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(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 FORM);Guggulsterone Z (25 mg)
CBNumber
CB4309068
Molecular Formula
C21H28O2
Formula Weight
312.45
MOL File
39025-23-5.mol
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(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.
InChIKey
WDXRGPWQVHZTQJ-OSJVMJFVSA-N
LogP
3.650 (est)
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Safety

Hazard Codes 
Xi
Risk Statements 
37-38
Safety Statements 
36
WGK Germany 
3
HS Code 
2914299000
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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1302214
Product name
Guggulsterone Z
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
25mg
Price
$489
Updated
2024/03/01
Sigma-Aldrich
Product number
78251
Product name
(Z)-Guggulsterone
Purity
analytical standard
Packaging
10mg
Price
$283
Updated
2022/05/15
Cayman Chemical
Product number
71800
Product name
(Z)-Guggulsterone
Packaging
5mg
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
71800
Product name
(Z)-Guggulsterone
Packaging
50mg
Price
$849
Updated
2024/03/01
Sigma-Aldrich
Product number
G5168
Product name
(Z)-Guggulsterone
Purity
≥89% (HPLC), powder
Packaging
5mg
Price
$208
Updated
2024/03/01
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(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) Urizar?et al.?(2002),?A Natural Product That Lowers Cholesterol as an Antagonist Ligand for FXR; Science,?296?1703 2) Liu?et al.?(2018),?Z-Guggulsterone attenuates astrocytes-mediated neuroinflammation after ischemia by inhibiting toll-like receptor 4 pathway; J. Neurochem.,?147?803 3) Agbay?et al.?(2018),?Guggulsterone-releasing Microspheres Direct the Differentiation of Human Induced Pluripotent Stem Cells Into Neural Phenotypes; Biomed. Mater.,?13?034104 4) Liu?et al.?(2017),?Z-Guggulsterone Produces Antidepressant-Like Effects in Mice through Activation of the BDNF Signaling Pathway; Int. J. Neuropsychopharmacol.,?20?485

(Z)-Guggulsterone Preparation Products And Raw materials

Raw materials

Preparation Products

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(Z)-Guggulsterone Suppliers

Nanjing Tengyi Biotechnology Co., Ltd
Tel
025-58851786 17714337195
Email
sales@tybiochem.com
Country
China
ProdList
4255
Advantage
58
Shandong JunRui Pharmaceutical Co., Ltd.
Tel
0539-5636807 15318528770
Fax
0539-5636807
Email
ffeng813@qq.com
Country
China
ProdList
247
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6011
Advantage
61
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9823
Advantage
79
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25004
Advantage
65
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
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View Lastest Price from (Z)-Guggulsterone manufacturers

Shanghai Joiny Pharmaceutical Co.,LTD
Product
(Z)-Guggulsterone 39025-23-5
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg
Release date
2022-12-27
Career Henan Chemical Co
Product
(E)-Guggulsterone 39025-23-5
Price
US $1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-25

39025-23-5, (Z)-GuggulsteroneRelated Search:


  • 4,17(20)-(CIS)-PREGNADIEN-3,16-DIONE
  • GUGULSTERONE
  • GUGGULESTERONE Z
  • GUGGULSTERONE
  • GUGGULSTERONE Z
  • GUGGULSTERONE (Z FORM)
  • CIS-4,17(20)-PREGNADIENE-3,16-DIONE
  • CIS GUGGULSTERONE
  • PREGNA-4,17(20)-DIENE-3,16-DIONE
  • (17Z)-Pregna-4,17(20)-diene-3,16-dione
  • (Z)-Guggulsterone
  • (17Z)-Pregna-4,17(20)-diene-3,16-dione, 4,17(20)-cis-Pregnadiene-3,16-dione
  • Z-Gugglesterone
  • GUGGULSTERONE Z(P)
  • (Z)-Pregna-4,17(20)-diene-3,16-dione
  • Guggulsterone Z (25 mg)
  • Pregna-4,17(20)-diene-3,16-dione, (17Z)-
  • Z-Guggulsterone Z-Guggulsterone HPLC≥90% 39025-23-5 5mg
  • (8R,9S,10R,13S,14S,Z)-17-ethylidene-10,13-dimethyl-7,8,9,10,11,12,13,14,15,17-decahydro-1H-cyclopenta[a]phenanthrene-3,16(2H,6H)-dione
  • 39025-23-5
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