Synonym
Repromicin; De-epoxy rosamicin; Repromicinum;
IUPAC/Chemical Name
2-((4R,5S,6S,7R,9R,11E,13E,15S,16R)-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13,15-tetramethyl-2,10-dioxooxacyclohexadeca-11,13-dien-7-yl)acetaldehyde
InChi Key
OBUIQEYZGMZXPJ-NPQHDNJNSA-N
InChi Code
InChI=1S/C31H51NO8/c1-9-27-20(4)14-18(2)10-11-25(34)19(3)15-23(12-13-33)30(22(6)26(35)17-28(36)39-27)40-31-29(37)24(32(7)8)16-21(5)38-31/h10-11,13-14,19-24,26-27,29-31,35,37H,9,12,15-17H2,1-8H3/b11-10+,18-14+/t19-,20+,21-,22+,23+,24+,26-,27-,29-,30-,31+/m1/s1
SMILES Code
CC[C@H]1OC(C[C@H]([C@@H]([C@H]([C@H](C[C@H](C(/C=C/C(C)=C/[C@@H]1C)=O)C)CC=O)O[C@@H]2O[C@@H](C[C@H](N(C)C)[C@H]2O)C)C)O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
565.74
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: McFarland JW, Hecker SJ, Jaynes BH, Jefson MR, Lundy KM, Vu CB, Glazer EA, Froshauer SA, Hayashi SF, Kamicker BJ, Reese CP, Olson JA. Repromicin derivatives with potent antibacterial activity against Pasteurella multocida. J Med Chem. 1997 Mar 14;40(6):1041-5. PubMed PMID: 9083494.
2: Linhares MC, Harran LP, Strelevitz TJ, Gauthier JW, Cole MJ, Hassfurther RL, Risk JE. Disposition and metabolism of the novel macrolide antibiotic CP-163505 in cattle. J Vet Pharmacol Ther. 1998 Apr;21(2):99-106. PubMed PMID: 9597646.
3: Norcia LJ, Seibel SB, Kamicker BJ, Lemay MA, Lilley SC, Hecker SJ, Bergeron JM, Retsema JA, Hayashi SF. In vitro microbiological characterization of novel macrolide CP-163,505 for animal health specific use. J Antibiot (Tokyo). 1998 Feb;51(2):136-44. PubMed PMID: 9544934.