General
Preferred name
sapropterin
Synonyms
6R-BH4 dihydrochloride ()
6R-Tetrahydro-L-biopterin dihydrochloride ()
Sapropterin Hydrochloride ()
Biopten ()
(6R)-BH4 (dihydrochloride) ()
(6R)-Tetrahydro-L-biopterin (dihydrochloride) ()
BH4 ()
Sapropterin (dihydrochloride) ()
SAPROPTERIN DIHYDROCHLORIDE ()
Tetrahydrobiopterin Dihydrochloride, R-THBP Dihydrochloride ()
SUN-0588 (Shiratori) ()
SUN-0588 ()
Dapropterin hydrochloride ()
Kuvan ()
T-1401 ()
T1401 (BIOMARIN) ()
Sapropterin dipharma ()
Phenoptin ()
T1401 ()
Tetrahydrobiopterin ()
Dapropterin ()
Sapropterina ()
Daproterin ()
6r-bh4 ()
Sapropterine ()
R-thbp ()
(6R)-5,6,7,8-tetrahydro-L-Biopterin (hydrochloride) ()
P&D ID
PD013660
CAS
69056-38-8
62989-33-7
103130-44-5
Tags
available
drug
Approved by
FDA
EMA
First approval
2007
Drug indication
Hyperphenylalaninemia
Discovery agent
Drug Status
approved
investigational
Max Phase
4.0
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Sapropterin (also known as tetrahydrobiopterin or BH4) is an essential enzymatic cofactor for aromatic amino acid hydroxylase enzymes; phenylalanine hydroxylase (PAH), tryptophan hydroxylase, tyrosine hydroxylase and for nitric oxide synthase. It is used by PAH to degrade phenylalanine, and is required for the biosynthesis of the neurotransmitters serotonin, melatonin, dopamine, norepinephrine (noradrenaline) and epinephrine (adrenaline).
Sapropterin is produced via a pathway of reactions catalysed by the enzymes GTP cyclohydrolase I (GCH1; the primary and rate-limiting reaction), 6-pyruvoyltetrahydropterin synthase (PTPS) and sepiapterin reductase (SR; the terminal reaction). (GtoPdb)
Sapropterin is produced via a pathway of reactions catalysed by the enzymes GTP cyclohydrolase I (GCH1; the primary and rate-limiting reaction), 6-pyruvoyltetrahydropterin synthase (PTPS) and sepiapterin reductase (SR; the terminal reaction). (GtoPdb)
DESCRIPTION
A synthetic form of the essential enzymatic cofactor tetrahydrobiopterin (BH4). BH4 is a cofactor for tryptophan hydroxylase, phenylalanine hydroxylase, tyrosine hydroxylase, nitric oxide synthase and alkylglycerol monooxygenase.
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
24
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Concise Guide to Pharmacology 2017/18
Concise Guide to Pharmacology 2019/20
Concise Guide to Pharmacology 2021/22
Concise Guide to Pharmacology 2023/24
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP Approved Drugs
Guide to Pharmacology
LSP-MoA library (Laboratory of Systems Pharmacology)
Mcule NIBR MoA Box Subset
MedChem Express Bioactive Compound Library
Natural product-based probes and drugs
NCATS Inxight Approved Drugs
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
92
Molecular Weight
241.12
Hydrogen Bond Acceptors
7
Hydrogen Bond Donors
6
Rotatable Bonds
2
Ring Count
2
Aromatic Ring Count
1
cLogP
-1.7
TPSA
136.29
Fraction CSP3
0.56
Chiral centers
3.0
Largest ring
6.0
QED
0.36
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Metabolism
Target
phenylalanine hydroxylas
NOS3, PAH, TH, TPH1
hydroxylase
Member status
member
Indication
hyperphenylalaninemia (HPA)
MOA
phenylalanine 4-hydroxylase stimulant
Biosynthetic Origin
Other (Folate)
Therapeutic Indication
Hyperphenylalaninemia
Therapeutic Class
Metabolic Disorders
Source data
