(6S)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3,4,5,6,7,8-hexahydropteridin-4-one; methane

• ChemBase ID: 178287
• Molecular Formular: C10H19N5O3
• Molecular Mass: 257.28956
• Monoisotopic Mass: 257.14878949
• SMILES: [nH]1c(nc2c(c1=O)N[C@@H](CN2)[C@H]([C@H](C)O)O)N.C
• Canonical SMILES: C[C@@H]([C@@H]([C@@H]1CNc2c(N1)c(=O)[nH]c(n2)N)O)O.C
• InChI: InChI=1S/C9H15N5O3.CH4/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);1H4/t3-,4-,6-;/m0./s1
• InChIKey: QNMKNWIOIRWIJR-NXYGYYFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3,4,5,6,7,8-hexahydropteridin-4-one; methane
• IUPAC Traditional name: (6S)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-3H-pteridin-4-one; methane
• Synonyms: (6S)-2-Amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4(1H)-pteridinone Disulfate; [6S-[6R*(1S*,2R*)]]-5,6,7,8-Tetrahydro-biopterin Disulfate; (6S)-Tetrahydro-L-biopterin Disulfate

Database IDs

• CAS Number: 103130-45-6
• PubChem SID: 164234197
• PubChem CID: 71752417

CALCULATED PROPERTIES

• Acid pKa: 11.118297
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.373985
• LogD (pH = 7.4): -2.3219085
• Log P: -2.3211265
• Molar Refractivity: 68.6334 cm^3
• Polarizability: 22.361328 Å^3
• Polar Surface Area: 132.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T293180

A natural cofactor for phenylalanine hydroxylase, tyrosine hydroxylase, tryptophan hydroxylase, and nitric oxide synthase.An essential cofactor for the production of neurotransmitters such as catecholamines, serotonin, and nitric oxide. Increasing BH4 lev

REFERENCES

• Kwon, N.S., et al.: J. Biol. Chem., 264, 20498 (1989)
• Werner, E.R., et al.: Proc. Soc. Exp. Biol. Med., 203, 1 (1989)