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G5168

Sigma-Aldrich

(Z)-Guggulsterone

≥89% (HPLC), powder

Synonyme(s) :

(17Z)-Pregna-4,17(20)-diene-3,16-dione, 4,17(20)-trans-Pregnadiene-3,16-dione

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About This Item

Formule empirique (notation de Hill):
C21H28O2
Numéro CAS:
39025-23-5
Poids moléculaire :
312.45
Numéro MDL:
MFCD01310757
Code UNSPSC :
12352200
ID de substance PubChem :
24278392
Nomenclature NACRES :
NA.77

Niveau de qualité

200

Pureté

≥89% (HPLC)

Forme

powder

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Impuretés

≤5.4% E-form

Couleur

light yellow

Solubilité

DMSO: 5 mg/mL

Application(s)

forensics and toxicology
veterinary

Température de stockage

2-8°C

Chaîne SMILES 

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)\C(=C\C)C(=O)C[C@@]24[H]

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

Clé InChI

WDXRGPWQVHZTQJ-OSJVMJFVSA-N

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Catégories apparentées

Actions biochimiques/physiologiques

(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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H335

Classification des risques

STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Rodolfo Gonzalez et al.
Scientific reports, 3, 1463-1463 (2013-03-16)
New small molecules that regulate the step-wise differentiation of human pluripotent stem cells into dopaminergic neurons have been identified. The steroid, guggulsterone, was found to be the most effective inducer of neural stem cells into dopaminergic neurons. These neurons are
Dong-Won Ahn et al.
Pancreas, 41(7), 1048-1057 (2012-04-20)
Guggulsterone is a dietary plant sterone possessing therapeutic potential against cancers. However, the antitumor effect of this natural compound on pancreatic cancer has not been determined yet. This study was designed to investigate the therapeutic efficacy of guggulsterone in pancreatic
Inas Almazari et al.
Topics in current chemistry, 329, 35-60 (2012-08-02)
Guggulsterone (GS) is a phytosterol derived from the gum resin of guggul plants that have been used traditionally to treat various disorders such as burns, wounds, gastric ulcer, cough, gum diseases, urinary complaints, diarrhea, stomach cramps, fascioliasis, and intestinal worms.
Caroline Scholtes et al.
Therapie, 67(5), 423-427 (2012-12-18)
To test the modulation of farnesoid X receptor activity on the replication of hepatitis C virus in chronically infected patients. This is a proof-of-concept trial that was approved by the ex-French Agency for the Safety of Health Products (ex-Afssaps [currently
Y T Kamal et al.
Biomedical chromatography : BMC, 26(10), 1183-1190 (2012-01-04)
An attempt has been made to develop and validate a simultaneous HPLC method for novel approach of drug release via oil-in-water (o/w) nanoemulsion formulation and Habb-e-Khardal Unani tablet containing piperine and guggul sterones E and Z as main ingredients. Nanoemulsion
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Articles

Bile Acids

The liver excretes excess cholesterol in the form of bile acids. Bile acids serve two purposes: to remove unwanted cholesterol from the body and to aid in lipid digestion in the intestine.

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