Cycloastragenol

Names

[ Name ]:
Cycloastragenol

[Synonym ]:
9,19-Cyclolanostane-3,6,16,25-tetrol, 20,24-epoxy-, (3β,6α,9β,16β,20R,24S)-
Astramembrangenin
Cycloastragenol
(3β,6α,9β,16β,20R,24S)-20,24-Epoxy-9,19-cyclolanostane-3,6,16,25-tetrol
Cyclogalegigenin
cycloartenol trans-ferulate
Cycloartenol ferulic acid ester
CYCLOGALEGENIN
Oryzanol A
3-O-ferulylcycloartenol
cycloartenyl ferulate
Ring astragalus alcohol

Biological Activity

[Description]:

Cycloastragenol, a natural tetracyclic triterpenoid, was first identified when screening Astragalus membranaceus extracts for active ingredients with antiaging properties. IC50 value:Target:In vitro: In the study of Cycloastragenolon the treatment of degenerative diseases, the result showed that first-pass intestinal metabolism of cycloastragenol might occur upon passage through the intestinal epithelium. Cycloastragenol underwent extensive metabolism in rat and human liver microsomes with only 17.4% and 8.2%, respectively, of the starting amount of Cycloastragenol remaining after 30 min of incubation [1]. The present study demonstrates that cycloastragenol stimulates telomerase activity and cell proliferation in human neonatal keratinocytes. In particular, cycloastragenol promotes scratch wound closure of human neonatal keratinocyte monolayers in vitro [3]. In vivo: Rats were treated with Cycloastragenol (40 mg·kg- 1·d- 1) for 7 days to induce hepatic microsomal enzyme. The result showed that compared with the control, cycloastragenol obviously activated CYP2E1, and remarkably inhibited CYP3A4 [2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Terpenoids and Glycosides

Research Areas >> Others

[References]

[1]. Jing Zhu, et al. In vitro Intestinal Absorption and First-pass Intestinal and Hepatic Metabolism of Cycloastragenol, a Potent Small Molecule Telomerase Activator. Drug Metabolism and Pharmacokinetics Volume 25, Issue 5, 2010, Pages 477-486

[2]. WEI Bao-hong, et al. Effect of continuous oral cycloastragenol on the activity of cytochrome P450 enzymes in rats. Chinese New Drugs Journal, 2014 -04

[3]. Ip FC, et al. Cycloastragenol is a potent telomerase activator in neuronal cells: implications for depression management. Neurosignals. 2014;22(1):52-63.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
617.2±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₀H₅₀O₅

[ Molecular Weight ]:
490.715

[ Flash Point ]:
327.1±31.5 °C

[ Exact Mass ]:
490.365814

[ PSA ]:
90.15000

[ LogP ]:
3.82

[ Vapour Pressure ]:
0.0±4.0 mmHg at 25°C

[ Index of Refraction ]:
1.582

[ Storage condition ]:
-20°C

Safety Information

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2942000000