Zaragozic acid A
- CAS No.
- 142561-96-4
- Chemical Name:
- Zaragozic acid A
- Synonyms
- Aids111671;Gr 105155x;Aids-111671;Squalestatin 1;Squalestatin A;Zaragozic Acid;ZARAGOZIC ACID A;DFKDOZMCHOGOBR-NCSQYGPNSA-N;Squalestatin A, Squalestatin S1, L 694599;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)-
- CBNumber:
- CB1505421
- Molecular Formula:
- C35H46O14
- Molecular Weight:
- 690.73
- MDL Number:
- MFCD00868072
- MOL File:
- 142561-96-4.mol
| 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 |
| FDA UNII | 1117HVX02L |
Zaragozic acid A price More Price(5)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 17452 | Zaragozic Acid A ≥98% | 142561-96-4 | 1mg | $194 | 2024-03-01 | Buy |
| Cayman Chemical | 17452 | Zaragozic Acid A ≥98% | 142561-96-4 | 5mg | $483 | 2024-03-01 | Buy |
| TRC | Z150605 | ZaragozicAcidA | 142561-96-4 | 0.5mg | $395 | 2021-12-16 | Buy |
| ApexBio Technology | A1624 | ZaragozicAcidA | 142561-96-4 | 5mg | $549 | 2021-12-16 | Buy |
| AK Scientific | 8496CP | ZaragozicacidA | 142561-96-4 | 5mg | $637 | 2021-12-16 | Buy |
Zaragozic acid A Chemical Properties,Uses,Production
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.
Application
Zaragozic Acid A is a squalene synthetase inhibitor. it targeted squalene synthase and lowered the cholesterol levels in vivo of marmosets.
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.
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
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| BOC Sciences | 16314854226; +16314854226 | inquiry@bocsci.com | United States | 19741 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52924 | 58 |
| Lynnchem | 86-(0)29-85992781 17792393971 | info@lynnchem.com | China | 4587 | 58 |
| Novachemistry | 44-20819178-90 02081917890 | info@novachemistry.com | United Kingdom | 4381 | 58 |
| Shenzhen Polymeri Biochemical Technology Co., Ltd. | +86-400-002-6226 +86-13028896684; | sales@rrkchem.com | China | 57423 | 58 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11218 | 58 |
| Meng Cheng Technology (Shanghai) Co., LTD | 400-820-6829 | sales@mitachieve.com | China | 8860 | 58 |
| MedBioPharmaceutical Technology Inc | 021-69568360 18916172912 | order@med-bio.cn | China | 8140 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing@energy-chemical.com | China | 44918 | 58 |
| Shanghai Universal Biotech Co.,Ltd | 13774214275 | zhouzz@univ-bio.com | China | 24994 | 58 |