(6S,7S,12R)-12-[(2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl (12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate

• ChemBase ID: 128481
• Molecular Formular: C44H70O9
• Molecular Mass: 743.0212
• Monoisotopic Mass: 742.50198382
• SMILES: O=C1O[C@H](CC=C(C[C@@H]([C@H](OC(=O)/C=C/C(=C/C(=C/C=C/C(=C/[C@H](O)[C@@H](O)C[C@@H](O)C)/C)/C)/C)CCC1)C)C)[C@@H](C)C/C(=C/[C@@H](C)[C@H](O)C[C@H](O)C)/C
• Canonical SMILES: C/C(=C\C(=C\C=C\C(=C\[C@@H]([C@H](C[C@@H](O)C)O)O)\C)\C)/C=C/C(=O)O[C@@H]1CCCC(=O)O[C@H](CC=C(C[C@@H]1C)C)[C@H](C/C(=C/[C@H]([C@@H](C[C@H](O)C)O)C)/C)C
• InChI: InChI=1S/C44H70O9/c1-28(13-11-14-29(2)25-39(48)40(49)27-37(10)46)21-30(3)18-20-44(51)52-41-15-12-16-43(50)53-42(19-17-31(4)22-34(41)7)35(8)24-32(5)23-33(6)38(47)26-36(9)45/h11,13-14,17-18,20-21,23,25,33-42,45-49H,12,15-16,19,22,24,26-27H2,1-10H3/t33-,34+,35+,36-,37+,38-,39+,40+,41+,42-/m1/s1
• InChIKey: WKTLNJXZVDLRTJ-MFQPTTHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S,7S,12R)-12-[(2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl (12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate
• IUPAC Traditional name: (6S,7S,12R)-12-[(2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl (12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate
• Synonyms: Mycolactone

Database IDs

• CAS Number: 222050-77-3
• PubChem SID: 162222788
• PubChem CID: 5282079
• Chemspider ID: 4445303
• MeSH Name: Mycolactone
• Wikipedia Title: Mycolactone

CALCULATED PROPERTIES

• Acid pKa: 13.584436
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 6.4509315
• LogD (pH = 7.4): 6.450931
• Log P: 6.4509315
• Molar Refractivity: 219.4958 cm^3
• Polarizability: 83.97391 Å^3
• Polar Surface Area: 153.75 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false