(Z)-Guggulsterone
- CAS No.
- 39025-23-5
- Chemical Name:
- (Z)-Guggulsterone
- Synonyms
- GUGGULSTERONE;GUGULSTERONE;GUGGULSTERONE Z;Z-Gugglesterone;GUGGULESTERONE Z;(Z)-Guggulsterone;CIS GUGGULSTERONE;GUGGULSTERONE Z(P);GUGGULSTERONE (Z FORM);Guggulsterone Z (25 mg)
- CBNumber:
- CB4309068
- Molecular Formula:
- C21H28O2
- Molecular Weight:
- 312.45
- MDL Number:
- MFCD01310757
- MOL File:
- 39025-23-5.mol
- MSDS File:
- SDS
Melting point | 188-190° |
---|---|
alpha | D26 -61° (c = 1 in chloroform) |
Boiling point | 463.3±45.0 °C(Predicted) |
Density | 1.10±0.1 g/cm3(Predicted) |
storage temp. | 2-8°C |
solubility | DMSO: 5 mg/mL |
form | powder |
color | light yellow |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months. |
InChI | InChI=1S/C21H28O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4,11,15,17-18H,5-10,12H2,1-3H3/b16-4+/t15-,17+,18+,20+,21-/m1/s1 |
InChIKey | WDXRGPWQVHZTQJ-OSJVMJFVSA-N |
SMILES | C1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)/C(=C/C)/C(=O)C3)CC2 |
LogP | 3.650 (est) |
EWG's Food Scores | 1 |
FDA UNII | 6CST3U34GN |
(Z)-Guggulsterone price More Price(25)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 1302214 | Guggulsterone Z United States Pharmacopeia (USP) Reference Standard | 39025-23-5 | 25mg | $489 | 2024-03-01 | Buy |
Sigma-Aldrich | 78251 | (Z)-Guggulsterone analytical standard | 39025-23-5 | 10mg | $283 | 2022-05-15 | Buy |
Cayman Chemical | 71800 | (Z)-Guggulsterone | 39025-23-5 | 5mg | $109 | 2024-03-01 | Buy |
Cayman Chemical | 71800 | (Z)-Guggulsterone | 39025-23-5 | 50mg | $849 | 2024-03-01 | Buy |
Sigma-Aldrich | G5168 | (Z)-Guggulsterone ≥89% (HPLC), powder | 39025-23-5 | 5mg | $208 | 2024-03-01 | Buy |
(Z)-Guggulsterone Chemical Properties,Uses,Production
Description
Guggulsterone-(Z) (39025-23-5) is a natural steroid from?Commiphora mukul?extract (guggulipid) which lowers cholesterol and acts as an FXR antagonist.1?Attenuates astrocyte-mediated neuroinflammation.2? Induces differentiation of pluripotent stem cells to dopaminergic neurons.3 Produces antidepressant-like effects via activation of the BDNF signaling pathway in mouse models.4
Uses
(Z)-Guggulsterone acts as an α-glucosidase inhibitor also known as a hypolipidemic agent.
Uses
Z-Guggulsterone acts as an α-glucosidase inhibitor also known as a hypolipidemic agent.
Definition
ChEBI: Guggulsterone is a 3-hydroxy steroid. It has a role as an androgen.
Biological Activity
Broad spectrum steroid receptor ligand; mineralocorticoid, progesterone and glucocorticoid receptor antagonist (K i values are 37, 224 and 252 nM respectively) and weak androgen receptor agonist (K i = 315 nM). Induces apoptosis in prostate cancer cells and inhibits angiogenesis via suppression of the VEGF-VEGFR2-Akt signalling pathway. Exhibits antilipidemic activity via antagonism of the farnesoid X receptor (FXR) and displays antiseptic, antirheumatic and anti-inflammatory activity in vivo . More active isomer of Guggulsterone (Pregna-4,17(20)-diene-3,16-dione ).
Biochem/physiol Actions
(Z)-Guggulsterone is a natural product that lowers cholesterol due to its function as an antagonist ligand for the bile acid receptor. (Z)-Guggulsterone is a nuclear hormone receptor that regulates the transcription of several genes involved in cholesterol metabolism and plays a role in cholesterol level regulation. (Z)-Guggulsterone is also a selective farnesoid X receptor (FXR) modulator.
storage
Store at RT
References
1) Urizar?et al.?(2002),?A Natural Product That Lowers Cholesterol as an Antagonist Ligand for FXR; Science,?296?1703 2) Liu?et al.?(2018),?Z-Guggulsterone attenuates astrocytes-mediated neuroinflammation after ischemia by inhibiting toll-like receptor 4 pathway; J. Neurochem.,?147?803 3) Agbay?et al.?(2018),?Guggulsterone-releasing Microspheres Direct the Differentiation of Human Induced Pluripotent Stem Cells Into Neural Phenotypes; Biomed. Mater.,?13?034104 4) Liu?et al.?(2017),?Z-Guggulsterone Produces Antidepressant-Like Effects in Mice through Activation of the BDNF Signaling Pathway; Int. J. Neuropsychopharmacol.,?20?485
(Z)-Guggulsterone Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Alfa Chemistry | Info@alfa-chemistry.com | United States | 24072 | 58 | |
Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29888 | 58 |
Biochempartner | 0086-13720134139 | candy@biochempartner.com | CHINA | 967 | 58 |
Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | sales@biopurify.com | China | 3772 | 58 |
Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
Shaanxi Pioneer Biotech Co., Ltd . | +8613259417953 | sales@pioneerbiotech.com | China | 3000 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39916 | 58 |
SIMAGCHEM CORP | +86-13806087780 | sale@simagchem.com | China | 17367 | 58 |
View Lastest Price from (Z)-Guggulsterone manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-09-25 | (Z)-Guggulsterone
39025-23-5
|
US $0.00 / MG | 20MG | 99% HPLC | 100KG | Changsha Staherb Natural Ingredients Co., Ltd. | ||
2024-09-24 | (Z)-Guggulsterone
39025-23-5
|
US $0.00 / kg | 1kg | 98% | 200kg | Shanghai Joiny Pharmaceutical Co.,LTD | ||
2019-07-06 | (E)-Guggulsterone
39025-23-5
|
US $1.00 / KG | 1g | 99% | 100KG | Career Henan Chemical Co |
- (Z)-Guggulsterone
39025-23-5
- US $0.00 / MG
- 99% HPLC
- Changsha Staherb Natural Ingredients Co., Ltd.
- (Z)-Guggulsterone
39025-23-5
- US $0.00 / kg
- 98%
- Shanghai Joiny Pharmaceutical Co.,LTD
- (E)-Guggulsterone
39025-23-5
- US $1.00 / KG
- 99%
- Career Henan Chemical Co
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