Zaragozic acid A, Squalestatin S1, SQ1

SKU
Z-2583
  • CAS:142561-96-4
  • Formula:C35H46O14
  • MW:690.7
  • Appearance:White to light tan solid
  • Purity:>98% by HPLC
Product Name Qty
Zaragozic acid A
1 mg
$183.40
Zaragozic acid A
5 mg
$641.29
*Please inquire the availability for this product. Zaragozic acid A is the major metabolite of a class of unusual bicyclic tricarboxylic acids, produced by a number of fungi in the genera Curvularia, Exserohilum, Setosphaeria and others, discovered at Merck and Glaxo in the early 1990s. In nature, zaragozic acid A acts as a broad spectrum antifungal but its mode of action as an inhibitor of squalene synthase, involved in sterol biosynthesis, led to investigation as a cholesterol lowering agent.
More Information
Alternate Name/Synonyms
Squalestatin A, Squalestatin S1, L 694599
SKU
Z-2583
CAS #
142561-96-4
Chemical Name
(1S,3S,4S,5R,6R,7R)-1-[(4S,5R)-4-ACETOXY-5-METHYL-3-METHYLENE-6-PHENYLHEXYL]-6-([(2E,4S,6S)-4,6-DIMETHYL-2-OCTENOYL]OXY)-4,7-DIHYDROXY-2,8-DIOXABICYCLO[3.2.1]OCTANE-3,4,5-TRICARBOXYLIC ACID
Chemical Formula
C35H46O14
Molecular Weight
690.7
Appearance
White to light tan solid
Purity
>98% by HPLC
Solubility
Soluble in ethanol (10 mg/ml), methanol, DMF, DMSO (10 mg/ml), and water (moderate)
Storage Temp
-20
THERAPEUTIC AREA
Infectious Diseases
USE
Zaragozic acid A acts as a broad spectrum antifungal
INCHI
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)/b14-13+/t19-,20+,22+,26+,27+,28+,29+,33-,34+,35-/m0/s1
SMILES
CC[C@H](C)C[C@H](C)/C=C/C(=O)O[C@@H]1[C@H]([C@]2(O[C@@H]([C@]([C@@]1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCC(=C)[C@H]([C@H](C)Cc3ccccc3)OC(=O)C)O
Certificate of Analysis 1
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