CIMIGENOL XYLOSIDE

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

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[C@]8([H])OC[C@@H](O)[C@H](O)[C@H]8O)C6(C)C

InChI

InChIKey=BTPYUWOBZFGKAI-XYGBCAHESA-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

HIDE SMILES / InChI

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12614901
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/8981829

Cimigenol xyloside is aglycone obtained from Cimicifuga racemosa (Ranunculaceae). Cimigenol xyloside is a transformation product of acetylshengmanol xyloside and 24-O-acetylshengmanol xyloside which are main components of C. dahurica, C. racemosa. In Japan and China, some Cimicifuga spp. are used as antipyretic and analgesic agents in traditional Chinese medicine.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
inflammatory response to antigenic stimulus 2 Target ID: GO:0002437 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12614901	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Simultaneous determination of cimicifugoside H-2, cimicifugoside H-1, 23-epi-26-deoxyactein, cimigenol xyloside and 25-O-acetylcimigenoside in beagle dog plasma by LC-MS/MS.	2012 Mar 25	22285707

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Cimigenol xyloside (100-1000 mol ratio/TPA) exhibite strong inhibitory effects on Epstein–Barr virus early antigen activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:59:26 UTC 2023` Edited by `admin` on `Sat Dec 16 09:59:26 UTC 2023`
Record UNII	1CW26VCP4H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CIMIGENOL XYLOSIDE

Common Name

English

CIMIGENOL-3-O-.BETA.-D-XYLOSIDE (24S) (CONSTITUENT OF BLACK COHOSH) [DSC]

Common Name

English

CIMICIFUGOL XYLOSIDE

Common Name

English

.BETA.-D-XYLOPYRANOSIDE, (3.BETA.,15.ALPHA.,16.ALPHA.,23R,24S)-16,23:16,24-DIEPOXY-15,25-DIHYDROXY-9,19-CYCLOLANOSTAN-3-YL

Systematic Name

English

CIMIGOSIDE

Common Name

English

9,19-CYCLOLANOSTANE

Common Name

English

CIMIGENOL 3-O-.BETA.-D-XYLOPYRANOSIDE

Common Name

English

CIMIGENOSIDE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID0033334