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Alisol A

$250

  • Brand : BIOFRON

  • Catalogue Number : BF-A4019

  • Specification : 98%(HPLC)

  • CAS number : 19885-10-0

  • Formula : C30H50O5

  • Molecular Weight : 490.71

  • PUBCHEM ID : 15558616

  • Volume : 25mg

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Catalogue Number

BF-A4019

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

490.71

Appearance

White needle crystal

Botanical Source

Alisma orientale

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC(CC(C(C(C)(C)O)O)O)C1=C2CC(C3C4(CCC(=O)C(C4CCC3(C2(CC1)C)C)(C)C)C)O

Synonyms

Alisol A/(8α,9β,11β,14β,20R,23S,24R)-11,23,24,25-Tetrahydroxydammar-13(17)-en-3-one/Dammar-13(17)-en-3-one, 11,23,24,25-tetrahydroxy-, (8α,9β,11β,14β,20R,23S,24R)-

IUPAC Name

(5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-17-[(2R,4S,5R)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-3-one

Density

1.1±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

348.4±28.0 °C

Boiling Point

629.3±55.0 °C at 760 mmHg

Melting Point

90-91ºC

InChl

InChI=1S/C30H50O5/c1-17(15-21(32)25(34)27(4,5)35)18-9-13-29(7)19(18)16-20(31)24-28(6)12-11-23(33)26(2,3)22(28)10-14-30(24,29)8/h17,20-22,24-25,31-32,34-35H,9-16H2,1-8H3/t17-,20+,21+,22+,24+,25-,28+,29+,30+/m1/s1

InChl Key

HNOSJVWYGXOFRP-UNPOXIGHSA-N

WGK Germany

RID/ADR

HS Code Reference

2934990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:19885-10-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

24184833

Abstract

A liquid chromatography-mass spectrometry (LC-MS) method was developed and successfully applied to the study on the enzyme kinetics of alisol A in rat liver microsomes (RLM) and human liver microsomes (HLM) incubation systems, and employed for semi-quantitative determination of each metabolite of alisol A. The metabolites of alisol A in RLM, HLM and human recombinant CYP3A4 enzyme incubation systems were identified by high-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (HPLC-QTOF MS). A total of 3 and 6 oxidative metabolites were found in RLM and HLM incubation systems, respectively. 3 metabolites found in both incubation systems were identified. The exact position of hydroxylation for the metabolites M1 and M2 could not be determined. Chemical inhibitors of cytochrome P450 (CYP450) and individual human recombinant CYP450 enzyme were used to identify the CYP450 isozymes involved in the formation of each metabolite of alisol A. The result indicated that the formation of each metabolite of alisol A was mainly catalyzed by CYP3A4 enzyme.

KEYWORDS

Alisol A; HPLC-QTOF MS; Human liver microsomes; Metabolism; Rat liver microsomes.

Title

In Vitro Metabolism of Alisol A and Its Metabolites' Identification Using High-Performance Liquid Chromatography-Mass Spectrometry

Author

Yue Yu 1 , Zhenzhen Liu, Ping Ju, Yuanyuan Zhang, Lunhui Zhang, Kaishun Bi, Xiaohui Chen

Publish date

. 2013 Dec 15

PMID

31144451

Abstract

Obesity and its associated metabolic disorders such as diabetes, hepatic steatosis and chronic heart diseases are affecting billions of individuals. However there is no satisfactory drug to treat such diseases. In this study, we found that alisol A, a major active triterpene isolated from the Chinese traditional medicine Rhizoma Alismatis, could significantly attenuate high-fat-diet-induced obesity. Our biochemical detection demonstrated that alisol A remarkably decreased lipid levels, alleviated glucose metabolism disorders and insulin resistance in high-fat-diet-induced obese mice. We also found that alisol A reduced hepatic steatosis and improved liver function in the obese mice model.In addition, protein expression investigation revealed that alisol A had an active effect on AMPK/ACC/SREBP-1c pathway. As suggested by the molecular docking study, such bioactivity of alisol A may result from its selective binding to the catalytic region of AMPK.Therefore, we believe that Alisol A could serve as a promising agent for treatment of obesity and its related metabolic diseases.

KEYWORDS

Alisol A; HPLC-QTOF MS; Human liver microsomes; Metabolism; Rat liver microsomes.

Title

Alisol A Attenuates High-Fat-Diet-Induced Obesity and Metabolic Disorders via the AMPK/ACC/SREBP-1c Pathway

Author

Chiakang Ho 1 , Ya Gao 1 , Danning Zheng 1 , Yanjun Liu 1 , Shengzhou Shan 1 , Bin Fang 1 , Yixuan Zhao 1 , Dingzhong Song 2 , Yifan Zhang 1 , Qingfeng Li 1

Publish date

2019 Aug

PMID

31658635

Abstract

Natural products are a precious source of promising leads for the development of novel cancer therapeutics. Recently, triterpenoids in Alismatis rhizoma has been widely demonstrated for their anti-cancer activities in cancer cells. In this study, we examined the inhibitory effects of alisol A in human breast cancer cells. We demonstrated that alisol A exhibited significant anti-proliferative effects in MDA-MB-231 cells and this response was related to autophagy induction. Alisol A-induced autophagy was supported by the triggered autophagosome formation and increased LC3-II levels. Interestingly, autophagy inhibitor 3-MA significantly reversed the cytotoxic effects induced by alisol A. Meanwhile, alisol A-induced autophagy was significantly inhibited by 3-MA in MDA-MB-231 cells. Cell cycle analysis revealed that alisol A arrested the cell cycle at G0/G1 phase. The expression level of cell cycle regulatory proteins cyclin D1 was significantly down regulated. In addition, the suppression of NF-κB and PI3K/Akt/mTOR pathways in MDA-MB-231 cells was observed. Furthermore, alisol A significantly suppressed the migration and invasion of MDA-MB-231 cells by inhibiting the expression levels of MMP-2 and MMP-9. Taken together, our results demonstrated that alisol A could inhibit the proliferation and metastasis of MDA-MB-231 cells. It could be a promising agent for breast cancer therapy.

KEYWORDS

alisol A; autophagy; breast cancer; metastasis; proliferation.

Title

Alisol A Suppresses Proliferation, Migration, and Invasion in Human Breast Cancer MDA-MB-231 Cells

Author

Chenghua Lou 1 , Xintong Xu 2 , Yan Chen 3 , Huajun Zhao 4

Publish date

2019 Oct 10


Description :

Alisol A is a natural product.