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

• ChemBase ID: 130454
• Molecular Formular: C42H69NO15
• Molecular Mass: 827.99496
• Monoisotopic Mass: 827.46672051
• SMILES: O=CC[C@@H]1C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@H](OC(=O)C[C@@H](O)[C@H](OC)[C@H]1O[C@@H]1O[C@@H]([C@@H](O[C@@H]2O[C@H]([C@H](OC(=O)CCC)[C@](OC(=O)CC)(C2)C)C)[C@H](N(C)C)[C@H]1O)C)C
• Canonical SMILES: O=CC[C@@H]1C[C@@H](C)[C@@H](O)/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)CC)OC(=O)CCC)OC)O)C
• InChI: InChI=1S/C42H69NO15/c1-11-16-32(48)55-40-27(6)53-34(23-42(40,7)58-31(47)12-2)56-37-26(5)54-41(36(50)35(37)43(8)9)57-38-28(19-20-44)21-24(3)29(45)18-15-13-14-17-25(4)52-33(49)22-30(46)39(38)51-10/h13-15,18,20,24-30,34-41,45-46,50H,11-12,16-17,19,21-23H2,1-10H3/b14-13+,18-15+/t24-,25-,26-,27+,28+,29+,30-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1
• InChIKey: VYWWNRMSAPEJLS-MDWYKHENSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 74014-51-0
• PubChem SID: 162224733
• PubChem CID: 5282211
• ATC CODE: J01FA12
• CHEMBL: 556528
• Chemspider ID: 4445397
• Unique Ingredient Identifier: ZPT03UEM0E
• Wikipedia Title: Rokitamycin

CALCULATED PROPERTIES

• Acid pKa: 12.673005
• H Acceptors: 13
• H Donor: 3
• LogD (pH = 5.5): 1.2655617
• LogD (pH = 7.4): 3.0144985
• Log P: 3.6298928
• Molar Refractivity: 211.1118 cm^3
• Polarizability: 84.798904 Å^3
• Polar Surface Area: 206.05 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Insoluble in water; Very soluble in chloroform and methanol; Almost completely (>99.5 %) in ethanol and acetonitrile.
• Melting Point: 116°C (240.8°F)