CAS 95975-55-6|Guggulsterone E&Z
Introduction：Basic information about CAS 95975-55-6|Guggulsterone E&Z, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| 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 | / |
| MSDS | / | Flash Point | 172.3±25.7 °C |
Names
| Name | (Z)-Guggulsterone |
|---|---|
| Synonym | More Synonyms |
Guggulsterone E&Z BiologicalActivity
| 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 >>ApoptosisResearch Areas >>CancerSignaling Pathways >>Metabolic Enzyme/Protease >>FXRSignaling Pathways >>Apoptosis >>CaspaseSignaling Pathways >>PI3K/Akt/mTOR >>AktSignaling 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. |
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 |
| InChIKey | WDXRGPWQVHZTQJ-BVEOMGIMSA-N |
| SMILES | CC=C1C(=O)CC2C3CCC4=CC(=O)CCC4(C)C3CCC12C |
| 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 |
