(1R,2S)-1-(acetyloxy)-1-(2-acetamido-4-oxo-1,2,3,4-tetrahydropteridin-6-yl)(3,3,3-2H3)propan-2-yl acetate

• ChemBase ID: 167512
• Molecular Formular: C15H19N5O6
• Molecular Mass: 365.34126
• Monoisotopic Mass: 365.13353335
• SMILES: c12c(ncc(n1)[C@@H](OC(=O)C)[C@@H](OC(=O)C)C)NC(NC2=O)NC(=O)C
• Canonical SMILES: CC(=O)O[C@H](c1cnc2c(n1)C(=O)NC(N2)NC(=O)C)[C@@H](OC(=O)C)C
• InChI: InChI=1S/C15H19N5O6/c1-6(25-8(3)22)12(26-9(4)23)10-5-16-13-11(18-10)14(24)20-15(19-13)17-7(2)21/h5-6,12,15H,1-4H3,(H,16,19)(H,17,21)(H,20,24)/t6-,12-,15?/m0/s1
• InChIKey: KTGKHWDTEXILTD-NQRCSNSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-1-(acetyloxy)-1-(2-acetamido-4-oxo-1,2,3,4-tetrahydropteridin-6-yl)(3,3,3-^2H₃)propan-2-yl acetate
• IUPAC Traditional name: (1R,2S)-1-(acetyloxy)-1-(2-acetamido-4-oxo-2,3-dihydro-1H-pteridin-6-yl)(3,3,3-^2H₃)propan-2-yl acetate
• Synonyms: 2,3-Dihydro-2-N-acetyl-1',2'-di-O-acetyl-biopterin-d3

Database IDs

• CAS Number: 1346597-41-8
• PubChem SID: 162261645
• PubChem CID: 71316126

CALCULATED PROPERTIES

• Acid pKa: 9.824817
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.5867344
• LogD (pH = 7.4): -0.5882549
• Log P: -0.58671343
• Molar Refractivity: 86.5712 cm^3
• Polarizability: 33.222176 Å^3
• Polar Surface Area: 148.61 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - D448347

Protected labelled Biopterin. A pteridine widely distributed in nature; naturally occurring as the L-erythro-form. Considered as a growth factor for some insects. Fluoresces with a blue color in alkaline solution.

REFERENCES

• Klatt, P., et al.: J. Biol. Chem., 269, 13861 (1994)
• Mitnaul, L., et al.: Biochemistry, 92, 885 (1994)
• Thony, B., et al.: Biochem. J., 347, 1 (1994)