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G4923

(E)-Guggulsterone

Name: (E)-Guggulsterone
Brand: SIGMA

≥95% (HPLC), powder

Synonyme(s) :

(17E)-Pregna-4,17(20)-diene-3,16-dione

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About This Item

Formule empirique (notation de Hill):

C₂₁H₂₈O₂

Numéro CAS:

39025-24-6

Poids moléculaire :

312.45

Numéro MDL:

MFCD01310758

Code UNSPSC :

12352205

ID de substance PubChem :

329799934

Nomenclature NACRES :

NA.77

Niveau de qualité

100

Pureté

≥95% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

DMSO: soluble 5 mg/mL

Groupe fonctionnel

ketone

Conditions d'expédition

ambient

Température de stockage

2-8°C

Chaîne SMILES

C\C=C1\C(=O)C[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

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-AUKWTSKRSA-N

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Catégories apparentées

Produits biochimiques

Actions biochimiques/physiologiques

Naturally occuring bioactive plant sterol isolated from the gum resin of guggul (Commiphora wightii). Antihyperlipidemic. Induces the expression of human CYP3A.. Guggulsterone potently reverses multi-drug resistance in a number of human cancer cell lines, extending the efficacy of chemotherapy.

Pictogrammes

GHS07

Mention d'avertissement

Warning

Mentions de danger

H335,H412

Conseils de prudence

P261 - P271 - P273 - P304 + P340 + P312 - P403 + P233 - P405

Classification des risques

Aquatic Chronic 3 - 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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Tuberatolides, potent FXR antagonists from the Korean marine tunicate Botryllus tuberatus.

Hyukjae Choi et al.

Journal of natural products, 74(1), 90-94 (2010-12-15)

One isoprenoid, tuberatolide A (1), meroterpenoids tuberatolide B (2) and 2'-epi-tuberatolide B (3), and the known meroterpenoids yezoquinolide (4), (R)-sargachromenol (5), and (S)-sargachromenol (6) were isolated from the Korean marine tunicate Botryllus tuberatus. The structures of these compounds were elucidated

Scalarane sesterterpenes from a marine sponge of the genus Spongia and their FXR antagonistic activity.

Sang-Jip Nam et al.

Journal of natural products, 70(11), 1691-1695 (2007-11-09)

Three new scalarane-based sesterterpenes, 1- 3, were isolated from a marine sponge of the genus Spongia, and their chemical structures were elucidated by analysis of HRMS and 2-D NMR spectra. The isolated compounds 1 and 3 showed inhibition against the

Novel stereoselective synthesis and chromatographic evaluation of E-guggulsterone.

Antimo Gioiello et al.

Steroids, 77(3), 250-254 (2011-12-14)

A new stereoselective synthesis of E-guggulsterone is described starting from androsten-3,17-dione. Protection of the ring A enonic system, followed by regioselective Wittig reaction and C-16 oxidation, affords E-guggulsterone in good yields and high stereoselectivity, making this approach easily accessible and

Deriving dopaminergic neurons for clinical use. A practical approach.

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

Effective separation and analysis of E- and Z-guggulsterones in Commiphora mukul resin, guggulipid and their pharmaceutical product by high performance thin-layer chromatography-densitometric method.

Syed Ghulam Musharraf et al.

Journal of pharmaceutical and biomedical analysis, 56(2), 240-245 (2011-06-17)

A high performance thin-layer chromatographic (HPTLC) method for the simultaneous determination of the hypolipidemic agents, E- and Z-isomers of guggulsterone in Commiphora mukul resin, guggulipid (ethyl acetate extract of resin), and its pharmaceutical formulation, was developed. The developed system was

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