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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H48O5
Molecular Weight 488.7003
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CIMIGENOL

SMILES

C[C@]1([H])C[C@]2([H])[C@@]([H])(C(C)(C)O)O[C@]3([C@@]1([H])[C@@]4(C)CC[C@]56C[C@]76CC[C@@]([H])(C(C)(C)[C@]7([H])CC[C@@]5([H])[C@]4(C)[C@@]3([H])O)O)O2

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 488.7003
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 12 / 13
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Actaeaepoxide 3-O-beta-D-xylopyranoside, a new cycloartane glycoside from the rhizomes of Actaea racemosa (Cimicifuga racemosa).
2001 Jul
Two new cyclolanostanol xylosides from the aerial parts of Cimicifuga dahurica.
2002 Oct
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
Cancer preventive agents. Part 1: chemopreventive potential of cimigenol, cimigenol-3,15-dione, and related compounds.
2005 Feb 15
Anticomplement activity of cycloartane glycosides from the rhizome of Cimicifuga foetida.
2006 Nov
Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells.
2007 Jan 31
[Studies on the chemical constituents of the roots of Anemone altaica].
2008 Jan
Growth inhibitory activity of extracts and compounds from Cimicifuga species on human breast cancer cells.
2008 Jun
[Cycloartane triterpenoid of Cimicifuga foetida].
2009 Aug
Bioactivity-guided isolation of GABA(A) receptor modulating constituents from the rhizomes of Actaea racemosa.
2010 Dec 27
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
Substance Class Chemical
Created
by admin
on Sat Jun 26 14:53:22 UTC 2021
Edited
by admin
on Sat Jun 26 14:53:22 UTC 2021
Record UNII
SN559V4Y83
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CIMIGENOL
MI  
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
3779-59-7
Created by admin on Sat Jun 26 14:53:22 UTC 2021 , Edited by admin on Sat Jun 26 14:53:22 UTC 2021
PRIMARY
PUBCHEM
16020000
Created by admin on Sat Jun 26 14:53:22 UTC 2021 , Edited by admin on Sat Jun 26 14:53:22 UTC 2021
PRIMARY
MERCK INDEX
M3554
Created by admin on Sat Jun 26 14:53:22 UTC 2021 , Edited by admin on Sat Jun 26 14:53:22 UTC 2021
PRIMARY Merck Index
FDA UNII
SN559V4Y83
Created by admin on Sat Jun 26 14:53:22 UTC 2021 , Edited by admin on Sat Jun 26 14:53:22 UTC 2021
PRIMARY
CAS
3779-59-7
Created by admin on Sat Jun 26 14:53:22 UTC 2021 , Edited by admin on Sat Jun 26 14:53:22 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT