(5S)-3-[(2R,13R)-2,13-dihydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-5-methyl-2,5-dihydrofuran-2-one

• ChemBase ID: 126276
• Molecular Formular: C37H66O7
• Molecular Mass: 622.91574
• Monoisotopic Mass: 622.48085445
• SMILES: O=C1O[C@H](C=C1C[C@H](O)CCCCCCCCCC[C@@H](O)[C@@H]1O[C@@H]([C@@H]2O[C@H](CC2)[C@@H](O)CCCCCCCCCC)CC1)C
• Canonical SMILES: CCCCCCCCCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCC[C@H](CC1=C[C@@H](OC1=O)C)O)O)O
• InChI: InChI=1S/C37H66O7/c1-3-4-5-6-7-11-14-17-20-31(39)33-22-24-35(43-33)36-25-23-34(44-36)32(40)21-18-15-12-9-8-10-13-16-19-30(38)27-29-26-28(2)42-37(29)41/h26,28,30-36,38-40H,3-25,27H2,1-2H3/t28-,30+,31-,32+,33+,34+,35+,36+/m0/s1
• InChIKey: MBABCNBNDNGODA-LUVUIASKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-3-[(2R,13R)-2,13-dihydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1S)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-5-methyl-2,5-dihydrofuran-2-one
• IUPAC Traditional name: bullatacin
• Synonyms: Annonareticin; Rolliniastatin 2; Squamocin G; Bullatacin

Database IDs

• CAS Number: 123123-32-0
• PubChem SID: 162220615
• PubChem CID: 114749; 11124994
• Chemspider ID: 9300122
• Wikipedia Title: Bullatacin

CALCULATED PROPERTIES

• Acid pKa: 13.85168
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 8.682192
• LogD (pH = 7.4): 8.682192
• Log P: 8.682192
• Molar Refractivity: 176.3966 cm^3
• Polarizability: 70.454254 Å^3
• Polar Surface Area: 105.45 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false