ACTEIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C37H56O11
Molecular Weight	676.8339
Optical Activity	UNSPECIFIED
Defined Stereocenters	19 / 19
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@@]3(C)[C@]4([H])CC[C@]5([H])[C@]6(C[C@@]46C[C@@H](OC(C)=O)[C@]3(C)[C@@]1([H])[C@H](C)C[C@]7(O[C@H](O)[C@@]8(C)O[C@@H]78)O2)CC[C@H](O[C@]9([H])OC[C@@H](O)[C@H](O)[C@H]9O)C5(C)C

InChI

InChIKey=NEWMWGLPJQHSSQ-PSDKAYTQSA-N

InChI=1S/C37H56O11/c1-17-12-37(29-34(7,47-29)30(42)48-37)46-20-13-32(5)22-9-8-21-31(3,4)23(45-28-27(41)26(40)19(39)15-43-28)10-11-35(21)16-36(22,35)14-24(44-18(2)38)33(32,6)25(17)20/h17,19-30,39-42H,8-16H2,1-7H3/t17-,19-,20+,21+,22+,23+,24-,25+,26+,27-,28+,29-,30+,32+,33-,34+,35-,36+,37-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C37H56O11
Molecular Weight	676.8339
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	18 / 19
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27483235 | https://www.ncbi.nlm.nih.gov/pubmed/18755149 | https://www.ncbi.nlm.nih.gov/pubmed/28128733

Actein is tetracyclic triterpenoid compound isolated from the rhizome of Cimicifuga foetida L. In North America, the cimicifuga species had a long medicinal history, mainly used to treat diarrhea, sore throat, and rheumatism. Actein inhibits the activity of the Na,K-ATPase, which affects calcium metabolism. The primary target of actein may relate to calcium metabolism since this agent altered the expression of several genes related to calcium. Although actein was shown to exhibit other pathological functions, such as prevention of oxidative damage to osteoblast and regulation of lipid disorder, the major role of actein is played on its anticancer activity, particularly in breast cancer.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Apoptosis 155 Target ID: WP254 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28128733	Activator 1430
Release of calcium into the cytoplasm 1 Target ID: Release of calcium into the cytoplasm Sources: https://www.ncbi.nlm.nih.gov/pubmed/23939423	Activator 1430
Sodium/potassium-transporting ATPase 39 Target ID: CHEMBL2095186 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18755149	Inhibitor 8297	11.2 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Breast cancer 434 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27731376	Primary	Preclinical	Unknown Approved Use Unknown
Glioma 21 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28128733	Primary	Preclinical	Unknown Approved Use Unknown
Liver cancer 53 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28110190	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Actein, a fluid extract from Actaea racemosa, in the medical therapy of peripheral arteriopathies].	1962 May 15	13916295
Actein inhibits the Na+-K+-ATPase and enhances the growth inhibitory effect of digitoxin on human breast cancer cells.	2008 Oct 31	18755149
New potential beneficial effects of actein, a triterpene glycoside isolated from Cimicifuga species, in breast cancer treatment.	2016 Oct 12	27731376
Actein alleviates 2,3,7,8-tetrachlorodibenzo-p-dioxin-mediated cellular dysfunction in osteoblastic MC3T3-E1 cells.	2017 Dec	28836330

Patents

Sample Use Guides

In Vivo Use Guide

Mouse: 10-15 mg/kg for 28 days

Route of Administration: Oral

In Vitro Use Guide

MC3T3-E1 osteoblastic cells were pretreated with actein (0.01–1 uM) for 1 h and then exposed to 100 nM 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) for 48 h. Cell viability was again measured using the water-soluble tetrazolium (WST) assay. Actein-pretreated cells had increased viability compared to those treated with TCDD only, in a concentration-dependent manner. The TCDD-induced increased apoptosis was also restored to a level similar to that in the control group by pretreatment with 1 uM actein. Pretreatment with actein also prevented TCDD-induced autophagic activity in a concentration-dependent manner. Taking these findings together, pretreatment with actein protected MC3T3-E1 osteoblastic cells from TCDD-induced apoptosis

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:33:16 UTC 2023` Edited by `admin` on `Sat Dec 16 08:33:16 UTC 2023`
Record UNII	I14QO4LW9V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACTEIN

Common Name

English

26S-ACTEIN

Common Name

English

Actein [WHO-DD]

Common Name

English

ACTEIN [USP-RS]

Common Name

English

26S-ACTEIN (CONSTITUENT OF BLACK COHOSH) [DSC]

Common Name

English

ACTEIN, (-)-

Common Name

English

SHENGMATING

Common Name

English

.BETA.-D-XYLOPYRANOSIDE, (3.BETA.,12.BETA.,16.BETA.,23R,24R,25S,26S)-12-(ACETYLOXY)-16,23:23,26:24,25-TRIEPOXY-26-HYDROXY-9,19-CYCLOLANOSTAN-3-YL

Systematic Name

English

Code System Code Type Description

CAS

18642-44-9