Helvolic acid

Toxin: 

y

Trivial name: 

Helvolic acid (6CI,​7CI); (Z)​-​6β,​16β-​Dihydroxy-​3,​7-​dioxo-​29-​nor-​8α,​9β,​13α,​14β-​dammara-​1,​17(20)​,​24-​trien-​21-​oic acid diacetate; Fumigacin; NSC 319943

Systematic name: 

29-Nordammara-1,17(20),24-trien-21-oic acid, 6,16-bis(acetyloxy)-3,7-dioxo-, (4a,6b,8a,9b,13a,14b,16b,17Z)- (9CI)

Molecular formulae: 

C33H44O8

Molecular weight: 

568.70

Chem abstract number: 

29400-42-8

Literature reference: 

Production of two antibacterial substances, fumigacin and clavacin. Waksman, Selman A.; Horning, Elizabeth S.; Spencer, Ernest L. Science (Washington, DC, United States) (1942), 96, 202-3. WILLIAMS TI.Biochem J. 1952 Jul;51(4):538-42. Some chemical properties of helvolic acid.
OKUDA S, IWASAKI S, TSUDA K, SANO Y, HATA T, UDAGAWA S, NAKAYAMA Y, YAMAGUCHI H. THE STRUCTURE OF HELVOLIC ACID.Chem Pharm Bull (Tokyo). 1964 Jan;12:121-4.
Amitani R, Taylor G, Elezis EN, Llewellyn-Jones C, Mitchell J, Kuze F, Cole PJ, Wilson R. Purification and characterization of factors produced by Aspergillus...

Toxicity: 

mouse LD50 intraperitoneal 400mg/kg (400mg/kg) "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 3, Pg. 1837, 1978. mouse LDLo intravenous 500mg/kg (500mg/kg) "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 3, Pg. 1837, 1978.

Structure image: 

Aspergillus Species known to produce this metabolite: 

3d image file .s3d (get free desktop viewer at http://www.acdlabs.com/resources/freeware/): 

jmol file (.mol) requires Java to run (http://www.java.com/en/download/help/enable_panel.xml): 


Date uploaded: 

2008-01-25 00:53:58