(2S)-N-[(S)-[(2S,4R,6R)-6-[(2S)-2,3-dimethoxypropyl]-4-hydroxy-5,5-dimethyloxan-2-yl](methoxy)methyl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide

• ChemBase ID: 128843
• Molecular Formular: C25H45NO9
• Molecular Mass: 503.6261
• Monoisotopic Mass: 503.30943203
• SMILES: C[C@H]1[C@H](O[C@](CC1=C)([C@@H](C(=O)N[C@H]([C@@H]1C[C@H](C([C@H](O1)C[C@@H](COC)OC)(C)C)O)OC)O)OC)C
• Canonical SMILES: COC[C@H](C[C@H]1O[C@@H](C[C@H](C1(C)C)O)[C@@H](NC(=O)[C@H]([C@@]1(OC)CC(=C)[C@H]([C@H](O1)C)C)O)OC)OC
• InChI: InChI=1S/C25H45NO9/c1-14-12-25(33-9,35-16(3)15(14)2)21(28)22(29)26-23(32-8)18-11-19(27)24(4,5)20(34-18)10-17(31-7)13-30-6/h15-21,23,27-28H,1,10-13H2,2-9H3,(H,26,29)/t15-,16-,17+,18+,19-,20-,21-,23+,25-/m1/s1
• InChIKey: ZNEZZONMADKYTB-VRCUBXEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(S)-[(2S,4R,6R)-6-[(2S)-2,3-dimethoxypropyl]-4-hydroxy-5,5-dimethyloxan-2-yl](methoxy)methyl]-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetamide
• IUPAC Traditional name: pederin
• Synonyms: Pederine; Pederin

Database IDs

• CAS Number: 27973-72-4
• PubChem SID: 162223147
• PubChem CID: 5381287
• Wikipedia Title: Pederin

CALCULATED PROPERTIES

• Acid pKa: 11.140485
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 1.0638865
• LogD (pH = 7.4): 1.0638105
• Log P: 1.0638875
• Molar Refractivity: 128.4824 cm^3
• Polarizability: 51.78329 Å^3
• Polar Surface Area: 124.94 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false