Synonym
Cgs 24565; Cgs24565; Cgs-24565
IUPAC/Chemical Name
Rifamycin, N,15-didehydro-11,15-dideoxo-1-deoxy-1,15-epoxy-11-hydroxy-4-O-methyl-3-(4-((2,4,6-trimethylphenyl)methyl)-1-piperazinyl)-, 8-(2,2-dimethylpropanoate)
InChi Key
CGBMSJVNJLFYAU-DEQLRLSPSA-N
InChi Code
InChI=1S/C57H77N3O12/c1-29-26-32(4)39(33(5)27-29)28-59-21-23-60(24-22-59)45-44-51-42-41(52(45)67-16)43-50(37(9)49(42)71-55(65)56(11,12)13)72-57(14,53(43)64)68-25-20-40(66-15)34(6)48(69-38(10)61)36(8)47(63)35(7)46(62)30(2)18-17-19-31(3)54(58-44)70-51/h17-20,25-27,30,34-36,40,46-48,53,62-64H,21-24,28H2,1-16H3/b18-17+,25-20+,31-19-
SMILES Code
COC1C=COC2(Oc(c(C)c3OC(C(C)(C)C)=O)c(C2O)c4c3c5c(C(C4OC)N6CCN(CC6)Cc7c(C)cc(C)cc7C)nc(C(C)=CC=CC(C(C(C(C(C(C1C)OC(C)=O)C)O)C)O)C)o5)C
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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
998.27
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: Schiavo DM, Bentley P. Ocular changes in beagle dogs following oral administration of CGS 24565, a potential hypolipidemic agent. Toxicol Sci. 2000 May;55(1):189-94. doi: 10.1093/toxsci/55.1.189. PMID: 10788573.
2: Gibson JC, Lee WH, Stephan ZF. The ansamycins: a novel class of hypolipidemic agents with a high affinity for lipoproteins. Atherosclerosis. 1995 Jan 6;112(1):47-57. doi: 10.1016/0021-9150(95)90369-w. PMID: 7772066.
3: Gibson JC, Kothari HV, Genthe TM, Lee WH, Poirier KJ, Sawyer WK, Mugrage B, Traxler P, Veenstra S, Grim M, et al. Effect of a novel series of macrocyclic hypolipidemic agents on plasma lipid and lipoprotein levels of four non-primate species. Atherosclerosis. 1992 Oct;96(2-3):147-58. doi: 10.1016/0021-9150(92)90061-k. PMID: 1466647.
4: Gibson JC, Lee WH, Piccolo JR. The ansamycins: hypolipidemic agents stimulating cholesterol removal by nonclassical mechanisms. J Lipid Res. 1994 Sep;35(9):1524-34. PMID: 7806966.
5: Moore DJ, Perrino PJ, Klerer CP, Robertson P. High-performance liquid chromatographic assay for two rifamycin-derived hypocholesterolemic agents in liver and biological fluids. J Chromatogr. 1993 Feb 26;612(2):310-4. doi: 10.1016/0378-4347(93)80178-7. PMID: 8468390.