4-[(5S)-7-[(2R,3S,4S,5S)-4-hydroxy-5-methoxy-3-methyl-12-oxo-1-oxacyclododeca-6,10-dien-2-yl]-5-methyl-4-oxooct-6-en-1-yl]piperidine-2,6-dione

• ChemBase ID: 127906
• Molecular Formular: C27H39NO7
• Molecular Mass: 489.60106
• Monoisotopic Mass: 489.27265259
• SMILES: C[C@@H]1[C@H](/C(=C/[C@@H](C(=O)CCCC2CC(=O)NC(=O)C2)C)/C)OC(=O)C=CCCC=C[C@@H]([C@H]1O)OC
• Canonical SMILES: CO[C@H]1C=CCCC=CC(=O)O[C@H]([C@H]([C@@H]1O)C)/C(=C/[C@@H](C(=O)CCCC1CC(=O)NC(=O)C1)C)/C
• InChI: InChI=1S/C27H39NO7/c1-17(21(29)11-9-10-20-15-23(30)28-24(31)16-20)14-18(2)27-19(3)26(33)22(34-4)12-7-5-6-8-13-25(32)35-27/h7-8,12-14,17,19-20,22,26-27,33H,5-6,9-11,15-16H2,1-4H3,(H,28,30,31)/t17-,19-,22-,26-,27-/m0/s1
• InChIKey: TYTDEHCAAKKYOG-PJSZUTIQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(5S)-7-[(2R,3S,4S,5S)-4-hydroxy-5-methoxy-3-methyl-12-oxo-1-oxacyclododeca-6,10-dien-2-yl]-5-methyl-4-oxooct-6-en-1-yl]piperidine-2,6-dione
• IUPAC Traditional name: 4-[(5S)-7-[(2R,3S,4S,5S)-4-hydroxy-5-methoxy-3-methyl-12-oxo-1-oxacyclododeca-6,10-dien-2-yl]-5-methyl-4-oxooct-6-en-1-yl]piperidine-2,6-dione
• Synonyms: Isomigrastatin

Database IDs

• CAS Number: 415952-70-4
• PubChem SID: 162222223
• PubChem CID: 15940571
• Wikipedia Title: Isomigrastatin

CALCULATED PROPERTIES

• Acid pKa: 11.796123
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.2675862
• LogD (pH = 7.4): 3.2675693
• Log P: 3.2675865
• Molar Refractivity: 134.1621 cm^3
• Polarizability: 51.74242 Å^3
• Polar Surface Area: 119.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true