WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H562632
CAS#: 59787-61-0
Description: Cyclosporin C is a broad-spectrum antifungal agent against filamentous phytopathogenic fungi but no activity against bacteria or yeasts.
Hodoodo Cat#: H562632
Name: Cyclosporin C
CAS#: 59787-61-0
Chemical Formula: C62H111N11O13
Exact Mass: 1,217.84
Molecular Weight: 1,218.630
Elemental Analysis: C, 61.11; H, 9.18; N, 12.64; O, 17.07
This product is not in stock, which may be available by custom synthesis.
For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge).
Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.
Synonym: Cyclosporin C; Cyclosporin-C; CsC; Cs-C;
IUPAC/Chemical Name: (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-[(1R)-1-Hydroxyethyl]-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotri-triacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
InChi Key: JTOKYIBTLUQVQV-QRVTZXGZSA-N
InChi Code: InChI=1S/C62H111N11O13/c1-25-26-27-39(14)52(76)51-56(80)66-49(42(17)74)60(84)67(18)32-47(75)68(19)43(28-33(2)3)55(79)65-48(37(10)11)61(85)69(20)44(29-34(4)5)54(78)63-40(15)53(77)64-41(16)57(81)70(21)45(30-35(6)7)58(82)71(22)46(31-36(8)9)59(83)72(23)50(38(12)13)62(86)73(51)24/h25-26,33-46,48-52,74,76H,27-32H2,1-24H3,(H,63,78)(H,64,77)(H,65,79)(H,66,80)/b26-25+/t39-,40+,41-,42-,43+,44+,45+,46+,48+,49+,50+,51+,52-/m1/s1
SMILES Code: O=C([C@H](C(C)C)N(C)C([C@H](CC(C)C)N(C)C([C@H](CC(C)C)N(C)C([C@@H](C)NC([C@H](C)NC([C@H](CC(C)C)N(C)C([C@H](C(C)C)NC([C@H](CC(C)C)N(C)C(CN(C)C([C@H]([C@H](O)C)N1)=O)=O)=O)=O)=O)=O)=O)=O)=O)N(C)[C@@H]([C@H](O)[C@H](C)C/C=C/C)C1=O
Appearance: Solid powder
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
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 1,218.63 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Xu L, Li Y, Biggins JB, Bowman BR, Verdine GL, Gloer JB, Alspaugh JA, Bills GF. Identification of cyclosporin C from Amphichorda felina using a Cryptococcus neoformans differential temperature sensitivity assay. Appl Microbiol Biotechnol. 2018 Mar;102(5):2337-2350. doi: 10.1007/s00253-018-8792-0. Epub 2018 Feb 2. PubMed PMID: 29396588.
2: Iijima K, Sako M, Oba MS, Ito S, Hataya H, Tanaka R, Ohwada Y, Kamei K, Ishikura K, Yata N, Nozu K, Honda M, Nakamura H, Nagata M, Ohashi Y, Nakanishi K, Yoshikawa N; Japanese Study Group of Kidney Disease in Children. Cyclosporine C2 monitoring for the treatment of frequently relapsing nephrotic syndrome in children: a multicenter randomized phase II trial. Clin J Am Soc Nephrol. 2014 Feb;9(2):271-8. doi: 10.2215/CJN.13071212. Epub 2013 Nov 21. PubMed PMID: 24262503; PubMed Central PMCID: PMC3913253.
3: Freitas-Silva O, de Lourdes M, de Souza M, Venãncio A. Tracing fungi secondary metabolites in Brazil nuts using LC-MS/MS. Drug Metab Lett. 2011 Aug;5(3):150-5. PubMed PMID: 21722090.
4: Jiao Z, Shi XJ, Li ZD, Zhong MK. Population pharmacokinetics of sirolimus in de novo Chinese adult renal transplant patients. Br J Clin Pharmacol. 2009 Jul;68(1):47-60. doi: 10.1111/j.1365-2125.2009.03392.x. PubMed PMID: 19660003; PubMed Central PMCID: PMC2732940.
5: Bibikova MV, Darkhanova TA, Spiridonova IA, Danilenko AN, Katlinskiĭ AV. [Complex of cyclosporins produced by Tolypocladium inflatum isolated from soil sample from Buriatiia]. Antibiot Khimioter. 2009;54(9-10):6-9. Russian. PubMed PMID: 20415255.
6: Li E, Li Y. [Effect of P-glycoprotein on the absorption of buagafuran in rat intestinal lumen]. Yao Xue Xue Bao. 2008 Apr;43(4):361-5. Chinese. PubMed PMID: 18664196.
7: Li AC, Li Y, Guirguis MS, Caldwell RG, Shou WZ. Advantages of using tetrahydrofuran-water as mobile phases in the quantitation of cyclosporin A in monkey and rat plasma by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal. 2007 Jan 4;43(1):277-84. Epub 2006 Aug 2. PubMed PMID: 16887315.
8: Stoves J, Newstead CG, Baczkowski AJ, Owens G, Paraoan M, Hammad AQ. A randomized controlled trial of immunosuppression conversion for the treatment of chronic allograft nephropathy. Nephrol Dial Transplant. 2004 Aug;19(8):2113-20. Epub 2004 May 25. PubMed PMID: 15161956.
9: Sugiura Y, Sugita-Konishi Y, Kumagai S, Reiss E. Experimental murine hyalohyphomycosis with soil-derived isolates of Fusarium solani. Med Mycol. 2003 Jun;41(3):241-7. PubMed PMID: 12964716.
10: Ray JE, Keogh AM, McLachlan AJ, Akhlaghi F. Cyclosporin C(2) and C(0) concentration monitoring in stable, long-term heart transplant recipients receiving metabolic inhibitors. J Heart Lung Transplant. 2003 Jul;22(7):715-22. PubMed PMID: 12873538.
11: Hauptman HA, Langs DA. The phase problem in neutron crystallography. Acta Crystallogr A. 2003 May;59(Pt 3):250-4. Epub 2003 Apr 25. PubMed PMID: 12714776.
12: Therapondos G, Flapan AD, Dollinger MM, Garden OJ, Plevris JN, Hayes PC. Cardiac function after orthotopic liver transplantation and the effects of immunosuppression: a prospective randomized trial comparing cyclosporin (Neoral) and tacrolimus. Liver Transpl. 2002 Aug;8(8):690-700. PubMed PMID: 12149762.
13: Keller M, Wöhr T, Dumy P, Patiny L, Mutter M. Pseudoprolines (psiPro) in drug design: direct insertion of psiPro systems into cyclosporin C. Chemistry. 2000 Dec 1;6(23):4358-63. PubMed PMID: 11140965.
14: Liou JS, Chen CY, Chen JS, Faller DV. Oncogenic ras mediates apoptosis in response to protein kinase C inhibition through the generation of reactive oxygen species. J Biol Chem. 2000 Dec 15;275(50):39001-11. PubMed PMID: 10967125.
15: Nuzzi R, Cerruti A, Finazzo C. Cyclosporine C: a study of wound-healing modulation after trabeculectomy in rabbit. Acta Ophthalmol Scand Suppl. 1998;(227):48-9. PubMed PMID: 9972346.
16: Simpson J, Zhang Q, Ozaeta P, Aboleneen H. A specific method for the measurement of cyclosporin A in human whole blood by liquid chromatography-tandem mass spectrometry. Ther Drug Monit. 1998 Jun;20(3):294-300. PubMed PMID: 9631926.
17: Moussaïf M, Jacques P, Schaarwächter P, Budzikiewicz H, Thonart P. Cyclosporin C is the main antifungal compound produced by Acremonium luzulae. Appl Environ Microbiol. 1997 May;63(5):1739-43. PubMed PMID: 9143111; PubMed Central PMCID: PMC168471.
18: Campbell PI, al-Nasser IA. Renal insufficiency induced by cisplatin in rats is ameliorated by cyclosporin A. Toxicology. 1996 Nov 15;114(1):11-7. PubMed PMID: 8931756.
19: Tanaka K, Hirai M, Tanigawara Y, Yasuhara M, Hori R, Ueda K, Inui K. Effect of cyclosporin analogues and FK506 on transcellular transport of daunorubicin and vinblastine via P-glycoprotein. Pharm Res. 1996 Jul;13(7):1073-7. PubMed PMID: 8842048.
20: Hayashi K, Nishikawa M, Aramori I, Kiyoto S, Okuhara M. Tachykinin antagonists screening from microbial origin. J Antibiot (Tokyo). 1996 Jan;49(1):110-2. PubMed PMID: 8609076.
