95975-55-6

95975-55-6 structure

Name: Guggulsterone E&Z
Chemical Name: (Z)-Guggulsterone
CAS Number: 95975-55-6
Molecular Formula: C₂₁H₂₈O₂
Molecular Weight: 312.446
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2018-08-20 08:12:52
Modify Date: 2024-01-02 16:04:02
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].

Name	(Z)-Guggulsterone
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

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	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> FXR Signaling Pathways >> Apoptosis >> Caspase Signaling Pathways >> PI3K/Akt/mTOR >> Akt Signaling Pathways >> MAPK/ERK Pathway >> JNK
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.

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

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

95975-55-6	39025-24-6
39025-23-5	515141-51-2