Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C35H56O9 |
Molecular Weight | 620.8137 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 17 / 17 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
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[C@]8([H])OC[C@H](O)[C@H](O)[C@H]8O)C6(C)C
InChI
InChIKey=BTPYUWOBZFGKAI-BKJHYQRZSA-N
InChI=1S/C35H56O9/c1-17-14-19-26(30(4,5)40)44-35(43-19)25(17)31(6)12-13-34-16-33(34)11-10-22(42-27-24(38)23(37)18(36)15-41-27)29(2,3)20(33)8-9-21(34)32(31,7)28(35)39/h17-28,36-40H,8-16H2,1-7H3/t17-,18+,19-,20+,21+,22+,23+,24-,25-,26+,27+,28-,31-,32-,33-,34+,35+/m1/s1
Molecular Formula | C35H56O9 |
Molecular Weight | 620.8137 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 16 / 17 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
CIMIRACEMOSIDE C (aka Cimifugoside M) is a triterpene glycoside which can be isolated from the roots of Cimicifuga racemosa (Black Cohosh). Despite potential toxicity, Black Cohosh continues to be consumed as a natural dietary supplement for the treatment of menopause symptoms. Cimiracemoside C has been identified as an analytical marker for the identification of Black Cohosh extract nutritional formulations. It has also been of interest as a lead compound for the treatment of diabetes in mice.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Antimalarial activity and nucleoside transport inhibitory activity of the triterpenic constituents of Cimicifuga spp. | 1998 Aug |
|
Direct analysis and identification of triterpene glycosides by LC/MS in black cohosh, Cimicifuga racemosa, and in several commercially available black cohosh products. | 2000 Oct |
|
Cimiracemosides I-P, new 9,19-cyclolanostane triterpene glycosides from Cimicifuga racemosa. | 2002 Oct |
|
Evaluation of the botanical authenticity and phytochemical profile of black cohosh products by high-performance liquid chromatography with selected ion monitoring liquid chromatography-mass spectrometry. | 2006 May 3 |
|
Metabolic profiling of Actaea species extracts using high performance liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry. | 2011 Mar 18 |
|
Antidiabetic effects of the Cimicifuga racemosa extract Ze 450 in vitro and in vivo in ob/ob mice. | 2014 Sep 25 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 21:13:36 GMT 2023
by
admin
on
Fri Dec 15 21:13:36 GMT 2023
|
Record UNII |
4DC28J6R1K
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
256925-92-5
Created by
admin on Fri Dec 15 21:13:36 GMT 2023 , Edited by admin on Fri Dec 15 21:13:36 GMT 2023
|
PRIMARY | |||
|
15541911
Created by
admin on Fri Dec 15 21:13:36 GMT 2023 , Edited by admin on Fri Dec 15 21:13:36 GMT 2023
|
PRIMARY | |||
|
4DC28J6R1K
Created by
admin on Fri Dec 15 21:13:36 GMT 2023 , Edited by admin on Fri Dec 15 21:13:36 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> CONSTITUENT ALWAYS PRESENT |