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

• ChemBase ID: 155370
• Molecular Formular: C9H17Cl2N5O3
• Molecular Mass: 314.16898
• Monoisotopic Mass: 313.07084479
• SMILES: C[C@@H]([C@@H]([C@H]1CNc2c(c(=O)[nH]c(n2)N)N1)O)O.Cl.Cl
• Canonical SMILES: C[C@@H]([C@@H]([C@H]1CNc2c(N1)c(=O)[nH]c(n2)N)O)O.Cl.Cl
• InChI: InChI=1S/C9H15N5O3.2ClH/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);2*1H/t3-,4+,6-;;/m0../s1
• InChIKey: RKSUYBCOVNCALL-NTVURLEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3,4,5,6,7,8-hexahydropteridin-4-one dihydrochloride
• IUPAC Traditional name: 6R-5,6,7,8-tetrahydrobiopterin dihydrochloride
• Synonyms: (6R)-BH4; (6R)-5,6,7,8-Tetrahydrobiopterin dihydrochloride

Database IDs

• CAS Number: 69056-38-8
• MDL Number: MFCD00891665
• PubChem SID: 24277922; 162249508
• PubChem CID: 636369

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

• RTECS: UO3516500
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C9H15N5O3 · 2HCl

DETAILS

Sigma Aldrich - T4425

Biochem/physiol Actions
Natural cofactor for phenylalanine hydroxylase, tyrosine hydroxylase, tryptophan hydroxylase, and nitric oxide synthetase.