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G5168 Sigma-Aldrich

(Z)-Guggulsterone

≥89% (HPLC), powder

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

  • CAS Number 39025-23-5

  • Empirical Formula (Hill Notation) C21H28O2

  • Molecular Weight 312.45

  •  MDL number MFCD01310757

  •  PubChem Substance ID 24278392

  •  NACRES NA.77

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Properties

Related Categories Additional Standards, Analytical Standards, Analytical/Chromatography, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
Quality Level   200
assay   ≥89% (HPLC)
form   powder
application(s)   HPLC: suitable
  gas chromatography (GC): suitable
impurities   ≤5.4% E-form
color   light yellow
solubility   DMSO: 5 mg/mL
Featured Industry   Forensics and Toxicology
Veterinary
storage temp.   2-8°C
SMILES string   [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
InChI key   WDXRGPWQVHZTQJ-OSJVMJFVSA-N

Description

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Antihypertensive Agents

Agents that inhibit angiontensin-converting enzymes (ACE) and angiotensin II formation are essential to cardiovascular medicine.1 These inhibitors are used not only to treat essential hypertension an...
Sami Barghshoon
BioFiles v7 n5, 2012, 5–20
Keywords: AGE, Antihypertensives, Cardiovascular, Clinical, Diuretics, PAGE, Reductions

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. Bile acids...
BioFiles 2007, 2.7, 17.
Keywords: Absorption, Digestions, Transcription

Peer-Reviewed Papers
15

References

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