H4B

5,6,7,8-TETRAHYDROBIOPTERIN

Find entries where: H4B

is present as a standalone ligand in 640 entries

as a non-polymer is covalently linked to polymer or other heterogen groups 2 entries

Find related ligands:

Similar Ligands (Stereospecific)

Similar Ligands (Quick Screen)

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	5,6,7,8-TETRAHYDROBIOPTERIN
Identifiers	(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-3H-pteridin-4-one
Formula	C₉ H₁₅ N₅ O₃
Molecular Weight	241.247
Type	NON-POLYMER
Isomeric SMILES	C[C@@H]([C@@H]([C@H]1CNC2=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)/t3-,4+,6-/m0/s1
InChIKey	FNKQXYHWGSIFBK-RPDRRWSUSA-N

Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	3
Bond Count	33
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB00360 ?
Name	Sapropterin
Groups	approved investigational
Description	Sapropterin (tetrahydrobiopterin or BH4) is a cofactor in the synthesis of nitric oxide. It is also essential in the conversion of phenylalanine to tyrosine by the enzyme phenylalanine-4-hydroxylase; the conversion of tyrosine to L-dopa by the enzyme tyrosine hydroxylase; and conversion of tryptophan to 5-hydroxytryptophan via tryptophan hydroxylase.
Synonyms	Sapropterin 6R-5,6,7,8-tetrahydrobiopterin sapropterinum Sapropterin dihydrochloride 5,6,7,8-Tetrahydrobiopterin (6R)-L-erythro-5,6,7,8-tetrahydrobiopterin (6R)-L-erythro-tetrahydrobiopterin R-THBP Sapropterina 2-Amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydoro-4(1H)-pteridinone Tetrahydrobiopterin (?)-(6R)-2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4(3H)-pteridinone 6R-BH4 6R-L-5,6,7,8-tetrahydrobiopterin
Brand Names	Kuvan Sapropterin Dipharma Javygtor Sapropterin dihydrochloride Sapropterin Dihydrochloride Reddy-sapropterin
Indication	For the treatment of tetrahydrobiopterin (BH4) deficiency.
Categories	Alimentary Tract and Metabolism Amines BCRP/ABCG2 Inhibitors Coenzymes Dietary Supplements Enzymes and Coenzymes Ethylamines Heterocyclic Compounds, Fused-Ring Nitric Oxide Synthase Other Miscellaneous Therapeutic Agents P-glycoprotein inhibitors Phenethylamines Phenylalanine Hydroxylase Activator Phenylalanine Hydroxylase Activators Pteridines Pterins Supplements Various Alimentary Tract and Metabolism Products
ATC-Code	A16AX07
CAS number	62989-33-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Phenylalanine-4-hydroxylase	MSTAVLENPGLGRKLSDFGQETSYIEDNCNQNGAISLIFSLKEEVGALAK...	unknown	cofactor
Nitric oxide synthase, endothelial	MGNLKSVAQEPGPPCGLGLGLGLGLCGKQGPATPAPEPSRAPASLLPPAP...	unknown	cofactor
Tyrosine 3-monooxygenase	MPTPDATTPQAKGFRRAVSELDAKQAEAIMVRGQGAPGPSLTGSPWPGTA...	unknown	cofactor
Tryptophan 5-hydroxylase 1	MIEDNKENKDHSLERGRASLIFSLKNEVGGLIKALKIFQEKHVNLLHIES...	unknown	cofactor
Prostaglandin G/H synthase 2	MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...	unknown	inducer
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	inhibitor
View More

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682