RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0044577
RefMet name	4a-Hydroxytetrahydrobiopterin
Systematic name	4a-Hydroxy-5,6,4,8-tetrahydrobiopterin
Synonyms	PubChem Synonyms
Exact mass	257.112405 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C9H15N5O4	View other entries in RefMet with this formula
Molecular descriptors
Molfile	78624 (Download molfile/View MW Metabolite Database details)
InChI	InChI=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)/t3-,4+,5-,9-/m0/s1
InChIKey	KJKIEFUPAPPGBC-XXKOCQOQSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C[C@@H]([C@@H]([C@H]1CNC2=NC(=NC(=O)[C@@]2(N1)O)N)O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organoheterocyclic compounds
Main Class	Pterins
Sub Class	Biopterins
Distribution of 4a-Hydroxytetrahydrobiopterin in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting 4a-Hydroxytetrahydrobiopterin
External Links
Pubchem CID	135476770
ChEBI ID	15374
KEGG ID	C15522
HMDB ID	HMDB0002281
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving 4a-Hydroxytetrahydrobiopterin

Rxn ID	KEGG Reaction	Enzyme
R04734	4a-Hydroxytetrahydrobiopterin <=> Dihydrobiopterin + H2O	4a-hydroxytetrahydrobiopterin hydro-lyase
R07211	L-Phenylalanine + Tetrahydrobiopterin + Oxygen <=> L-Tyrosine + 4a-Hydroxytetrahydrobiopterin	L-phenylalanine,tetrahydrobiopterin:oxygen oxidoreductase(4-hydroxylating)
R07212	L-Tyrosine + Tetrahydrobiopterin + Oxygen <=> 3,4-Dihydroxy-L-phenylalanine + 4a-Hydroxytetrahydrobiopterin	L-tyrosine,tetrahydrobiopterin:oxygen oxidoreductase(3-hydroxylating)
R07213	L-Tryptophan + Tetrahydrobiopterin + Oxygen <=> 5-Hydroxy-L-tryptophan + 4a-Hydroxytetrahydrobiopterin	L-tryptophan,tetrahydrobiopterin:oxygen oxidoreductase(5-hydroxylating)

Table of KEGG human pathways containing 4a-Hydroxytetrahydrobiopterin

Pathway ID	Human Pathway	# of reactions
hsa00790	Folate biosynthesis	4