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

• ChemBase ID: 154699
• Molecular Formular: C9H17N5O7S
• Molecular Mass: 339.32558
• Monoisotopic Mass: 339.08486891
• SMILES: C[C@@H]([C@@H]([C@@H]1CNc2c(c(=O)nc([nH]2)N)N1)O)O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.C[C@@H]([C@@H]([C@@H]1CNc2c(N1)c(=O)nc([nH]2)N)O)O
• InChI: InChI=1S/C9H15N5O3.H2O4S/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7;1-5(2,3)4/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17);(H2,1,2,3,4)/t3-,4-,6-;/m0./s1
• InChIKey: YCBVHESKFWFUMG-NXYGYYFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4,5,6,7,8-hexahydropteridin-4-one; sulfuric acid
• IUPAC Traditional name: (6S)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-1H-pteridin-4-one; sulfuric acid
• Synonyms: (6S)-2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-4-tetrahydro-(1H)-pteridinone sulfate salt; (6S)-5,6,7,8-Tetrahydro-L-erythro-biopterin sulfate

Database IDs

• CAS Number: 103130-45-6
• MDL Number: MFCD07375456
• PubChem SID: 162248837
• PubChem CID: 71311946

CALCULATED PROPERTIES

• Acid pKa: 10.009881
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.6636157
• LogD (pH = 7.4): -2.6637056
• Log P: -2.6621299
• Molar Refractivity: 68.4334 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

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥96% (HPLC)
• Empirical Formula (Hill Notation): C9H15N5O3 · H2SO4

DETAILS

Sigma Aldrich - 19565

Biochem/physiol Actions
Important metabolite of the folate biosynthesis pathway. Stereochemistry of biopterin cofactor1, tetrahydrobiopterin biosynthesis, regeneration and functions2.