Compactin (Statins)

Toxin: 

n

Trivial name: 

Butanoic acid, 2-​methyl-​, 1,​2,​3,​7,​8,​8a-​hexahydro-​7-​methyl-​8-​[2-​(tetrahydro-​4-​hydroxy-​6-​oxo-​2H-​pyran-​2-​yl)​ethyl]​-​1-​naphthalenyl ester, [1S-​[1α(R*)​,​7β,​8β(2S*,​4S*)​,​8aβ]​]​-; (+)​-​Compactin; Antibiotic ML 236B; CS 500; CS 500 (antibiotic); Compactin; Compactin (Penicillium); L 637312; ML 236B; ML 236B lactone; Mevastatin; NSC 281245; Statin I

Systematic name: 

[8-[2-(4-hydroxy-6-oxo-tetrahydropyran-2-yl)ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2-methylbutanoate

Molecular formulae: 

C23H34O5

Molecular weight: 

390.51

Chem abstract number: 

73573-88-3

Literature reference: 

Biosynthesis of ML-​236C and the hypocholesterolemic agents compactin by Penicillium aurantiogriseum and lovastatin by Aspergillus terreus: determination of the origin of carbon, hydrogen and oxygen atoms by 13C NMR spectrometry and observation of unusual labeling of acetate-​derived oxygens by 18O2. Wagschal, Kurt; Yoshizawa, Yuko; Witter, David J.; Liu, Yaoquan; Vederas, John C. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1996), (19), 2357-2363. Production and purification of statins from Aspergillus terreus strains. Manzoni, Matilde;...

Structure image: 

Aspergillus Species known to produce this metabolite: 

3d image file .c3d (requires Chem3d http://www.cambridgesoft.com/Ensemble_for_Chemistry/ChemBio3D/): 

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


Date uploaded: 

2008-07-07 15:48:31