Chemical Property of Zaragozic acid A
Chemical Property:
- Vapor Pressure:0mmHg at 25°C
- Boiling Point:850.1 ºC
- PKA:1.47±0.70(Predicted)
- Flash Point:260.9 ºC
- PSA：217.35000
- Density:1.35 g/cm38
- LogP:4.87800
- Storage Temp.:−20°C
- Solubility.:Soluble in DMSO
- XLogP3:4.9
- Hydrogen Bond Donor Count:5
- Hydrogen Bond Acceptor Count:14
- Rotatable Bond Count:19
- Exact Mass:690.28875614
- Heavy Atom Count:49
- Complexity:1290
- Purity/Quality:
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98%Min *data from raw suppliers
ZaragozicAcidA *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical 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
- Isomeric 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)CC3=CC=CC=C3)OC(=O)C)O
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Uses
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 broad spectrum antifungal but its mode of action as an inhibitor of squalene synthase, involved in sterol biosynthesis, lead to investigation as a cholesterol lowering agent. Zaragozic acid A prepared by BioAustralis is presented as the free acid rather than the tri-sodium salt to avoid stability problems associated with hydrolysis of the salt.
