(4S,5S)-4-amino-6-(hydroxymethyl)oxane-2,3,5-triol hydrochloride

• ChemBase ID: 159989
• Molecular Formular: C6H14ClNO5
• Molecular Mass: 215.63206
• Monoisotopic Mass: 215.05605023
• SMILES: [C@@H]1([C@@H](C(C(OC1CO)O)O)N)O.Cl
• Canonical SMILES: OCC1OC(O)C([C@H]([C@@H]1O)N)O.Cl
• InChI: InChI=1S/C6H13NO5.ClH/c7-3-4(9)2(1-8)12-6(11)5(3)10;/h2-6,8-11H,1,7H2;1H/t2?,3-,4+,5?,6?;/m0./s1
• InChIKey: SSMWKOGBJREKIK-NEJONXPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-4-amino-6-(hydroxymethyl)oxane-2,3,5-triol hydrochloride
• IUPAC Traditional name: (4S,5S)-4-amino-6-(hydroxymethyl)oxane-2,3,5-triol hydrochloride
• Synonyms: 3-Amino-3-deoxy-D-mannose Hydrochloride; 3-Amino-3-deoxy-D-glucose, Hydrochloride; Kanosamine Hydrochloride

Database IDs

• CAS Number: 69880-85-9; 576-44-3
• PubChem SID: 162254124
• PubChem CID: 46780244

CALCULATED PROPERTIES

• Acid pKa: 11.367383
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.76177
• LogD (pH = 7.4): -4.179609
• Log P: -3.039421
• Molar Refractivity: 37.5809 cm^3
• Polarizability: 15.959335 Å^3
• Polar Surface Area: 116.17 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Solid; White to Off-White Solid
• Melting Point: >145°C (dec.); 86-93°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Very Hygroscopic

DETAILS

Toronto Research Chemicals - K139500

An antibiotic which inhibits the growth of Saccharomyces cerevisiae and a range of human pathogenic fungi, including Candida albicans.

REFERENCES

• Milewski, J.A.M.: Medical Mycology, 39(5)
• 401 (5)