(1R,2R,3R,4S,5R)-4-amino-5-methanesulfinylcyclopentane-1,2,3-triol

• ChemBase ID: 172544
• Molecular Formular: C6H13NO4S
• Molecular Mass: 195.23672
• Monoisotopic Mass: 195.0565289
• SMILES: [C@H]1([C@@H]([C@@H]([C@H]([C@@H]1O)S(=O)C)N)O)O
• Canonical SMILES: CS(=O)[C@@H]1[C@@H](N)[C@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C6H13NO4S/c1-12(11)6-2(7)3(8)4(9)5(6)10/h2-6,8-10H,7H2,1H3/t2-,3+,4+,5+,6+,12?/m0/s1
• InChIKey: ZJFKRRRXLLAUHQ-MBVGPLCDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3R,4S,5R)-4-amino-5-methanesulfinylcyclopentane-1,2,3-triol
• IUPAC Traditional name: (1R,2R,3R,4S,5R)-4-amino-5-methanesulfinylcyclopentane-1,2,3-triol
• Synonyms: (1R,2R,3R,4S,5R)-4-Amino-5-[(R)-methylsulfinyl]-1,2,3-cyclopentanetriol; Mannostatin B

Database IDs

• CAS Number: 102822-66-2
• PubChem SID: 164228454
• PubChem CID: 128174

CALCULATED PROPERTIES

• Acid pKa: 12.831361
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -6.324253
• LogD (pH = 7.4): -4.638963
• Log P: -3.8434668
• Molar Refractivity: 43.7269 cm^3
• Polarizability: 18.189693 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M166510

Competitive inhibitor of α-D-Mannosidase.

REFERENCES

• Ogawa, S., et al.: Bioorg. Med. Chem., 3, 939 (1995)
• Ogawa S., et al.: Bioorg. Med Chem., 3, 939 (1995)