9-{[(2R,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoic acid

• ChemBase ID: 169550
• Molecular Formular: C15H28O8
• Molecular Mass: 336.37802
• Monoisotopic Mass: 336.17841786
• SMILES: [C@H]1([C@@H](C([C@@H](OC1CO)OCCCCCCCCC(=O)O)O)O)O
• Canonical SMILES: OCC1O[C@@H](OCCCCCCCCC(=O)O)C([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C15H28O8/c16-9-10-12(19)13(20)14(21)15(23-10)22-8-6-4-2-1-3-5-7-11(17)18/h10,12-16,19-21H,1-9H2,(H,17,18)/t10?,12-,13-,14?,15+/m0/s1
• InChIKey: PNKLPLHMJDGCNY-MGYXZZHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-{[(2R,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoic acid
• IUPAC Traditional name: 9-{[(2R,4S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}nonanoic acid
• Synonyms: 8-Carboxyoctyl β-D-Galactopyranoside; 9-(β-D-Galactopyranosyloxy)nonanoic Acid

Database IDs

• CAS Number: 83345-63-5
• PubChem SID: 162263682
• PubChem CID: 46780416

CALCULATED PROPERTIES

• Acid pKa: 4.8340716
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.813112
• LogD (pH = 7.4): -2.5851889
• Log P: -0.06291214
• Molar Refractivity: 79.2186 cm^3
• Polarizability: 32.209045 Å^3
• Polar Surface Area: 136.68 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 110-112°C

Safety Information

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

DETAILS

Toronto Research Chemicals - G154920

Used for preparation of sugar-modified polylysine derivatives as organ-targeting pharmaceutical carriers.

REFERENCES

• Gonsho, A., et al.: Biol. Pharm. Bull., 17, 275 ( 1994),