(4R,5S,6S,7R,9R,15R,16R)-6-{[(2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-7-{2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]ethyl}-16-ethyl-4-hydroxy-15-({[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxy}methyl)-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione

• ChemBase ID: 157299
• Molecular Formular: C46H80N2O13
• Molecular Mass: 869.133
• Monoisotopic Mass: 868.56604063
• SMILES: CC[C@H]1[C@H](/C=C(\C=C\C(=O)[C@@H](C[C@@H]([C@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)N(C)C)O)CCN1C[C@@H](C[C@@H](C1)C)C)C)/C)CO[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C)O)OC)OC
• Canonical SMILES: CC[C@@H]1OC(=O)C[C@@H](O)[C@H](C)[C@H](O[C@@H]2O[C@H](C)[C@H]([C@@H]([C@H]2O)N(C)C)O)[C@@H](CCN2C[C@H](C)C[C@@H](C2)C)C[C@H](C(=O)/C=C/C(=C\[C@@H]1CO[C@@H]1O[C@H](C)[C@H]([C@H]([C@H]1OC)OC)O)/C)C
• InChI: InChI=1S/C46H80N2O13/c1-13-36-33(24-57-46-44(56-12)43(55-11)40(53)31(8)59-46)19-25(2)14-15-34(49)28(5)20-32(16-17-48-22-26(3)18-27(4)23-48)42(29(6)35(50)21-37(51)60-36)61-45-41(54)38(47(9)10)39(52)30(7)58-45/h14-15,19,26-33,35-36,38-46,50,52-54H,13,16-18,20-24H2,1-12H3/t26-,27+,28-,29+,30-,31-,32+,33-,35-,36-,38+,39-,40-,41-,42-,43-,44-,45+,46-/m1/s1
• InChIKey: JTSDBFGMPLKDCD-ARFDTMHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S,6S,7R,9R,15R,16R)-6-{[(2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-7-{2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]ethyl}-16-ethyl-4-hydroxy-15-({[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxy}methyl)-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione
• IUPAC Traditional name: (4R,5S,6S,7R,9R,15R,16R)-6-{[(2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-7-{2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]ethyl}-16-ethyl-4-hydroxy-15-({[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxy}methyl)-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione
• Synonyms: 20-Deoxo-20-(3,5-dimethyl-1-piperidinyl)desmycosin; Tilmicosin; 20-脱氧-20-(3,5-二甲基-1-呱啶基)脱红霉糖泰乐菌素; 替米可新

Database IDs

• CAS Number: 108050-54-0
• MDL Number: MFCD00864842
• PubChem SID: 162251436
• PubChem CID: 6852032

CALCULATED PROPERTIES

• Acid pKa: 12.545108
• H Acceptors: 14
• H Donor: 4
• LogD (pH = 5.5): -1.6109453
• LogD (pH = 7.4): 1.3897868
• Log P: 4.189856
• Molar Refractivity: 232.2107 cm^3
• Polarizability: 92.648506 Å^3
• Polar Surface Area: 186.15 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C46H80N2O13

DETAILS

Sigma Aldrich - 33864

Application
Commission Regulation (EU) No 37/2010 of 22 December 2009 on pharmacologically active substances and their classification regarding maximum residue limits in foodstuffs of animal origin
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC