(1R,2S)-1-(2-amino-4-hydroxypteridin-6-yl)(3,3,3-2H3)propane-1,2-diol

• ChemBase ID: 162058
• Molecular Formular: C9H11N5O3
• Molecular Mass: 237.21534
• Monoisotopic Mass: 237.08618924
• SMILES: n1c(nc2c(c1O)nc(cn2)[C@H]([C@@H](O)C)O)N
• Canonical SMILES: C[C@@H]([C@@H](c1cnc2c(n1)c(O)nc(n2)N)O)O
• InChI: InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1
• InChIKey: LHQIJBMDNUYRAM-DZSWIPIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-1-(2-amino-4-hydroxypteridin-6-yl)(3,3,3-^2H₃)propane-1,2-diol
• IUPAC Traditional name: (1R,2S)-1-(2-amino-4-hydroxypteridin-6-yl)(3,3,3-^2H₃)propane-1,2-diol
• Synonyms: 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl-d3]-4(1H)-pteridinone; (-)-Biopterin-d3; 6-Biopterin-d3; L-Biopterin-d3; L-erythro-Biopterin-d3; NSC 339699-d3; Pterin H B2-d3; Biopterin-d3

Database IDs

• CAS Number: 1217838-71-5
• PubChem SID: 162256193
• PubChem CID: 46780806

CALCULATED PROPERTIES

• Acid pKa: 10.364233
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.9094266
• LogD (pH = 7.4): -0.90662986
• Log P: -0.90612376
• Molar Refractivity: 59.3784 cm^3
• Polarizability: 22.230024 Å^3
• Polar Surface Area: 138.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Acid
• Apperance: Brown Solid
• Melting Point: >260°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B389022

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)