(Z)-Guggulsterone
- Product Name
- (Z)-Guggulsterone
- CAS No.
- 39025-23-5
- Chemical Name
- (Z)-Guggulsterone
- Synonyms
- GUGGULSTERONE;GUGULSTERONE;GUGGULSTERONE Z;Z-Gugglesterone;GUGGULESTERONE Z;(Z)-Guggulsterone;CIS GUGGULSTERONE;GUGGULSTERONE Z(P);Guggulsterone Z-RM;GUGGULSTERONE (Z FORM)
- CBNumber
- CB4309068
- Molecular Formula
- C21H28O2
- Formula Weight
- 312.45
- MOL File
- 39025-23-5.mol
(Z)-Guggulsterone Property
- 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)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 1302214
- Product name
- Guggulsterone Z
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 25mg
- Price
- $485
- Updated
- 2025/07/31
- Product number
- 78251
- Product name
- (Z)-Guggulsterone
- Purity
- analytical standard
- Packaging
- 10mg
- Price
- $283
- Updated
- 2022/05/15
- Product number
- 71800
- Product name
- (Z)-Guggulsterone
- Packaging
- 5mg
- Price
- $109
- Updated
- 2024/03/01
- Product number
- 71800
- Product name
- (Z)-Guggulsterone
- Packaging
- 50mg
- Price
- $849
- Updated
- 2024/03/01
- Product number
- G5168
- Product name
- (Z)-Guggulsterone
- Purity
- ≥89% (HPLC), powder
- Packaging
- 5mg
- Price
- $214
- Updated
- 2025/07/31
(Z)-Guggulsterone Chemical Properties,Usage,Production
Description
Guggulsterone-(Z) (39025-23-5) is a natural steroid from?Commiphora mukul?extract (guggulipid) which lowers cholesterol and acts as an FXR antagonist.1?Attenuates astrocyte-mediated neuroinflammation.2? Induces differentiation of pluripotent stem cells to dopaminergic neurons.3 Produces antidepressant-like effects via activation of the BDNF signaling pathway in mouse models.4
Uses
(Z)-Guggulsterone acts as an α-glucosidase inhibitor also known as a hypolipidemic agent.
Uses
Z-Guggulsterone acts as an α-glucosidase inhibitor also known as a hypolipidemic agent.
Definition
ChEBI: Guggulsterone is a 3-hydroxy steroid. It has a role as an androgen.
Biological Activity
Broad spectrum steroid receptor ligand; mineralocorticoid, progesterone and glucocorticoid receptor antagonist (K i values are 37, 224 and 252 nM respectively) and weak androgen receptor agonist (K i = 315 nM). Induces apoptosis in prostate cancer cells and inhibits angiogenesis via suppression of the VEGF-VEGFR2-Akt signalling pathway. Exhibits antilipidemic activity via antagonism of the farnesoid X receptor (FXR) and displays antiseptic, antirheumatic and anti-inflammatory activity in vivo . More active isomer of Guggulsterone (Pregna-4,17(20)-diene-3,16-dione ).
Biochem/physiol Actions
(Z)-Guggulsterone is a natural product that lowers cholesterol due to its function as an antagonist ligand for the bile acid receptor. (Z)-Guggulsterone is a nuclear hormone receptor that regulates the transcription of several genes involved in cholesterol metabolism and plays a role in cholesterol level regulation. (Z)-Guggulsterone is also a selective farnesoid X receptor (FXR) modulator.
storage
Store at RT
References
[1] NANCY L. URIZAR. A Natural Product That Lowers Cholesterol As an Antagonist Ligand for FXR[J]. Science, 2002, 296 5573. DOI:10.1126/science.1072891
[2] TIANLONG LIU. Z-Guggulsterone attenuates astrocytes-mediated neuroinflammation after ischemia by inhibiting toll-like receptor 4 pathway[J]. Journal of Neurochemistry, 2018, 147 6: 803-815. DOI:10.1111/jnc.14583
[3] ANDREW AGBAY. Guggulsterone-releasing microspheres direct the differentiation of human induced pluripotent stem cells into neural phenotypes.[J]. Biomedical materials (Bristol, England), 2018, 13 3: 034104. DOI:10.1088/1748-605x/aaaa77
[4] FENG-GUO LIU. Z-Guggulsterone Produces Antidepressant-Like Effects in Mice through Activation of the BDNF Signaling Pathway.[J]. International Journal of Neuropsychopharmacology, 2017, 20 6: 485-497. DOI:10.1093/ijnp/pyx009
(Z)-Guggulsterone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (Z)-Guggulsterone manufacturers
- Product
- (E)-Guggulsterone 39025-23-5
- Price
- US $1.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2018-12-25