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Human Metabolome Database Version 3.5

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Showing metabocard for 6-methyltetrahydropterin (HMDB02249)

Record Information
Version 3.5
Creation Date 2006-05-22 08:17:44 -0600
Update Date 2013-05-07 15:37:53 -0600
HMDB ID HMDB02249
Secondary Accession Numbers None
Metabolite Identification
Common Name 6-methyltetrahydropterin
Description Cofactor of phenylalanine and tyrosine hydroxylase (S-form) (Combined Chemical Dictionary).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2-Amino-5,6,7,8-tetrahydro-6-methyl-4(1H)-pteridinone
  2. 6-Methyl-5,6,7,8-tetrahydrobiopterin
  3. 6-Methyl-5,6,7,8-tetrahydropteridine
  4. 6-Methyltetrahydropteridine
  5. Tyrosine hydroxylase pteridine cofactor
Chemical Formula C7H11N5O
Average Molecular Weight 181.1951
Monoisotopic Molecular Weight 181.096359999
IUPAC Name 2-amino-6-methyl-1,4,5,6,7,8-hexahydropteridin-4-one
Traditional IUPAC Name 2-amino-6-methyl-5,6,7,8-tetrahydro-1H-pteridin-4-one
CAS Registry Number 942-41-6
SMILES CC1CNC2=C(N1)C(=O)N=C(N)N2
InChI Identifier InChI=1S/C7H11N5O/c1-3-2-9-5-4(10-3)6(13)12-7(8)11-5/h3,10H,2H2,1H3,(H4,8,9,11,12,13)
InChI Key HWOZEJJVUCALGB-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Pteridines and Derivatives
Sub Class Pterins and Derivatives
Other Descriptors
  • Pteridines and Derivatives
Substituents
  • Aminopyrimidine
  • Pyrimidine
  • Pyrimidone
Direct Parent Pterins and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm (predicted from logP)
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 1.33 g/L ALOGPS
LogP -0.93 ALOGPS
LogP -1.4 ChemAxon
LogS -2.13 ALOGPS
pKa (strongest acidic) 10.02 ChemAxon
pKa (strongest basic) 3.72 ChemAxon
Hydrogen Acceptor Count 6 ChemAxon
Hydrogen Donor Count 4 ChemAxon
Polar Surface Area 91.54 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 56.51 ChemAxon
Polarizability 17.9 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
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 FDB022927
KNApSAcK ID Not Available
Chemspider ID 3012 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB02249 Link_out
Metagene Link HMDB02249 Link_out
METLIN ID 6572 Link_out
PubChem Compound 3124 Link_out
PDB ID Not Available
ChEBI ID 331648 Link_out
References
Synthesis Reference Whiteley J M; Webber S An abbreviated synthesis of tetrahydropteridines. Analytical biochemistry (1984), 137(2), 394-6.
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Kuster T, Matasovic A, Niederwieser A: Application of gas chromatography-mass spectrometry to the study of biopterin metabolism in man. Detection of biolumazine and 2'-deoxysepialumazine. J Chromatogr. 1984 May 4;290:303-10. Pubmed: 6547448 Link_out