Guggulsterone E&Z

Modify Date: 2024-01-02 16:04:02

Guggulsterone E&Z Structure
Guggulsterone E&Z structure
Common Name Guggulsterone E&Z
CAS Number 95975-55-6 Molecular Weight 312.446
Density 1.1±0.1 g/cm3 Boiling Point 463.3±45.0 °C at 760 mmHg
Molecular Formula C21H28O2 Melting Point N/A
MSDS N/A Flash Point 172.3±25.7 °C

 Use of Guggulsterone E&Z


Guggulsterone is a plant sterol derived from the gum resin of the tree Commiphora wightii. Guggulsterone inhibits the growth of a wide variety of tumor cells and induces apoptosis through down regulation of antiapoptotic gene products (IAP1, xIAP, Bfl-1/A1, Bcl-2, cFLIP and survivin), modulation of cell cycle proteins (cyclin D1 and c-Myc), activation of caspases and JNK, inhibition of Akt[1]. Guggulsterone, a farnesoid X receptor (FXR) antagonist, decreases CDCA-induced FXR activation with IC50s of 17 and 15 μM for Z- and E-Guggulsterone, respectively[2].

 Names

Name (Z)-Guggulsterone
Synonym More Synonyms

 Guggulsterone E&Z Biological Activity

Description Guggulsterone is a plant sterol derived from the gum resin of the tree Commiphora wightii. Guggulsterone inhibits the growth of a wide variety of tumor cells and induces apoptosis through down regulation of antiapoptotic gene products (IAP1, xIAP, Bfl-1/A1, Bcl-2, cFLIP and survivin), modulation of cell cycle proteins (cyclin D1 and c-Myc), activation of caspases and JNK, inhibition of Akt[1]. Guggulsterone, a farnesoid X receptor (FXR) antagonist, decreases CDCA-induced FXR activation with IC50s of 17 and 15 μM for Z- and E-Guggulsterone, respectively[2].
Related Catalog
Target

JNK

Akt

Caspase

In Vitro Guggulsterone (0.5-20 μM; 24 hours) suppresses TREM-1, TLR4 and TNF-α expression as well as the phosphorylation of IκBα and NF-κB p65 by LPS[2]. Western Blot Analysis[1] Cell Line: RAW 264.7 murine macrophage cells Concentration: 0.5, 5, 10, 20 μM Incubation Time: 24 hours Result: Suppressed TREM-1, TLR4, and TNF-α expression as well as the phosphorylation of IκBα and NF-κB p65 by LPS.
In Vivo Guggulsterone (orally; 100 mg/kg once per day for 8 days) significantly improved the survival rates of wild-type mice with TNBS-induced colitis[2]. Animal Model: Wild-type mice with TNBS-induced colitis[2] Dosage: 100 mg/kg Administration: Orally; once per day; for 8 days Result: Improved the survival rates of wild-type mice with TNBS-induced colitis.
References

[1]. Shishodia S, et al. Guggulsterone for Chemoprevention of Cancer. Curr Pharm Des. 2016;22(3):294-306.

[2]. Che X, et al. Protective effects of guggulsterone against colitis are associated with the suppression of TREM-1 and modulation of macrophages. Am J Physiol Gastrointest Liver Physiol. 2018 Jul 1;315(1):G128-G139.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 463.3±45.0 °C at 760 mmHg
Molecular Formula C21H28O2
Molecular Weight 312.446
Flash Point 172.3±25.7 °C
Exact Mass 312.208923
PSA 34.14000
LogP 3.65
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.557
Storage condition 2-8°C
Water Solubility DMSO: 5 mg/mL

 Safety Information

Hazard Codes Xi
Risk Phrases R37
Safety Phrases S36
WGK Germany 3

 Synonyms

Z-Guggulsterone
Cis-Guggulsterone
Neuropeptide W-23 (human)
CIS GUGGULSTERONE
GUGGULSTERONE Z(P)
GUGGULSTERONE, (Z)-
E-guggulsterone
Z-Gugglesterone
GUGGULSTERONE Z
(4,17(20)t)-Pregnadien-3,16-dion
Guggulsterone Z (25 mg)
Guggulsterone
GUGGULESTERONE Z
Pregna-4,17(20)-diene-3,16-dione, (17Z)-
MFCD01310757
(17Z)-Pregna-4,17-diene-3,16-dione
4,17(20)-Z-pregnadiene-3,16-dione
GUGGULSTERONE (Z FORM)
GUGULSTERONE
UNII:6CST3U34GN
Pregna-4,17-diene-3,16-dione, (17Z)-
Z-Guggulsteron
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