A squalene synthase inhibitor
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Zaragozic Acid A

Item No. 17452

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7S)-11-acetate 5-[(2E,4S,6S)-4,6-dimethyl-2-octenoate]-2,7-anhydro-3,4-di-C-carboxy-8,9,10,12,13-pentadeoxy-10-methylene-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid
CAS Number
142561-96-4
Synonyms
  • L-694,599
  • Squalestatin S1
Molecular Formula
C35H46O14
Formula Weight
690.7
Purity
≥95%
Formulation
A semi-solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O[C@@H]1[C@@H](OC(/C=C/[C@@H](C)C[C@@H](C)CC)=O)[C@]2(C(O)=O)[C@](O)(C(O)=O)[C@@H](C(O)=O)O[C@]1(O2)CCC([C@@H](OC(C)=O)[C@H](C)CC3=CC=CC=C3)=C
InChi Code
InChI=1S/C35H46O14/c1-7-19(2)17-20(3)13-14-25(37)47-28-27(38)33(48-29(30(39)40)34(45,31(41)42)35(28,49-33)32(43)44)16-15-21(4)26(46-23(6)36)22(5)18-24-11-9-8-10-12-24/h8-14,19-20,22,26-29,38,45H,4,7,15-18H2,1-3,5-6H3,(H,39,40)(H,41,42)(H,43,44)/b14-1
InChi Key
DFKDOZMCHOGOBR-NCSQYGPNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Zaragozic acid A is a fungal metabolite that acts as a reversible competitive inhibitor of squalene synthase (Ki = 78 pM in vitro).1 It dose-dependently reduces cholesterol synthesis in HepG2 cells (IC50 = 6 µM) and inhibits hepatic cholesterol synthesis in mice (ED50 = 0.2 mg/kg).1 Zaragozic acid A also inhibits farnesyl transferase (FTase) and geranylgeranyl transferase type I (GGTase I) (IC50s = 216 and 50 nM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bergstrom, J.D., Kurtz, M.M., Rew, D.J., et al. Zaragozic acids: A family of fungal metabolites that are picomolar competitive inhibitors of squalene synthase. Proc. Natl. Acad. Sci. USA 90(1), 80-84 (1993).

    2. Gibbs, J.B., Pompliano, D.L., Mosser, S.D., et al. Selective inhibition of farnesyl-protein transferase blocks ras processing in vivo. The Journal of Biological Chemisty 268(11), 7617-7620 (1993).