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Zaragozic Acid A

Catalog No.
A1624
rat liver squalene synthase inhibitor
Grouped product items
SizePriceStock Qty
1mg
$294.00
Ship with 5-10 days
5mg
$732.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

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Background

Ki: 78 pM for rat liver squalene synthase

The zaragozic acids (ZAs), which is a family of fungal metabolites containing a novel 4,6,7-trihydroxy-2,8-dioxobicyclo[3.2.1]octane-3,4,5-tricarboxylic acid core, have been independently discovered by two separate groups via screening natural product sources to discover inhibitors of squalene synthase.

In vitro: Zaragozic acid A, as well as it two analogs Zaragozic acid B and C were discovered from an unidentified sterile fungal culture, Spororniella intermedia, and Leptodontium elatius, respectively. Zaragozic acid A, B and C were reported to be three potent competitive inhibitors of rat liver squalene synthase with Ki values of 78 pM, 29 pM, and 45 pM, respectively. In addition, Zaragozic acid A, B and C could also inhibite cholesterol synthesis in Hep G2 cells [1].

In vivo: In the mouse model, zaragozic acid A was found to be an inhibitor of acute hepatic cholesterol synthesis (50% inhibitory dose of 200 μg/kg). The in-vivo inhibition of squalene synthase was accompanied by an accumulation of label from [3Hjmevalonate into farnesyl diphosphate, farnesol, as well as organic acids. In summary, these data showed the zaragozic acids were a new class of therapeutic agents with potential for the hypercholesterolemia treatment [1].

Clinical trial: Up to now, zaragozic acid A is still in the preclinical development stage.

Reference:
[1] Bergstrom JD,Kurtz MM,Rew DJ,Amend AM,Karkas JD,Bostedor RG,Bansal VS,Dufresne C,VanMiddlesworth FL,Hensens OD, et al.  Zaragozic acids: a family of fungal metabolites that are picomolar competitive inhibitors of squalene synthase. Proc Natl Acad Sci U S A.1993 Jan 1;90(1):80-4.

Product Citation

Chemical Properties

Physical AppearanceA white to light tan solid
StorageStore at -20°C
M.Wt690.73
Cas No.142561-96-4
FormulaC35H46O14
SolubilitySoluble in DMSO
Chemical Name(1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-acetoxy-5-methyl-3-methylene-6-phenylhexyl)-6-(((4S,6S,E)-4,6-dimethyloct-2-enoyl)oxy)-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
SDFDownload SDF
Canonical SMILESO[C@@H]1[C@H]([C@@]2([C@](C(O)=O)([C@H](O[C@@]1(CCC([C@H]([C@@H](CC3=CC=CC=C3)C)OC(C)=O)=C)O2)C(O)=O)O)C(O)=O)OC(/C=C/[C@H](C[C@H](CC)C)C)=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

Zaragozic Acid A