(Z)-Guggulsterone
- $44 - $1055.09
- 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
25 prices
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Brand
- AHH
- AK Scientific
- American Custom Chemicals Corporation
- ApexBio Technology
- AvaChem
- Cayman Chemical
- ChemScene
- Sigma-Aldrich
- Tocris
- TRC
- Usbiological
Package
- 5MG
- 50
- 1mg
- 10MG
- 20mg
- 25mg
- 50MG
- 100mg
- 10
- 1g
- ManufacturerAHH
- Product numberMT-52228
- Product descriptionGugulsterone 98%
- Packaging1g
- Price$810
- Updated2021-12-16
- Buy
- ManufacturerAK Scientific
- Product number3280BB
- Product descriptionGuggulsterone
- Packaging25mg
- Price$317
- Updated2021-12-16
- Buy
- ManufacturerAmerican Custom Chemicals Corporation
- Product numberAPI0002874
- Product descriptionGUGGULSTERONE Z 95.00%
- Packaging5MG
- Price$660.66
- Updated2021-12-16
- Buy
- ManufacturerAmerican Custom Chemicals Corporation
- Product numberAPI0002874
- Product descriptionGUGGULSTERONE Z 95.00%
- Packaging10MG
- Price$698.54
- Updated2021-12-16
- Buy
- ManufacturerAmerican Custom Chemicals Corporation
- Product numberAPI0002874
- Product descriptionGUGGULSTERONE Z 95.00%
- Packaging50MG
- Price$1055.09
- Updated2021-12-16
- Buy
- ManufacturerApexBio Technology
- Product numberB7431
- Product descriptionZ-Guggulsterone
- Packaging50mg
- Price$888
- Updated2021-12-16
- Buy
- ManufacturerAvaChem
- Product number3235
- Product descriptionZ-Guggulsterone
- Packaging5mg
- Price$79
- Updated2021-12-16
- Buy
- ManufacturerAvaChem
- Product number3235
- Product descriptionZ-Guggulsterone
- Packaging20mg
- Price$229
- Updated2021-12-16
- Buy
- ManufacturerAvaChem
- Product number3235
- Product descriptionZ-Guggulsterone
- Packaging100mg
- Price$590
- Updated2021-12-16
- Buy
- ManufacturerCayman Chemical
- Product number71800
- Product description(Z)-Guggulsterone
- Packaging1mg
- Price$44
- Updated2024-03-01
- Buy
- ManufacturerCayman Chemical
- Product number71800
- Product description(Z)-Guggulsterone
- Packaging5mg
- Price$109
- Updated2024-03-01
- Buy
- ManufacturerCayman Chemical
- Product number71800
- Product description(Z)-Guggulsterone
- Packaging10mg
- Price$193
- Updated2024-03-01
- Buy
- ManufacturerCayman Chemical
- Product number71800
- Product description(Z)-Guggulsterone
- Packaging50mg
- Price$849
- Updated2024-03-01
- Buy
- ManufacturerChemScene
- Product numberCS-0032895
- Product description(Z)-Guggulsterone 98.27%
- Packaging10mg
- Price$200
- Updated2021-12-16
- Buy
- ManufacturerChemScene
- Product numberCS-0032895
- Product description(Z)-Guggulsterone 98.27%
- Packaging25mg
- Price$400
- Updated2021-12-16
- Buy
- ManufacturerSigma-Aldrich
- Product numberG5168
- Product description(Z)-Guggulsterone ≥89% (HPLC), powder
- Packaging5mg
- Price$208
- Updated2024-03-01
- Buy
Manufacturer | Product number | Product description | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|
AHH | MT-52228 | Gugulsterone 98% | 1g | $810 | 2021-12-16 | Buy |
AK Scientific | 3280BB | Guggulsterone | 25mg | $317 | 2021-12-16 | Buy |
American Custom Chemicals Corporation | API0002874 | GUGGULSTERONE Z 95.00% | 5MG | $660.66 | 2021-12-16 | Buy |
American Custom Chemicals Corporation | API0002874 | GUGGULSTERONE Z 95.00% | 10MG | $698.54 | 2021-12-16 | Buy |
American Custom Chemicals Corporation | API0002874 | GUGGULSTERONE Z 95.00% | 50MG | $1055.09 | 2021-12-16 | Buy |
ApexBio Technology | B7431 | Z-Guggulsterone | 50mg | $888 | 2021-12-16 | Buy |
AvaChem | 3235 | Z-Guggulsterone | 5mg | $79 | 2021-12-16 | Buy |
AvaChem | 3235 | Z-Guggulsterone | 20mg | $229 | 2021-12-16 | Buy |
AvaChem | 3235 | Z-Guggulsterone | 100mg | $590 | 2021-12-16 | Buy |
Cayman Chemical | 71800 | (Z)-Guggulsterone | 1mg | $44 | 2024-03-01 | Buy |
Cayman Chemical | 71800 | (Z)-Guggulsterone | 5mg | $109 | 2024-03-01 | Buy |
Cayman Chemical | 71800 | (Z)-Guggulsterone | 10mg | $193 | 2024-03-01 | Buy |
Cayman Chemical | 71800 | (Z)-Guggulsterone | 50mg | $849 | 2024-03-01 | Buy |
ChemScene | CS-0032895 | (Z)-Guggulsterone 98.27% | 10mg | $200 | 2021-12-16 | Buy |
ChemScene | CS-0032895 | (Z)-Guggulsterone 98.27% | 25mg | $400 | 2021-12-16 | Buy |
Sigma-Aldrich | G5168 | (Z)-Guggulsterone ≥89% (HPLC), powder | 5mg | $208 | 2024-03-01 | 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
Symbol(GHS): | |||||||||||||||
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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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