDB
3-Hydroxy-N(6),N(6),N(6)-trimethyllysineHMDB
3-Hydroxy-N6,N6,N6-trimethyl-L-lysin-N6-iumHMDB
Chemical FormulaC9H21N2O3
Average Molecular Weight205.2746
Monoisotopic Molecular Weight205.155217548
IUPAC Name[(5S)-5-amino-5-carboxy-4-hydroxypentyl]trimethylazanium
Traditional Name[(5S)-5-amino-5-carboxy-4-hydroxypentyl]trimethylazanium
CAS Registry NumberNot Available
SMILES
C[N+](C)(C)CCCC(O)[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C9H20N2O3/c1-11(2,3)6-4-5-7(12)8(10)9(13)14/h7-8,12H,4-6,10H2,1-3H3/p+1/t7?,8-/m0/s1
InChI KeyZRJHLGYVUCPZNH-MQWKRIRWSA-O
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Beta-hydroxy acid
  • Hydroxy fatty acid
  • Hydroxy acid
  • Fatty acid
  • Fatty acyl
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Alcohol
  • Organic salt
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic cation
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Mitochondria
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022613
KNApSAcK IDNot Available
Chemspider ID388565
KEGG Compound IDC01259
BioCyc IDNot Available
BiGG ID37211
Wikipedia LinkNot Available
METLIN ID6234
PubChem Compound439460
PDB IDNot Available
ChEBI ID15786
Food Biomarker OntologyNot Available
VMH ID3HTMELYS
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. van Vlies N, Wanders RJ, Vaz FM: Measurement of carnitine biosynthesis enzyme activities by tandem mass spectrometry: differences between the mouse and the rat. Anal Biochem. 2006 Jul 1;354(1):132-9. Epub 2006 May 2. [PubMed:16707092 ]

Enzymes

General function:
Involved in oxidation reduction
Specific function:
Converts trimethyllysine (TML) into hydroxytrimethyllysine (HTML).
Gene Name:
TMLHE
Uniprot ID:
Q9NVH6
Molecular weight:
44048.895
Reactions
N6,N6,N6-Trimethyl-L-lysine + Oxoglutaric acid + Oxygen → 3-Hydroxy-N6,N6,N6-trimethyl-L-lysine + Succinic acid + Carbon dioxidedetails