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Details

Stereochemistry ABSOLUTE
Molecular Formula C37H56O10
Molecular Weight 660.8345
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CIMIRACEMOSIDE N

SMILES

[H][C@]12C[C@@]3(C)[C@]4([H])CC[C@]5([H])[C@]6(C[C@@]46C[C@@H](OC(C)=O)[C@]3(C)[C@@]1([H])[C@H](C)C[C@]7(OC[C@]8(C)O[C@H]78)O2)CC[C@H](O[C@]9([H])OC[C@H](O)[C@H](O)[C@H]9O)C5(C)C

InChI

InChIKey=GCMGJWLOGKSUGX-GVGYZBMQSA-N
InChI=1S/C37H56O10/c1-18-12-37(30-33(6,47-30)17-43-37)46-21-13-32(5)23-9-8-22-31(3,4)24(45-29-28(41)27(40)20(39)15-42-29)10-11-35(22)16-36(23,35)14-25(44-19(2)38)34(32,7)26(18)21/h18,20-30,39-41H,8-17H2,1-7H3/t18-,20+,21+,22+,23+,24+,25-,26+,27+,28-,29+,30+,32+,33+,34-,35-,36+,37+/m1/s1

HIDE SMILES / InChI
Molecular Formula C37H56O10
Molecular Weight 660.8345
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 17 / 18
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

cimiracemoside N is a triterpene glycoside which can be isolated from the roots of Cimicifuga racemosa (Black Cohosh). Black Cohosh is consumed as a natural dietary supplement for the treatment of menopause symptoms.

Originator

University of Illinois
6
Curator's Comment: Collaborative Research in the Pharmaceutical Sciences (PCRPS, M/C 877), and UIC/ NIH Center for Botanical Dietary Supplements Research,

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Black cohosh (Cimicifuga spp.) for menopausal symptoms.
2012 Sep 12

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: Related cimiracemosides (A-H) were found to modulate GABA induced currents through GABA-A ion channel, but cimiracemoside D (compound 7) was not tested / not active in this assay. (https://www.ncbi.nlm.nih.gov/pubmed/21082802)
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:52:08 GMT 2023
Edited
by admin
on Sat Dec 16 10:52:08 GMT 2023
Record UNII
9259Y53BCI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CIMIRACEMOSIDE N
Common Name English
CIMIRACEMOSIDE N, (-)-
Common Name English
.ALPHA.-L-ARABINOPYRANOSIDE, (3.BETA.,12.BETA.,16.BETA.,23S,24S,25S)-12-(ACETYLOXY)-16,23:23,26:24,25-TRIEPOXY-9,19-CYCLOLANOSTAN-3-YL
Systematic Name English
Code System Code Type Description
CAS
473554-78-8
Created by admin on Sat Dec 16 10:52:08 GMT 2023 , Edited by admin on Sat Dec 16 10:52:08 GMT 2023
PRIMARY
PUBCHEM
21591918
Created by admin on Sat Dec 16 10:52:08 GMT 2023 , Edited by admin on Sat Dec 16 10:52:08 GMT 2023
PRIMARY
FDA UNII
9259Y53BCI
Created by admin on Sat Dec 16 10:52:08 GMT 2023 , Edited by admin on Sat Dec 16 10:52:08 GMT 2023
PRIMARY
Related Record Type Details
BLACK COHOSH
PARENT -> CONSTITUENT ALWAYS PRESENT
NIH
NCATS
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