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CHEBI:15374 - 4a-hydroxytetrahydrobiopterin

ChEBI IDCHEBI:15374
ChEBI Name4a-hydroxytetrahydrobiopterin
Stars
DefinitionA tetrahydropterin that is 5,6,7,8-tetrahydrobiopterin carrying an additional hydroxy substituent at the 4a-position.
Secondary ChEBI IDsCHEBI:10740, CHEBI:12053
Last Modified6 January 2025
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC9H15N5O4
Net Charge0
Average Mass257.250
Monoisotopic Mass257.11240
SMILESCC(O)C(O)C1CNC2=NC(N)=NC(=O)C2(O)N1
InChIInChI=1S/C9H15N5O4/c1-3(15)5(16)4-2-11-6-9(18,14-4)7(17)13-8(10)12-6/h3-5,14-16,18H,2H2,1H3,(H3,10,11,12,13,17)
InChIKeyKJKIEFUPAPPGBC-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
4a-hydroxytetrahydrobiopterin (CHEBI:15374) has functional parent 5,6,7,8-tetrahydrobiopterin (CHEBI:15372)
4a-hydroxytetrahydrobiopterin (CHEBI:15374) has role human metabolite (CHEBI:77746)
4a-hydroxytetrahydrobiopterin (CHEBI:15374) is a hemiaminal (CHEBI:73080)
4a-hydroxytetrahydrobiopterin (CHEBI:15374) is a tetrahydropterin (CHEBI:30436)
Incoming Relation(s)
4a-hydroxy-L-erythro-5,6,7,8-tetrahydrobiopterin (CHEBI:15642) is a 4a-hydroxytetrahydrobiopterin (CHEBI:15374)
IUPAC Name 
2-amino-6-(1,2-dihydroxypropyl)-4a-hydroxy-5,6,7,8-tetrahydropteridin-4(4aH)-one
Synonym  Source
4a-Hydroxy-5,6,4,8-tetrahydrobiopterinKEGG COMPOUND
Manual XrefsDatabases
CPD-5881MetaCyc
Registry NumbersSources
CAS:70110-58-6ChemIDplus
Citations