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Product Name:ZARAGOZIC ACID A
CAS:142561-96-4
Purity:>98% by HPLC Package:1mg;5mg
|
| Company Name: |
Novachemistry
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| Products Intro: |
Product Name:Zaragozic acid A
CAS:142561-96-4
Purity:>98% by HPLC Package:1mg;5mg
|
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| | Zaragozic acid A Basic information |
| Product Name: | Zaragozic acid A | | Synonyms: | DFKDOZMCHOGOBR-NCSQYGPNSA-N;ZARAGOZIC ACID A;Squalestatin 1;Aids111671;Aids-111671;Gr 105155x;L-Erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid, 2,7-anhydro-3,4-di-C-carboxy-8,9,10,12,13-pentadeoxy-10-methylene-12-(phenylmethyl)-, 11-acetate 5-[(2E,4S,6S)-4,6-dimethyl-2-octenoate], (7S)-;Squalestatin A, Squalestatin S1, L 694599 | | CAS: | 142561-96-4 | | MF: | C35H46O14 | | MW: | 690.73 | | EINECS: | | | Product Categories: | | | Mol File: | 142561-96-4.mol |  |
| | Zaragozic acid A Chemical Properties |
| alpha | D22 +18.3° (c = 0.60 in CHCl3); D25 +37° (c = 1.29 in methanol) | | Boiling point | 850.1±65.0 °C(Predicted) | | density | 1.35±0.1 g/cm3(Predicted) | | storage temp. | −20°C | | solubility | Soluble in DMSO | | form | solid | | pka | 1.47±0.70(Predicted) | | color | white to light tan | | CAS DataBase Reference | 142561-96-4 |
| | Zaragozic acid A Usage And Synthesis |
| Chemical Properties | White to light tan solid. Soluble in ethanol (10 mg/ml), methanol, DMF, DMSO (10 mg/ml), and water (moderate). | | 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. | | Definition | ChEBI: Zaragozic acid A is a polyketide isolated from fungi that is a potent inhibitor of fungal and mammalian squalene synthase. It has a role as an EC 2.5.1.21 (squalene synthase) inhibitor and a fungal metabolite. It is a tricarboxylic acid, an acetate ester, a cyclic ketal, an oxabicycloalkane, a tertiary alcohol and a polyketide. | | Application | Zaragozic Acid A is a squalene synthetase inhibitor. it targeted squalene synthase and lowered the cholesterol levels in vivo of marmosets. | | Biological Activity | Zaragozic acid A is an inhibitor of acute liver cholsterol synthesis (50% inhibition dose 200 μg/ kg) with Ki value of 78pM. It inhibited cholesterol synthesis in Hep G2 cells. | | 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]. | | references | [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. |
| | Zaragozic acid A Preparation Products And Raw materials |
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