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MedKoo Cat#: 463592 | Name: Efrapeptin F

Description:

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

Efrapeptin F is a metabolite of entomogenous fungi in the genus Tolypocladium that acts as a mitochondrial complex V inhibitor. It has been shown to express preferential cytotoxicity to nutrient-deprived tumor cells compared with nutrient-sufficient tumor cells.

Chemical Structure

Efrapeptin F
Efrapeptin F
CAS#131353-66-7

Theoretical Analysis

MedKoo Cat#: 463592

Name: Efrapeptin F

CAS#: 131353-66-7

Chemical Formula: C82H141N18O16+

Exact Mass: 1634.0767

Molecular Weight: 1635.14

Elemental Analysis: C, 60.23; H, 8.69; N, 15.42; O, 15.66

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
Efrapeptin F; Efrapeptin-F;
IUPAC/Chemical Name
N/A
InChi Key
HAOHIZZZBGXUNW-TYMATEDWSA-O
InChi Code
InChI=1S/C82H140N18O16/c1-23-82(22,73(114)86-54(44-49(2)3)48-97-40-31-39-96-38-30-35-62(96)97)93-65(106)56(46-51(6)7)87-63(104)52(8)85-69(110)76(10,11)90-67(108)58-33-26-29-43-100(58)75(116)81(20,21)95-71(112)78(14,15)89-61(103)47-84-60(102)36-37-83-64(105)55(45-50(4)5)88-70(111)77(12,13)94-72(113)79(16,17)91-68(109)59-34-25-28-42-99(59)74(115)80(18,19)92-66(107)57-32-24-27-41-98(57)53(9)101/h49-52,54-59H,23-48H2,1-22H3,(H12-,83,84,85,86,87,88,89,90,91,92,93,94,95,102,103,104,105,106,107,108,109,110,111,112,113,114)/p+1/t52-,54-,55-,56-,57-,58-,59-,82-/m0/s1
SMILES Code
CC[C@](NC([C@@H](NC([C@@H](NC(C(C)(NC([C@@H]1CCCCN1C(C(C)(NC(C(C)(NC(CNC(CCNC([C@@H](NC(C(C)(NC(C(C)(NC([C@@H]2CCCCN2C(C(C)(NC([C@@H]3CCCCN3C(C)=O)=O)C)=O)=O)C)=O)C)=O)CC(C)C)=O)=O)=O)C)=O)C)=O)=O)C)=O)C)=O)CC(C)C)=O)(C(N[C@H](C[N+]4=C5CCCN5CCC4)CC(C)C)=O)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,635.14 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: Momose I, Ohba S, Tatsuda D, Kawada M, Masuda T, Tsujiuchi G, Yamori T, Esumi H, Ikeda D. Mitochondrial inhibitors show preferential cytotoxicity to human pancreatic cancer PANC-1 cells under glucose-deprived conditions. Biochem Biophys Res Commun. 2010 Feb 12;392(3):460-6. doi: 10.1016/j.bbrc.2010.01.050. Epub 2010 Jan 18. PMID: 20083087. 2: Bandani AR, Amiri B, Butt TM, Gordon-Weeks R. Effects of efrapeptin and destruxin, metabolites of entomogenous fungi, on the hydrolytic activity of a vacuolar type ATPase identified on the brush border membrane vesicles of Galleria mellonella midgut and on plant membrane bound hydrolytic enzymes. Biochim Biophys Acta. 2001 Feb 9;1510(1-2):367-77. doi: 10.1016/s0005-2736(00)00370-9. PMID: 11342173. 3: Matha V, Jegorov A, Kiess M, Brückner H. Morphological alterations accompanying the effect of peptaibiotics, alpha-aminoisobutyric acid-rich secondary metabolites of filamentous fungi, on Culex pipiens larvae. Tissue Cell. 1992;24(4):559-64. doi: 10.1016/0040-8166(92)90071-e. PMID: 1359675. 4: Krasnoff SB, Gupta S. Identification and directed biosynthesis of efrapeptins in the fungusTolypocladium geodes gams (Deuteromycotina: Hyphomycetes). J Chem Ecol. 1991 Oct;17(10):1953-62. doi: 10.1007/BF00992580. PMID: 24258490.