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

[H][C@]12[C@H](C)C[C@H]3O[C@@]1(O[C@@H]3C(C)(C)O)[C@H](O)[C@@]4(C)[C@]5([H])CC[C@]6([H])[C@]7(C[C@@]57CC[C@]24C)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	12 / 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 8297
cell growth 21 Target ID: GO:0016049 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28260002	Inhibitor 8297

PubMed

Title	Date	PubMed
Actaeaepoxide 3-O-beta-D-xylopyranoside, a new cycloartane glycoside from the rhizomes of Actaea racemosa (Cimicifuga racemosa).	2001 Jul	11473444
Two new cyclolanostanol xylosides from the aerial parts of Cimicifuga dahurica.	2002 Oct	12398548
Antitumor agents 220. Antitumor-promoting effects of cimigenol and related compounds on Epstein-Barr virus activation and two-stage mouse skin carcinogenesis.	2003 Mar 20	12614901
Cancer preventive agents. Part 1: chemopreventive potential of cimigenol, cimigenol-3,15-dione, and related compounds.	2005 Feb 15	15670948
Anticomplement activity of cycloartane glycosides from the rhizome of Cimicifuga foetida.	2006 Nov	16906637
Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells.	2007 Jan 31	17266751
[Studies on the chemical constituents of the roots of Anemone altaica].	2008 Jan	18589749
[Cycloartane triterpenoid of Cimicifuga foetida].	2009 Aug	19894537
Bioactivity-guided isolation of GABA(A) receptor modulating constituents from the rhizomes of Actaea racemosa.	2010 Dec 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 Mar	19847744

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:47:01 UTC 2023` Edited by `admin` on `Sat Dec 16 08:47:01 UTC 2023`
Record UNII	SN559V4Y83
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CIMIGENOL

Common Name

English

CIMIGENOL [MI]

Common 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