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Cycloastragenol

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CAS:78574-94-4
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  • 2024-04-09
  • CAS:78574-94-4
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  • 2024-04-07
  • CAS:78574-94-4
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Cycloastragenol Basic information
Product Name:Cycloastragenol
Synonyms:(3beta,6alpha,16beta,20R,24S) 20,24-Epoxy-9,19-cyclolanostane-3,6,16,25-tetrol;Astramembrangenin;CYCLOASTRAGENOL(SH);Cycloastragenol, 98%, from Astragalus membranaceus Bunge;Cycloastragenol(Cyclosiversigenin,Astramembrangenin,Cyclosieversigenin);9,19-Cyclolanostane-3,6,16,25-tetrol, 20,24-epoxy-, (3β,6α,16β,20R,24S)-;(2aR,3R,4S,5aS,5bS,7S,7aR,9S,11aR,12aS)-3-((2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-2a,5a,8,8-tetramethylhexadecahydrocyclopenta[a]cyclopropa[e]phenanthrene-4,7,9-triol;Cyclosieversigenin
CAS:78574-94-4
MF:C30H50O5
MW:490.71
EINECS:
Product Categories:
Mol File:78574-94-4.mol
Cycloastragenol Structure
Cycloastragenol Chemical Properties
Melting point 241.0 to 245.0 °C
Boiling point 617.2±55.0 °C(Predicted)
density 1.20±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, first dissolve in DMF and then dilute with the aqueous buffer of choice. Cycloastragenol has a solubility of approximately 0.25 mg/ml in a 1:8 solution of DMF:PBS (pH 7.2) using this method.Solubility in DMSO is 98 mg/mL (199.7 mM)
form powder to crystal
pka14.57±0.29(Predicted)
color White to Almost white
InChIKeyWENNXORDXYGDTP-XWIGRFCYNA-N
Safety Information
RTECS GX8265000
HS Code 2932.19.5100
MSDS Information
Cycloastragenol Usage And Synthesis
DescriptionCycloastragenol is the genuine sapogenin of astragaloside IV, a major bioactive constituent of the Chineseherbal medicine Astragali Radix (Huang-Qi). Astragaloside IV exhibits various pharmacological properties, suchas anti-viral, anti-inflammatory, anti-aging,and antioxidant activities.Cycloastragenol is a telomerase activator,which delays the onset of cellularaging. Thus, cycloastragenol is considered as a newgeneration of anti-aging agent.
UsesCycloastragenol, a saponin and aglycone found in Astragalus, is a natural triterpenoid. It has anti-aging properties and can also act as an adjuvant therapy for cancer by enhancing the effectiveness of anti-cancer drugs, reducing their toxicity, and preventing/treating leukopenia caused by these treatments.
DefinitionChEBI: Cycloastragenol is a sapogenin that is the aglycone derivative of astragaloside IV, a major saponin extracted from the root of Astragalus membranaceus. It has a role as a metabolite. It is a sapogenin, a pentacyclic triterpenoid, a tetrol and a member of oxolanes. It derives from a hydride of a 5alpha-gonane.
PreparationThe cycloastragenol was prepared by acid hydrolysis, and the oxidation reaction was carried out before the hydrolysis. The technological process is: oxidation-reduction-hydrolysis-extraction.
benefitsCycloastragenol has a steroidal skeleton of tetracyclic triterpene and possess diverse pharmacological activities such as anti-aging, anti-inflammatory, anti-fibrosis, pro-wound healing, liver protection and endothelial protection.
A comprehensive review of cycloastragenol: Biological activity, mechanism of action and structural modifications
Biological ActivityCycloastragenol(78574-94-4), 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].
Biochem/physiol ActionsCycloastragenol is used as a nutraceutical (e.g. TAT2) and seems to moderately increase the telomerase activity and proliferative capacity of both CD4 and CD8 T-cells. Cycloastragenol possesses antiviral, antimicrobial, anti-inflammatory, anti-hepatotoxic, anti-leukemia, antitumor and antinociceptive activity. It also acts as an immunomodulator.
Side effectsCycloastragenol is a telomerase activator. Fortunately, the experimental results did not show an increased risk of cancer and other adverse effects.
SourceCycloastragenol is isolated from Astragalus species.
DosageAs a dietary supplement, take one 100mg capsule of Cycloastragenol daily.
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 PharmacokineticsVolume 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.
Cycloastragenol Preparation Products And Raw materials
Tag:Cycloastragenol(78574-94-4) Related Product Information
Astraisoflavan-7--O--β-D-glucoside ASTRAGALOSIDE I β-D-Glucopyranoside,(3β,6α,16β,20R,24S)-3-[(3,4-di-O-acetyl-β-D-xylopyranosyl)oxy]-20, 24-epoxy-16,25-dihydroxy-9,19-cyclolanostan-6-yl Astraganoside Formononetin CALYCOSIN Isoastragaloside II cycloastragenol CALYCOSIN 7-O-GLUCOSIDE Astragaloside IV Isoastragaloside IV Isoastragaloside I Astragaloside II Astragaloside III Methylnissolin Ononin