(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid

• ChemBase ID: 312838
• Molecular Formular: C33H48O6
• Molecular Mass: 540.73062
• Monoisotopic Mass: 540.34508926
• SMILES: O1C(=O)C=C[C@@H]([C@@H]1/C=C/C(=C\[C@@H](C/C=C/C(=C/[C@H](C(=O)[C@H]([C@@H]([C@H](C/C(=C/C(=O)O)/C)C)O)C)C)/C)C)/CC)C
• Canonical SMILES: CC/C(=C/[C@@H](C/C=C/C(=C/[C@H](C(=O)[C@H]([C@@H]([C@H](C/C(=C/C(=O)O)/C)C)O)C)C)/C)C)/C=C/[C@@H]1OC(=O)C=C[C@@H]1C
• InChI: InChI=1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-,29+,33-/m1/s1
• InChIKey: YACHGFWEQXFSBS-XYERBDPFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid
• IUPAC Traditional name: leptomycin B
• Synonyms: Elactocin; Mantuamycin; CL-1957A; PD-114720; ATS 1287B; NSC 364372; Leptomycin B

Database IDs

• CAS Number: 87081-35-4

CALCULATED PROPERTIES

• Acid pKa: 4.568904
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 6.5972743
• LogD (pH = 7.4): 4.82295
• Log P: 7.575405
• Molar Refractivity: 162.478 cm^3
• Polarizability: 61.297455 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base