(3S,5R,6S,7S,8R,11R,12S,13R,14S,15S)-14-{[(2S,3R,4S,6R)-3-(acetyloxy)-4-(dimethylamino)-6-methyloxan-2-yl]oxy}-12-{[(2R,4S,5S,6S)-5-(acetyloxy)-4-methoxy-6-methyloxan-2-yl]oxy}-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadecan-6-yl acetate

• ChemBase ID: 130451
• Molecular Formular: C41H67NO15
• Molecular Mass: 813.96838
• Monoisotopic Mass: 813.45107045
• SMILES: O=C(O[C@@H]1[C@@H](N(C)C)C[C@H](O[C@H]1O[C@H]1[C@H]([C@H](O[C@@H]2O[C@H]([C@H](OC(=O)C)[C@@H](OC)C2)C)[C@H](C(=O)O[C@H](C)[C@H](C)[C@H](OC(=O)C)[C@H](C(=O)[C@]2(OC2)C[C@@H]1C)C)C)C)C)C
• Canonical SMILES: CO[C@H]1C[C@@H](O[C@H]([C@@H]1OC(=O)C)C)O[C@H]1[C@H](C)[C@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2OC(=O)C)N(C)C)[C@@H](C)C[C@@]2(OC2)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]1C)C)C)OC(=O)C)C
• InChI: InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34-,35-,36-,37+,40-,41-/m0/s1
• InChIKey: LQCLVBQBTUVCEQ-MCQAQMIOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,5R,6S,7S,8R,11R,12S,13R,14S,15S)-14-{[(2S,3R,4S,6R)-3-(acetyloxy)-4-(dimethylamino)-6-methyloxan-2-yl]oxy}-12-{[(2R,4S,5S,6S)-5-(acetyloxy)-4-methoxy-6-methyloxan-2-yl]oxy}-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadecan-6-yl acetate
• IUPAC Traditional name: troleandomycin
• Synonyms: Troleandomycin

Database IDs

• CAS Number: 2751-09-9
• PubChem SID: 162224730
• PubChem CID: 5284630
• ATC CODE: J01FA08
• CHEMBL: 564085
• Chemspider ID: 4447675
• DrugBank ID: DB01361
• KEGG ID: D01322
• Unique Ingredient Identifier: C4DZ64560D
• Wikipedia Title: Troleandomycin
• Medline Plus: a604026

CALCULATED PROPERTIES

• Acid pKa: 16.753065
• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): 1.9603862
• LogD (pH = 7.4): 3.7044063
• Log P: 4.298515
• Molar Refractivity: 201.147 cm^3
• Polarizability: 82.35146 Å^3
• Polar Surface Area: 184.19 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false