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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

C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@@H](O)CC[C@]34C)[C@@]1(O)CC[C@@H]2C5=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

Molecular Formula C23H34O4
Molecular Weight 374.5137
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.6 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Uzara

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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
Substance Class Chemical
Record UNII
K9ZR7LI283
Record Status Validated (UNII)
Record Version