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MedKoo Cat#: 584574 | Name: Cilofungin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cilofungin is a cyclic hexapeptide echinocandin, a modified form of Echinocandin B, and an antimycotic agent against Candida albicans.

Chemical Structure

Cilofungin
Cilofungin
CAS#79404-91-4

Theoretical Analysis

MedKoo Cat#: 584574

Name: Cilofungin

CAS#: 79404-91-4

Chemical Formula: C49H71N7O17

Exact Mass: 1029.4906

Molecular Weight: 1030.14

Elemental Analysis: C, 57.13; H, 6.95; N, 9.52; O, 26.40

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Cilofungin; LY 121019; LY121019
IUPAC/Chemical Name
N-{(2R,6S,9S,11R,12R,14aS,15S,16S,20S,23S,25aS)-23-[(1S,2S)-1,2-Dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6,20-bis[(1R)-1-hydroxyethyl]-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-4-(octyloxy)benzamide
InChi Key
ZKZKCEAHVFVZDJ-MTUMARHDSA-N
InChi Code
InChI=1S/C49H71N7O17/c1-5-6-7-8-9-10-19-73-31-17-13-28(14-18-31)42(65)50-32-21-34(61)45(68)54-47(70)38-39(62)24(2)22-56(38)49(72)36(26(4)58)52-46(69)37(41(64)40(63)27-11-15-29(59)16-12-27)53-44(67)33-20-30(60)23-55(33)48(71)35(25(3)57)51-43(32)66/h11-18,24-26,30,32-41,45,57-64,68H,5-10,19-23H2,1-4H3,(H,50,65)(H,51,66)(H,52,69)(H,53,67)(H,54,70)/t24-,25+,26+,30+,32-,33-,34+,35-,36-,37-,38-,39-,40-,41-,45+/m0/s1
SMILES Code
O=C(N[C@@H]1C(N[C@@H]([C@H](O)C)C(N2[C@](C[C@@H](O)C2)([H])C(N[C@@H]([C@H](O)[C@@H](O)C3=CC=C(O)C=C3)C(N[C@@H]([C@H](O)C)C(N4[C@]([C@@H](O)[C@@H](C)C4)([H])C(N[C@H](O)[C@H](O)C1)=O)=O)=O)=O)=O)=O)C5=CC=C(OCCCCCCCC)C=C5
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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,030.14 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.

Recalculate based on batch purity %
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: Tang J, Parr TR Jr. W-1 solubilization and kinetics of inhibition by cilofungin of Candida albicans (1,3)-beta-D-glucan synthase. Antimicrob Agents Chemother. 1991 Jan;35(1):99-103. PubMed PMID: 1826595; PubMed Central PMCID: PMC244948. 2: Van der Auwera P, Meunier F. In-vitro effects of cilofungin (LY121019), amphotericin B and amphotericin B-deoxycholate on human polymorphonuclear leucocytes. J Antimicrob Chemother. 1989 Nov;24(5):747-63. PubMed PMID: 2557318. 3: Meshulam T, Levitz SM, Diamond RD, Sugar AM. Effect of cilofungin (LY121019), a fungal cell wall synthesis inhibitor, on interactions of Candida albicans with human neutrophils. J Antimicrob Chemother. 1989 Nov;24(5):741-5. PubMed PMID: 2689424. 4: Odds FC. Activity of cilofungin (LY121019) against Candida species in vitro. J Antimicrob Chemother. 1988 Dec;22(6):891-7. PubMed PMID: 3243737. 5: Bulo AN, Bradley SF, Kauffman CA. The effect of cilofungin (LY 121019) in combination with amphotericin B or flucytosine against Candida species. Mycoses. 1989 Jan;32(1):46-52. PubMed PMID: 2747742. 6: Denning DW, Stevens DA. Efficacy of cilofungin alone and in combination with amphotericin B in a murine model of disseminated aspergillosis. Antimicrob Agents Chemother. 1991 Jul;35(7):1329-33. PubMed PMID: 1929289; PubMed Central PMCID: PMC245166. 7: Galgiani JN, Sun SH, Clemons KV, Stevens DA. Activity of cilofungin against Coccidioides immitis: differential in vitro effects on mycelia and spherules correlated with in vivo studies. J Infect Dis. 1990 Oct;162(4):944-8. PubMed PMID: 2144867. 8: Fong IW, Bannatyne RM, Cheng PC. The comparative efficacy of cilofungin, fluconazole and amphotericin B in disseminated Candida tropicalis infection in neutropenic mice. Clin Invest Med. 1992 Oct;15(5):434-9. PubMed PMID: 1458716. 9: Angiolella L, Bromuro C, Simonetti N, Cassone A. Glucan synthesis and its inhibition by cilofungin in susceptible and resistant strains of Candida albicans. J Med Vet Mycol. 1992;30(5):369-76. PubMed PMID: 1469538. 10: Bulo AN, Bradley SF, Kauffman CA. The effect of cilofungin (LY 121019) in combination with amphotericin B or flucytosine against Candida species. Mycoses. 1989 Mar;32(3):151-7. PubMed PMID: 2733727. 11: Debono M, Abbott BJ, Fukuda DS, Barnhart M, Willard KE, Molloy RM, Michel KH, Turner JR, Butler TF, Hunt AH. Synthesis of new analogs of echinocandin B by enzymatic deacylation and chemical reacylation of the echinocandin B peptide: synthesis of the antifungal agent cilofungin (LY121019). J Antibiot (Tokyo). 1989 Mar;42(3):389-97. PubMed PMID: 2708132. 12: Richardson MD, Smyth LA, Shankland GS. Stimulation of human neutrophil phagocytosis of Candida albicans by a beta-glucan synthase inhibitor, cilofungin. FEMS Microbiol Immunol. 1991 Oct;3(5):299-303. PubMed PMID: 1797051. 13: Smith KR, Lank KM, Dismukes WE, Cobbs CG. In vitro comparison of cilofungin alone and in combination with other antifungal agents against clinical isolates of Candida species. Eur J Clin Microbiol Infect Dis. 1991 Jul;10(7):588-92. PubMed PMID: 1655435. 14: Khardori N, Nguyen H, Stephens LC, Kalvakuntla L, Rosenbaum B, Bodey GP. Comparative efficacies of cilofungin (Ly121019) and amphotericin B against disseminated Candida albicans infection in normal and granulocytopenic mice. Antimicrob Agents Chemother. 1993 Apr;37(4):729-36. PubMed PMID: 8494367; PubMed Central PMCID: PMC187744. 15: Taft CS, Stark T, Selitrennikoff CP. Cilofungin (LY121019) inhibits Candida albicans (1-3)-beta-D-glucan synthase activity. Antimicrob Agents Chemother. 1988 Dec;32(12):1901-3. PubMed PMID: 2977537; PubMed Central PMCID: PMC176043. 16: Beaulieu D, Tang J, Yan SB, Vessels JM, Radding JA, Parr TR Jr. Characterization and cilofungin inhibition of solubilized Aspergillus fumigatus (1,3)-beta-D-glucan synthase. Antimicrob Agents Chemother. 1994 May;38(5):937-44. PubMed PMID: 8067773; PubMed Central PMCID: PMC188130. 17: McIntyre KA, Galgiani JN. pH and other effects on the antifungal activity of cilofungin (LY121019). Antimicrob Agents Chemother. 1989 May;33(5):731-5. PubMed PMID: 2751286; PubMed Central PMCID: PMC172523. 18: Zambias RA, Hammond ML, Heck JV, Bartizal K, Trainor C, Abruzzo G, Schmatz DM, Nollstadt KM. Preparation and structure-activity relationships of simplified analogues of the antifungal agent cilofungin: a total synthesis approach. J Med Chem. 1992 Jul 24;35(15):2843-55. PubMed PMID: 1495015. 19: Angiolella L, Simonetti N, Cassone A. The lipopeptide antimycotic, cilofungin modulates the incorporation of glucan-associated proteins into the cell wall of Candida albicans. J Antimicrob Chemother. 1994 Jun;33(6):1137-46. PubMed PMID: 7928807. 20: Pfaller M, Gordee R, Gerarden T, Yu M, Wenzel R. Fungicidal activity of cilofungin (LY121019) alone and in combination with anticapsin or other antifungal agents. Eur J Clin Microbiol Infect Dis. 1989 Jun;8(6):564-7. PubMed PMID: 2504601.