(Z)-Guggulsterone
- ₹23490.25 - ₹83688.08
- Product name: (Z)-Guggulsterone
- CAS: 39025-23-5
- MF: C21H28O2
- MW: 312.45
- EINECS:
- MDL Number:MFCD01310757
- Synonyms:4,17(20)-(CIS)-PREGNADIEN-3,16-DIONE;GUGULSTERONE;GUGGULESTERONE Z;GUGGULSTERONE Z;GUGGULSTERONE (Z FORM);CIS-4,17(20)-PREGNADIENE-3,16-DIONE;CIS GUGGULSTERONE;PREGNA-4,17(20)-DIENE-3,16-DIONE
3 prices
Selected condition:
Brand
- Sigma-Aldrich(India)
Package
- 5MG
- 10MG
- 25MG
- ManufacturerSigma-Aldrich(India)
- Product numberG5168
- Product description(Z)-Guggulsterone ≥89% (HPLC), powder
- Packaging5MG
- Price₹23490.25
- Updated2022-06-14
- Buy
- ManufacturerSigma-Aldrich(India)
- Product number78251
- Product description(Z)-Guggulsterone analytical standard
- Packaging10MG
- Price₹24540.28
- Updated2022-06-14
- Buy
- ManufacturerSigma-Aldrich(India)
- Product numberG5168
- Product description(Z)-Guggulsterone ≥89% (HPLC), powder
- Packaging25MG
- Price₹83688.08
- Updated2022-06-14
- Buy
Manufacturer | Product number | Product description | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|
Sigma-Aldrich(India) | G5168 | (Z)-Guggulsterone ≥89% (HPLC), powder | 5MG | ₹23490.25 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 78251 | (Z)-Guggulsterone analytical standard | 10MG | ₹24540.28 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | G5168 | (Z)-Guggulsterone ≥89% (HPLC), powder | 25MG | ₹83688.08 | 2022-06-14 | Buy |
Properties
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)
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)
Safety Information
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Signal word: | Warning | ||||||||||||||
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Description
Bile acids are essential for solubilization and transport of dietary lipids, are the major products of cholesterol catabolism, and are physiological ligands for farnesoid X receptor (FXR), a nuclear receptor that regulates genes involved in lipid metabolism. They are also inherently cytotoxic, as physiological imbalance contributes to increased oxidative stress. Bile acid-controlled signaling pathways are promising novel targets to treat such metabolic diseases as obesity, type II diabetes, hyperlipidemia, and atherosclerosis. Guggulsterone, derived from resin of the guggul tree, is a competitive antagonist of FXR both in vitro and in vivo. The trans stereoisomer of guggulsterone, (Z)-guggulsterone, decreases chenodeoxycholic acid (CDCA)-induced FXR activation with an IC50 value of 17 μM. By inhibiting CDCA-induced transactivation of FXR, guggulsterone lowers low-density lipoprotein cholesterol and triglyceride levels in rodents fed a high cholesterol diet. While both cis and trans stereoisomers have been shown to directly decrease hepatic cholesterol, the Z isomer is the most studied. (Z)-Guggulsterone demonstrates antitumor-promoting effects inhibiting both constitutive and interleukin-6-induced STAT3 activation in human multiple myeloma cells and suppressing the VEGF-VEGF/R2-Akt signaling axis in DU145 human prostate cancer cells.Related product price
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