12626-18-5 Usage
Description
Fumitremorgin A is a tremorgenic mycotoxin and an organic heterohexacyclic compound that is a mycotoxic indole alkaloid obtained by prenylation of the 10-hydroxy group of verruculogen. It is highly toxic and is isolated as a metabolite of Aspergillus fumigatus.
Uses
Used in Pharmaceutical Industry:
Fumitremorgin A is used as a research tool for studying the effects of tremorgenic mycotoxins on the central nervous system and their potential applications in the development of drugs targeting specific neurological disorders.
Used in Veterinary Medicine:
Fumitremorgin A is used as a veterinary pharmaceutical agent for the treatment of parasitic infections in animals, particularly those caused by trematodes and cestodes, due to its tremorgenic properties that can immobilize parasites and facilitate their removal from the host.
Used in Toxicological Research:
Fumitremorgin A is used as a toxicological research compound to study the mechanisms of mycotoxin-induced toxicity and to develop strategies for the prevention and treatment of mycotoxin-related diseases in both humans and animals.
Check Digit Verification of cas no
The CAS Registry Mumber 12626-18-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,2,6,2 and 6 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 12626-18:
(7*1)+(6*2)+(5*6)+(4*2)+(3*6)+(2*1)+(1*8)=85
85 % 10 = 5
So 12626-18-5 is a valid CAS Registry Number.
InChI:InChI=1/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1
12626-18-5Relevant articles and documents
Total synthesis of verruculogen and fumitremorgin a enabled by ligand-controlled C-H borylation
Feng, Yu,Holte, Dane,Zoller, Jochen,Umemiya, Shigenobu,Simke, Leah R.,Baran, Phil S.
, p. 10160 - 10163 (2015)
Verruculogen and fumitremorgin A are bioactive alkaloids that contain a unique eight-membered endoperoxide. Although related natural products such as fumitremorgins B and C have been previously synthesized, we report the first synthesis of the more complex, endoperoxide-containing members of this family. A concise route to verruculogen and fumitremorgin A relied not only on a hydroperoxide/indole hemiaminal cyclization, but also on the ability to access the seemingly simple starting material, 6-methoxytryptophan. An iridium-catalyzed C-H borylation/Chan-Lam procedure guided by an N-TIPS group enabled the conversion of a tryptophan derivative into a 6-methoxytryptophan derivative, proving to be a general way to functionalize the C6 position of an N,C3-disubstituted indole for the synthesis of indole-containing natural products and pharmaceuticals.
