- Zaragozic acid
chembox new
ImageFile = Zaragozic_acid_A.png
IUPACName = (1R,2S,3S,5S,6R,7R)-5- [(4S,5R)-4-acetoxy-5-methyl-3-methylene-6-phenylhexyl] -7- [(E,4S,6S)-4,6-dimethyl-1-oxooct-2-enoxy] -2,6-dihydroxy-4,8-dioxabicyclo [3.2.1] octane-1,2,3-tricarboxylic acid
OtherNames = squalestatin 1
Section1 = Chembox Identifiers
CASNo=142561-96-4
PubChem=6438355
SMILES=CCC(C)CC(C)C=CC(=O)OC1C(C2(OC(C(C1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCC(=C)C(C(C)CC3=CC=CC=C3)OC(=O)C)O
Section2 = Chembox Properties
Formula=C35H46O14
MolarMass=690.73134
Appearance=
Density=
MeltingPt=
BoilingPt=
Solubility=
Section3 = Chembox Hazards
MainHazards=
FlashPt=
Autoignition=Zaragozic acids are a family of
natural product s produced by fungi. The first characterized zaragozic acids, A, B, and C were isolated from an unidentified sterile fungal culture, "S. intermedia", and "L. elatius", respectively.cite journal | author = Bergstrom JD, Kurtz MM, Rew DJ, Amend AM, Karkas JD, Bostedor RG, Bansal VS, Dufresne C, VanMiddlesworth FL, Hensens OD | title = Zaragozic acids: a family of fungal metabolites that are picomolar competitive inhibitors of squalene synthase | journal = Proc. Natl. Acad. Sci. U.S.A. | volume = 90 | issue = 1 | pages = 80–4 | year = 1993 | month = January | pmid = 8419946 | pmc = 45603 | doi = | url = http://www.pnas.org/cgi/pmidlookup?view=long&pmid=8419946 | issn = ] This family of natural products possesses a unique 4,8-dioxabicyclo [3.2.1] octane core.Zaragozic acids are potent squalene synthase inhibitors and therefore inhibitors of cholesterol synthesis.cite journal | author = Bergstrom JD, Dufresne C, Bills GF, Nallin-Omstead M, Byrne K | title = Discovery, biosynthesis, and mechanism of action of the zaragozic acids: potent inhibitors of squalene synthase | journal = Annu. Rev. Microbiol. | volume = 49 | issue = | pages = 607–39 | year = 1995 | pmid = 8561474 | doi = 10.1146/annurev.mi.49.100195.003135 | url = | issn = ]
References
Wikimedia Foundation. 2010.
