(3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol hydrate

• ChemBase ID: 72955
• Molecular Formular: C6H14O6
• Molecular Mass: 182.17176
• Monoisotopic Mass: 182.07903817
• SMILES: [C@H]1([C@H]([C@H](C(O[C@H]1C)O)O)O)O.O
• Canonical SMILES: O[C@H]1[C@H](C)OC([C@@H]([C@@H]1O)O)O.O
• InChI: InChI=1S/C6H12O5.H2O/c1-2-3(7)4(8)5(9)6(10)11-2;/h2-10H,1H3;1H2/t2-,3-,4+,5+,6?;/m0./s1
• InChIKey: BNRKZHXOBMEUGK-GZIFQTRRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol hydrate
• IUPAC Traditional name: β-L-methyl-fucose hydrate
• Synonyms: L(+)-Rhamnose Monohydrate

Database IDs

• CAS Number: 10030-85-0
• PubChem SID: 162037875
• PubChem CID: 2723959

CALCULATED PROPERTIES

• Acid pKa: 11.30218
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.8856299
• LogD (pH = 7.4): -1.8856835
• Log P: -1.8856293
• Molar Refractivity: 34.3797 cm^3
• Polarizability: 14.43744 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Monohydrate

DETAILS

Selleck Chemicals - S2317

Research Area: Metabolic Disease
Biological Activity:
L(+)-Rhamnose (Rham) is a naturally-occurring deoxy sugar. It can be classified as either a methyl-pentose or a 6-deoxy-hexose. Rhamnose occurs in nature in its L-form as L-rhamnose (6-deoxy-L-mannose). This is unusual, since most of the naturally-occurring sugars are in D-form. Exceptions are the methyl pentoses L-fucose and L-rhamnose and the pentose L-arabinose. Rhamnose is a component of the outer cell membrane of acid-fast bacteria in the Mycobacterium genus, which includes the organism that causes tuberculosis.[1] 

REFERENCES

• http://en.wikipedia.org/wiki/Rhamnose