Z-Guggulsterone

Names

[ Name ]:
Z-Guggulsterone

[Synonym ]:
Guggulsterone
(17E)-Pregna-4,17-diene-3,16-dione
(17Z)-Pregna-4,17(20)-diene-3,16-dione 4,17(20)-trans-Pregnadiene-3,16-dione
UNII:9B259YE66O
Pregna-4,17(20)-diene-3,16-dione, (17E)-
(17E)-Pregna-4,17(20)-diene-3,16-dione
Z-Guggulsterone,(Z)-Pregna-4,17(20)-diene-3,16-dione
E-guggulsterone
Pregna-4,17-diene-3,16-dione, (17E)-
trans-Guggulsterone
GUGGULSTERONE, (E)-

Biological Activity

[Description]:

Z-guggulsterone, a constituent of Indian Ayurvedic medicinal plant Commiphora mukul, inhibits the growth of human prostate cancer cells by causing apoptosis. Z-guggulsterone inhibits angiogenesis by suppressing the VEGF–VEGF-R2–Akt signaling axis[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> PI3K/Akt/mTOR >> Akt

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> VEGFR

[Target]

VEGF-R2

Akt

[In Vitro]

Z-guggulsterone (10, 20 μM; 24 or 48 hours) causes a decrease in the level of VEGF-R2 protein in HUVEC[1]. Western Blot Analysis[1] Cell Line: Vascular endothelial growth factor (VEGF) Concentration: 10, 20 μM Incubation Time: 24 or 48 hours Result: Caused a decrease in the level of VEGF-R2 protein in HUVEC.

[In Vivo]

Z-guggulsterone (oral; 1 mg; 5 times/week) results in a statistically significantly decrease in tumor volume and wet tumor weight[1]. Animal Model: Male nude mice (5–6 weeks old) s.c. implanted with DU145 cell-containing Matrigel plugs Dosage: 1 mg Administration: Oral; 5 times/week Result: Resulted in a statistically significantly decrease in tumor volume and wet tumor weight.

[References]

[1]. Xiao D, et al. z-Guggulsterone, a constituent of Ayurvedic medicinal plant Commiphora mukul, inhibits angiogenesis in vitro and in vivo. Mol Cancer Ther. 2008 Jan;7(1):171-80.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
463.3±45.0 °C at 760 mmHg

[ Melting Point ]:
188-190°

[ Molecular Formula ]:
C₂₁H₂₈O₂

[ Molecular Weight ]:
312.446

[ Flash Point ]:
172.3±25.7 °C

[ Exact Mass ]:
312.208923

[ PSA ]:
34.14000

[ LogP ]:
3.65

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.557

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R37

[ Safety Phrases ]:
S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Precursor & DownStream

Precursor

DownStream

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