(3S,4R,5S)-3-amino-4,5-dihydroxyhexanal hydrochloride

• ChemBase ID: 159527
• Molecular Formular: C6H14ClNO3
• Molecular Mass: 183.63326
• Monoisotopic Mass: 183.06622099
• SMILES: C([C@@H]([C@H]([C@H](C)O)O)N)C=O.Cl
• Canonical SMILES: C[C@@H]([C@@H]([C@H](CC=O)N)O)O.Cl
• InChI: InChI=1S/C6H13NO3.ClH/c1-4(9)6(10)5(7)2-3-8;/h3-6,9-10H,2,7H2,1H3;1H/t4-,5-,6-;/m0./s1
• InChIKey: FHYCNFQONIRRCV-YCLXABBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,5S)-3-amino-4,5-dihydroxyhexanal hydrochloride
• IUPAC Traditional name: (3S,4R,5S)-3-amino-4,5-dihydroxyhexanal hydrochloride
• Synonyms: 3-Amino-2,3,6-trideoxy-L-arabino-hexose Hydrochloride; L-Acosamine Hydrochloride

Database IDs

• CAS Number: 56501-70-3
• PubChem SID: 162253662
• PubChem CID: 46780080

CALCULATED PROPERTIES

• Acid pKa: 12.420751
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.8087287
• LogD (pH = 7.4): -3.4718125
• Log P: -1.9131739
• Molar Refractivity: 36.1212 cm^3
• Polarizability: 14.673558 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Low Melting Solid

Safety Information

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

DETAILS

Toronto Research Chemicals - A190250

The amino sugar component of the antibiotic, actinodin.

REFERENCES

• Lee, W., et al.: J. Med. Chem., 18, 768 (1975)