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
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[C@@H]8OC[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 | 17 / 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.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Antidiabetic effects of the Cimicifuga racemosa extract Ze 450 in vitro and in vivo in ob/ob mice. | 2014-09-25 |
|
| Metabolic profiling of Actaea species extracts using high performance liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry. | 2011-03-18 |
|
| 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. | 2006-05-03 |
|
| Cimiracemosides I-P, new 9,19-cyclolanostane triterpene glycosides from Cimicifuga racemosa. | 2002-10 |
|
| Direct analysis and identification of triterpene glycosides by LC/MS in black cohosh, Cimicifuga racemosa, and in several commercially available black cohosh products. | 2000-10 |
|
| Antimalarial activity and nucleoside transport inhibitory activity of the triterpenic constituents of Cimicifuga spp. | 1998-08 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:16:53 GMT 2025
by
admin
on
Mon Mar 31 20:16:53 GMT 2025
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| Record UNII |
4DC28J6R1K
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| Record Status |
Validated (UNII)
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PARENT -> CONSTITUENT ALWAYS PRESENT |
