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Tetrahydrobiopterin

CAT: 0804-HY-107383-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-107383-01Size:5 mg
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Description
Tetrahydrobiopterin ((Rac) -Sapropterin) is a cofactor of the aromatic amino acid hydroxylases enzymes and also acts as an essential cofactor for all nitric oxide synthase (NOS) isoforms.
CAS Number
17528-72-2
Product Name Alternative
(Rac) -Sapropterin
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; NO Synthase
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Concentration
10mM
Purity
99.72
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C1C2=C(NC(N)=N1)NCC(C(O)C(O)C)N2
Molecular Formula
C9H15N5O3
Molecular Weight
241.25
Precautions
H302, H315, H319, H335
References & Citations
[1]Rivera JC, et al. Tetrahydrobiopterin (BH4) deficiency is associated with augmented inflammation and microvascular degeneration in the retina. J Neuroinflammation. 2017 Sep 6;14 (1) :181.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Human Endogenous Metabolite

Chemical Information

Tetrahydrobiopterin

5,6,7,8-tetrahydrobiopterin is a member of biopterins, a diol and a tetrahydropterin. It has a role as a coenzyme, a prosthetic group, a nutraceutical and a human metabolite.

CAS Number17528-72-2
PubChem CID135402045
IUPAC Name2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-3H-pteridin-4-one
Molecular FormulaC9H15N5O3
Molecular Weight241.25
XLogP-1.9
Topological Polar Surface Area132
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count17
Formal Charge0
Complexity405
SMILES
CC(C(C1CNC2=C(N1)C(=O)NC(=N2)N)O)O
InChI
InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)
InChIKey
FNKQXYHWGSIFBK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Tetrahydrobiopterin
CAS: 17528-72-2
CID: 135402045
Formula: C9H15N5O3
MW: 241.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight241.25
XLogP3-1.9
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass241.11748936
Monoisotopic Mass241.11748936
Topological Polar Surface Area132 Ų
Heavy Atom Count17
Formal Charge0
Complexity405
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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