(2S,3S,4R,6S)-4-(acetyloxy)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,5S,6S,7R,9R,10R,16R)-10-(acetyloxy)-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-4-(propanoyloxy)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-2,4-dimethyloxan-3-yl propanoate

• ChemBase ID: 130469
• Molecular Formular: C45H71NO17
• Molecular Mass: 898.04174
• Monoisotopic Mass: 897.47219982
• SMILES: CC(=O)O[C@@H]1/C=C\C=C\C[C@@H](C)OC(=O)C[C@H](OC(=O)CC)[C@H](OC)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(OC(=O)C)[C@@H](OC(=O)CC)[C@H](C)O3)[C@H](N(C)C)[C@H]2O)[C@H](CC=O)C[C@H]1C
• Canonical SMILES: O=CC[C@@H]1C[C@@H](C)[C@@H](/C=C\C=C\C[C@H](OC(=O)C[C@@H]([C@@H]([C@H]1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)N(C)C)O[C@@H]1O[C@@H](C)[C@@H]([C@](C1)(C)OC(=O)C)OC(=O)CC)OC)OC(=O)CC)C)OC(=O)C
• InChI: InChI=1S/C45H71NO17/c1-13-34(50)59-33-23-36(52)55-26(4)18-16-15-17-19-32(58-29(7)48)25(3)22-31(20-21-47)41(42(33)54-12)62-44-39(53)38(46(10)11)40(27(5)57-44)61-37-24-45(9,63-30(8)49)43(28(6)56-37)60-35(51)14-2/h15-17,19,21,25-28,31-33,37-44,53H,13-14,18,20,22-24H2,1-12H3/t25-,26-,27-,28+,31+,32+,33-,37+,38-,39-,40-,41+,42+,43+,44+,45-/m1/s1
• InChIKey: GQNZGCARKRHPOH-UEZYHSOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,6S)-4-(acetyloxy)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,5S,6S,7R,9R,10R,16R)-10-(acetyloxy)-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-4-(propanoyloxy)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-2,4-dimethyloxan-3-yl propanoate
• IUPAC Traditional name: (2S,3S,4R,6S)-4-(acetyloxy)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,5S,6S,7R,9R,10R,16R)-10-(acetyloxy)-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-4-(propanoyloxy)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-2,4-dimethyloxan-3-yl propanoate
• Synonyms: Miocamycin

Database IDs

• CAS Number: 55881-07-7
• PubChem SID: 162224748
• PubChem CID: 71308307; 6475694
• ATC CODE: J01FA11
• CHEMBL: 1091024
• Chemspider ID: 16735908
• Wikipedia Title: Miocamycin

CALCULATED PROPERTIES

• Acid pKa: 12.702712
• H Acceptors: 13
• H Donor: 1
• LogD (pH = 5.5): 1.703244
• LogD (pH = 7.4): 3.4521809
• Log P: 4.067575
• Molar Refractivity: 224.8138 cm^3
• Polarizability: 90.673676 Å^3
• Polar Surface Area: 218.19 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Slightly soluble in water; Soluble in methanol, acetone and chloroform.
• Melting Point: 220°C (428°F)