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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H56O9
Molecular Weight 620.8151
Optical Activity UNSPECIFIED
Defined Stereocenters 17 / 17
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CIMIGENOL XYLOSIDE

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[C@@]8([H])[C@@]([H])([C@]([H])([C@@]([H])(CO8)O)O)O)O2

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 620.8151
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 16 / 17
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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 Jun 26 15:23:36 UTC 2021
Edited
by admin
on Sat Jun 26 15:23:36 UTC 2021
Record UNII
1CW26VCP4H
Record Status Validated (UNII)
Record Version
  • Download
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
27994-11-2
Created by admin on Sat Jun 26 15:23:36 UTC 2021 , Edited by admin on Sat Jun 26 15:23:36 UTC 2021
PRIMARY
CAS
27994-11-2
Created by admin on Sat Jun 26 15:23:36 UTC 2021 , Edited by admin on Sat Jun 26 15:23:36 UTC 2021
PRIMARY
FDA UNII
1CW26VCP4H
Created by admin on Sat Jun 26 15:23:36 UTC 2021 , Edited by admin on Sat Jun 26 15:23:36 UTC 2021
PRIMARY
PUBCHEM
16088242
Created by admin on Sat Jun 26 15:23:36 UTC 2021 , Edited by admin on Sat Jun 26 15:23:36 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT