U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H34O4
Molecular Weight 374.5137
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of UZARIGENIN

SMILES

[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)C5=CC(=O)OC5

InChI

InChIKey=XZTUSOXSLKTKJQ-CIXPXFMPSA-N
InChI=1S/C23H34O4/c1-21-8-5-16(24)12-15(21)3-4-19-18(21)6-9-22(2)17(7-10-23(19,22)26)14-11-20(25)27-13-14/h11,15-19,24,26H,3-10,12-13H2,1-2H3/t15-,16-,17+,18-,19+,21-,22+,23-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21421322

Uzarigenin is a Na(+), K(+)-ATPase inhibitor; potential anticancer drug. Uzarigenin is a component of Uzara, which has been used for a long time in traditional medicine to treat diarrheal disorders, but the mode of action is not fully known. In Germany, Uzara (Stada, Bad Vilbel, Germany) is frequently used as over-the-counter preparation of the Uzara root, containing 40 mg glycosides/ml.

Approval Year

PubMed

PubMed

TitleDatePubMed
Anti-diarrheal mechanism of the traditional remedy Uzara via reduction of active chloride secretion.
2011 Mar 30
Xysmalobium undulatum (uzara) - review of an antidiarrhoeal traditional medicine.
2014 Oct 28
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
The median lethal concentrations (LC(50)) of Uzarigenin against the nematodes Bursaphelenchus xylophilus, Panagrellus redivivus, and Caenorhabditis elegans at 72 h were 49.0, 62.7, and 29.1, mg/l, respectively
Name Type Language
UZARIGENIN
MI  
Common Name English
ODORIGENI
Common Name English
NSC-277290
Code English
(3.BETA.,5.ALPHA.)-3,14-DIHYDROXYCARD-20(22)-ENOLIDE
Common Name English
UZARIGENIN [MI]
Common Name English
CARD-20(22)-ENOLIDE, 3,14-DIHYDROXY-, (3.BETA.,5.ALPHA.)-
Common Name English
ODORIGENIN
Common Name English
NSC-119993
Code English
URARIGENIN
Common Name English
Code System Code Type Description
MERCK INDEX
m11353
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
207-373-0
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY
CAS
466-09-1
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY
EPA CompTox
DTXSID90101701
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY
FDA UNII
K9ZR7LI283
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY
PUBCHEM
92760
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY
NSC
277290
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY
NSC
119993
Created by admin on Sat Dec 16 08:12:06 GMT 2023 , Edited by admin on Sat Dec 16 08:12:06 GMT 2023
PRIMARY