CAS 26575-95-1|Alisol B 23-acetate

Introduction：Basic information about CAS 26575-95-1|Alisol B 23-acetate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Alisol B 23-acetate BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	Alisol B 23-acetate
CAS Number	26575-95-1	Molecular Weight	514.736
Density	1.1±0.1 g/cm3	Boiling Point	590.7±50.0 °C at 760 mmHg
Molecular Formula	C₃₂H₅₀O₅	Melting Point	/
MSDS	ChineseUSA	Flash Point	179.9±23.6 °C

Names

Name	[1-(3,3-dimethyloxiran-2-yl)-3-[(8S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]butyl] acetate
Synonym	More Synonyms

Alisol B 23-acetate BiologicalActivity

Description	Alisol B 23-acetate, a natural triterpenoid, produces protective effects against EE-induced cholestasis, due to FXR-mediated gene regulation.IC50 Value:Target: Anti-hepatotoxic natural product. In vitro: Alisol-B 23-acetate has an effect on FXR activation in a dose-dependent manner using luciferase reporter assay in HepG2 cells [3].In vivo: In alisol B 23-acetate-treated mice, the changes in transporters and enzymes, as well as ameliorative liver histology were abrogated by FXR antagonist guggulsterone [1]. Alisol B 23-acetate treatment in a dose-dependent manner resulted in protection against hepatotoxicity induced by CCl4via FXR activation. Through FXR activation, alisol B 23-acetate promoted hepatocyte proliferation via an induction in hepatic levels of FoxM1b, Cyclin D1 and Cyclin B1. Alisol B 23-acetate also reduced hepatic bile acids through a decrease in hepatic uptake transporter Ntcp, bile acid synthetic enzymes Cyp7a1, Cyp8b1, and an increase in efflux transporter Bsep, Mrp2 expression. In addition, alisol B 23-acetate induced the expression of STAT3 phosphorylation, and STAT3 target genes Bcl-xl and SOCS3, resulting in decreased hepatocyte apoptosis [2].
Related Catalog	Signaling Pathways >>Others >>OthersResearch Areas >>OthersNatural Products >>Terpenoids and Glycosides
References	[1]. Meng Q, et al. Protective effects of alisol B 23-acetate from edible botanical Rhizoma alismatis against carbon tetrachloride-induced hepatotoxicity in mice. Food Funct. 2015 Apr 8;6(4):1241-50. [2]. Meng Q, et al. Alisol B 23-acetate protects against ANIT-induced hepatotoxity and cholestasis, due to FXR-mediated regulation of transporters and enzymes involved in bile acid homeostasis. Toxicol Appl Pharmacol. 2015 Mar 15;283(3):178-86. [3]. Meng Q, et al. Alisol B 23-acetate promotes liver regeneration in mice after partial hepatectomy via activating farnesoid X receptor. Biochem Pharmacol. 2014 Nov 15;92(2):289-98. [4]. Meng Q, et al. Protective Effects of Alisol B 23-Acetate Via Farnesoid X Receptor-Mediated Regulation of Transporters and Enzymes in Estrogen-Induced Cholestatic Liver Injury in Mice. Pharm Res. 2015 Jun 4.

Description

Alisol B 23-acetate, a natural triterpenoid, produces protective effects against EE-induced cholestasis, due to FXR-mediated gene regulation.IC50 Value:Target: Anti-hepatotoxic natural product. In vitro: Alisol-B 23-acetate has an effect on FXR activation in a dose-dependent manner using luciferase reporter assay in HepG2 cells [3].In vivo: In alisol B 23-acetate-treated mice, the changes in transporters and enzymes, as well as ameliorative liver histology were abrogated by FXR antagonist guggulsterone [1]. Alisol B 23-acetate treatment in a dose-dependent manner resulted in protection against hepatotoxicity induced by CCl4via FXR activation. Through FXR activation, alisol B 23-acetate promoted hepatocyte proliferation via an induction in hepatic levels of FoxM1b, Cyclin D1 and Cyclin B1. Alisol B 23-acetate also reduced hepatic bile acids through a decrease in hepatic uptake transporter Ntcp, bile acid synthetic enzymes Cyp7a1, Cyp8b1, and an increase in efflux transporter Bsep, Mrp2 expression. In addition, alisol B 23-acetate induced the expression of STAT3 phosphorylation, and STAT3 target genes Bcl-xl and SOCS3, resulting in decreased hepatocyte apoptosis [2].

Related Catalog

Signaling Pathways >>Others >>OthersResearch Areas >>OthersNatural Products >>Terpenoids and Glycosides

References

[1]. Meng Q, et al. Protective effects of alisol B 23-acetate from edible botanical Rhizoma alismatis against carbon tetrachloride-induced hepatotoxicity in mice. Food Funct. 2015 Apr 8;6(4):1241-50.

[2]. Meng Q, et al. Alisol B 23-acetate protects against ANIT-induced hepatotoxity and cholestasis, due to FXR-mediated regulation of transporters and enzymes involved in bile acid homeostasis. Toxicol Appl Pharmacol. 2015 Mar 15;283(3):178-86.

[3]. Meng Q, et al. Alisol B 23-acetate promotes liver regeneration in mice after partial hepatectomy via activating farnesoid X receptor. Biochem Pharmacol. 2014 Nov 15;92(2):289-98.

[4]. Meng Q, et al. Protective Effects of Alisol B 23-Acetate Via Farnesoid X Receptor-Mediated Regulation of Transporters and Enzymes in Estrogen-Induced Cholestatic Liver Injury in Mice. Pharm Res. 2015 Jun 4.

Chemical & Physical Properties

Density	1.1±0.1 g/cm3
Boiling Point	590.7±50.0 °C at 760 mmHg
Molecular Formula	C₃₂H₅₀O₅
Molecular Weight	514.736
Flash Point	179.9±23.6 °C
Exact Mass	514.365845
PSA	110.19000
LogP	5.64
Vapour Pressure	0.0±3.8 mmHg at 25°C
Index of Refraction	1.542
InChIKey	NLOAQXKIIGTTRE-CXWFPJGHSA-N
SMILES	CC(=O)OC(CC(C)C1=C2CC(O)C3C4(C)CCC(=O)C(C)(C)C4CCC3(C)C2(C)CC1)C1OC1(C)C
Storage condition	2~8℃

Safety Information

Hazard Codes	Xn
Safety Phrases	24/25
RIDADR	NONH for all modes of transport
HS Code	29153900

Synonyms

8alpha,9beta,14beta-Dammar-13(17)-en-3-one,24,25-epoxy-11beta,23-dihydroxy-,23-acetate,(23S,24R)

Alisol B 23-monoacetate

Alisol B monoacetate

(8α,9β,11β,14β,20R,23S,24R)-11-Hydroxy-3-oxo-24,25-epoxydammar-13(17)-en-23-yl acetate

Alisol B acetate

N1550

Dammar-13(17)-en-3-one, 23-(acetyloxy)-24,25-epoxy-11-hydroxy-, (8α,9β,11β,14β,23S,24R)-

Alisol-B-Monoacetat

Alisol B 23-acetate

Dammar-13(17)-en-3-one, 23-(acetyloxy)-24,25-epoxy-11-hydroxy-, (8α,9β,11β,14β,20R,23S,24R)-

AlisolB-23-acetate

23-O-Acetylalisol B

(8α,9β,11β,14β,23S,24R)-11-Hydroxy-3-oxo-24,25-epoxydammar-13(17)-en-23-yl acetate

Alisol B (23-acetate)

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