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

• ChemBase ID: 130462
• Molecular Formular: C43H74N2O13
• Molecular Mass: 827.05326
• Monoisotopic Mass: 826.51909044
• SMILES: C[C@]1(C[C@@H](O[C@H]([C@@H]1O)C)O[C@@H]1[C@@H]([C@H]([C@@H](O[C@H]2[C@@H](CCC(=O)O[C@@H](C/C=C/C=C/[C@@H]([C@@H](C[C@@H]2CC=O)C)O[C@@H]2O[C@@H]([C@H](CC2)N(C)C)C)C)OC)O[C@@H]1C)O)N(C)C)O
• Canonical SMILES: O=CC[C@H]1C[C@@H](C)[C@H](/C=C/C=C/C[C@H](OC(=O)CC[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)O)O)OC)C)O[C@H]1CC[C@@H]([C@H](O1)C)N(C)C
• InChI: InChI=1S/C43H74N2O13/c1-25-23-30(21-22-46)40(58-42-38(48)37(45(9)10)39(28(4)55-42)57-36-24-43(6,50)41(49)29(5)54-36)33(51-11)18-19-34(47)52-26(2)15-13-12-14-16-32(25)56-35-20-17-31(44(7)8)27(3)53-35/h12-14,16,22,25-33,35-42,48-50H,15,17-21,23-24H2,1-11H3/b13-12+,16-14+/t25-,26-,27-,28-,29+,30+,31+,32+,33+,35+,36+,37-,38-,39+,40-,41+,42-,43-/m1/s1
• InChIKey: YXNLNDQLJQQTTA-PVLJHLIASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 8025-81-8
• PubChem SID: 162224741
• PubChem CID: 5356392; 71308306
• ATC CODE: J01FA02; QJ51FA02
• CHEMBL: 1256397
• Chemspider ID: 4512090
• KEGG ID: D05908
• Unique Ingredient Identifier: 71ODY0V87H
• Wikipedia Title: Spiramycin

CALCULATED PROPERTIES

• Acid pKa: 12.5276375
• H Acceptors: 14
• H Donor: 3
• LogD (pH = 5.5): -2.2605186
• LogD (pH = 7.4): 0.9421374
• Log P: 3.4151096
• Molar Refractivity: 218.0383 cm^3
• Polarizability: 87.215065 Å^3
• Polar Surface Area: 175.15 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Almost completely(>99.5) in ethanol.; Insoluble in water; Very soluble in acetonitrile and methanol