(2R,3S,4R,5S,6S)-2-{[(2R,3R,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl octanoate

• ChemBase ID: 2087
• Molecular Formular: C20H36O12
• Molecular Mass: 468.49264
• Monoisotopic Mass: 468.22067659
• SMILES: CCCCCCCC(=O)O[C@@H]1[C@@H](O)[C@H](CO)O[C@H](O[C@@]2(CO)O[C@@H](CO)[C@H](O)[C@H]2O)[C@H]1O
• Canonical SMILES: CCCCCCCC(=O)O[C@@H]1[C@@H](O)[C@H](CO)O[C@@H]([C@H]1O)O[C@@]1(CO)O[C@H]([C@@H]([C@H]1O)O)CO
• InChI: InChI=1S/C20H36O12/c1-2-3-4-5-6-7-13(24)30-17-14(25)11(8-21)29-19(16(17)27)32-20(10-23)18(28)15(26)12(9-22)31-20/h11-12,14-19,21-23,25-28H,2-10H2,1H3/t11-,12-,14-,15-,16-,17+,18+,19+,20+/m0/s1
• InChIKey: NMVDZWILYFXVBZ-GKXIIZDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5S,6S)-2-{[(2R,3R,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl octanoate
• IUPAC Traditional name: (2R,3S,4R,5S,6S)-2-{[(2R,3R,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl octanoate
• Synonyms: 3'-O-N-Octanoyl-a-D-Glucopyranosyl-B-D-Fructofuranoside

Database IDs

• PubChem SID: 46507080; 160965541
• PubChem CID: 46936358

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.860038
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -1.1643306
• LogD (pH = 7.4): -1.1643454
• Log P: -1.1643304
• Molar Refractivity: 105.5575 cm^3
• Polarizability: 43.656715 Å^3
• Polar Surface Area: 195.6 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.79
• LOG S: -1.44
• Solubility (Water): 1.69e+01 g/l

DETAILS

DrugBank - DB02346

Drug information: experimental