9-({4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbutanoyl}oxy)nonanoic acid

• ChemBase ID: 167686
• Molecular Formular: C26H46O9
• Molecular Mass: 502.63804
• Monoisotopic Mass: 502.31418305
• SMILES: [C@@H]([C@@H]([C@H]1[C@H](C[C@H]2CO[C@H]([C@@H]([C@@H]2O)O)CC(CC(=O)OCCCCCCCCC(=O)O)C)O1)C)(C)O
• Canonical SMILES: CC(C[C@@H]1OC[C@@H]([C@H]([C@H]1O)O)C[C@@H]1O[C@H]1[C@H]([C@@H](O)C)C)CC(=O)OCCCCCCCCC(=O)O
• InChI: InChI=1S/C26H46O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h16-21,24-27,31-32H,4-15H2,1-3H3,(H,28,29)/t16?,17-,18-,19-,20-,21-,24+,25-,26-/m0/s1
• InChIKey: BLLCNILVBRPJAH-OAOSLEDJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-({4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbutanoyl}oxy)nonanoic acid
• IUPAC Traditional name: 9-({4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-{[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl}oxan-2-yl]-3-methylbutanoyl}oxy)nonanoic acid
• Synonyms: Dihydro Mupirocin

Database IDs

• CAS Number: 1246812-11-2
• PubChem SID: 162261819
• PubChem CID: 445603

CALCULATED PROPERTIES

• Acid pKa: 4.8340716
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.5136268
• LogD (pH = 7.4): -0.25844407
• Log P: 2.2638266
• Molar Refractivity: 128.5674 cm^3
• Polarizability: 51.78329 Å^3
• Polar Surface Area: 146.05 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D449390

Mupirocin (M794000) analog.