CIMIGENOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C30H48O5
Molecular Weight	488.6991
Optical Activity	UNSPECIFIED
Defined Stereocenters	13 / 13
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H]1C[C@H]2O[C@@]3(O[C@@H]2C(C)(C)O)[C@H](O)[C@@]4(C)[C@@H]5CC[C@@H]6[C@]7(C[C@@]57CC[C@]4(C)[C@@H]13)CC[C@H](O)C6(C)C

InChI

InChIKey=CNBHUROFMYCHGI-IEUUZZHOSA-N

InChI=1S/C30H48O5/c1-16-14-17-22(25(4,5)33)35-30(34-17)21(16)26(6)12-13-29-15-28(29)11-10-20(31)24(2,3)18(28)8-9-19(29)27(26,7)23(30)32/h16-23,31-33H,8-15H2,1-7H3/t16-,17-,18+,19+,20+,21-,22+,23-,26-,27-,28-,29+,30+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C30H48O5
Molecular Weight	488.6991
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	13 / 13
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
response to tumor cell 1 Target ID: GO:0002347 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12614901\| https://www.ncbi.nlm.nih.gov/pubmed/30584366\| https://www.ncbi.nlm.nih.gov/pubmed/28260002	Inhibitor 8504
cell growth 21 Target ID: GO:0016049 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28260002	Inhibitor 8504

PubMed

Title	Date	PubMed
Bioactivity-guided isolation of GABA(A) receptor modulating constituents from the rhizomes of Actaea racemosa.	2010-12-27	21082802
Development of a fast and convenient method for the isolation of triterpene saponins from Actaea racemosa by high-speed countercurrent chromatography coupled with evaporative light scattering detection.	2010-03	19847744
[Cycloartane triterpenoid of Cimicifuga foetida].	2009-08	19894537
Growth inhibitory activity of extracts and compounds from Cimicifuga species on human breast cancer cells.	2008-06	17980565
[Studies on the chemical constituents of the roots of Anemone altaica].	2008-01	18589749
Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells.	2007-01-31	17266751
Anticomplement activity of cycloartane glycosides from the rhizome of Cimicifuga foetida.	2006-11	16906637
Cancer preventive agents. Part 1: chemopreventive potential of cimigenol, cimigenol-3,15-dione, and related compounds.	2005-02-15	15670948
Antitumor agents 220. Antitumor-promoting effects of cimigenol and related compounds on Epstein-Barr virus activation and two-stage mouse skin carcinogenesis.	2003-03-20	12614901
Two new cyclolanostanol xylosides from the aerial parts of Cimicifuga dahurica.	2002-10	12398548
Actaeaepoxide 3-O-beta-D-xylopyranoside, a new cycloartane glycoside from the rhizomes of Actaea racemosa (Cimicifuga racemosa).	2001-07	11473444

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:18:40 GMT 2025` Edited by `admin` on `Mon Mar 31 22:18:40 GMT 2025`
Record UNII	SN559V4Y83
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CIMIGENOL

Common Name

English

CIMIGENOL [MI]

Preferred Name

English

(3.BETA.,15.ALPHA.,16.ALPHA.,23R,24S)-16,23:16,24-DIEPOXY-9,19-CYCLOLANOSTANE-3,15,25-TRIOL

Systematic Name

English

9,19-CYCLOLANOSTANE-3,15,25-TRIOL, 16,23:16,24-DIEPOXY-, (3.BETA.,15.ALPHA.,16.ALPHA.,23R,24S)-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID70634573