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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 of ACTEIN

SMILES

C[C@@H]1C[C@]2(O[C@H](O)[C@@]3(C)O[C@@H]23)O[C@H]4C[C@@]5(C)[C@@H]6CC[C@@H]7[C@]8(C[C@@]68C[C@@H](OC(C)=O)[C@]5(C)[C@@H]14)CC[C@H](O[C@@H]9OC[C@@H](O)[C@H](O)[C@H]9O)C7(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
Defined Stereocenters 19 / 19
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

PubMed

PubMed

TitleDatePubMed
[Actein, a fluid extract from Actaea racemosa, in the medical therapy of peripheral arteriopathies].
1962 May 15
Actein induces calcium release in human breast cancer cells.
2013 Dec
The in Vitro and in Vivo Antitumor Activities of Tetracyclic Triterpenoids Compounds Actein and 26-Deoxyactein Isolated from Rhizome of Cimicifuga foetida L.
2016 Jul 30
New potential beneficial effects of actein, a triterpene glycoside isolated from Cimicifuga species, in breast cancer treatment.
2016 Oct 12
Actein alleviates 2,3,7,8-tetrachlorodibenzo-p-dioxin-mediated cellular dysfunction in osteoblastic MC3T3-E1 cells.
2017 Dec
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 Tue Oct 22 09:17:47 UTC 2019
Edited
by admin
on Tue Oct 22 09:17:47 UTC 2019
Record UNII
I14QO4LW9V
Record Status Validated (UNII)
Record Version
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Name Type Language
ACTEIN
USP-RS  
Common Name English
26S-ACTEIN
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
ACTEIN [WHO-DD]
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
Created by admin on Tue Oct 22 09:17:47 UTC 2019 , Edited by admin on Tue Oct 22 09:17:47 UTC 2019
PRIMARY
EPA CompTox
18642-44-9
Created by admin on Tue Oct 22 09:17:47 UTC 2019 , Edited by admin on Tue Oct 22 09:17:47 UTC 2019
PRIMARY
PUBCHEM
10032468
Created by admin on Tue Oct 22 09:17:47 UTC 2019 , Edited by admin on Tue Oct 22 09:17:47 UTC 2019
PRIMARY
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