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

Details

Stereochemistry ACHIRAL
Molecular Formula C8H10O5
Molecular Weight 186.162
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ENDOTHAL

SMILES

OC(=O)[C@H]1[C@@H]2CC[C@@H](O2)[C@H]1C(O)=O

InChI

InChIKey=GXEKYRXVRROBEV-FBXFSONDSA-N
InChI=1S/C8H10O5/c9-7(10)5-3-1-2-4(13-3)6(5)8(11)12/h3-6H,1-2H2,(H,9,10)(H,11,12)/t3-,4+,5-,6+

HIDE SMILES / InChI

Molecular Formula C8H10O5
Molecular Weight 186.162
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Endothal (also known as Endothall), a herbicide for terrestrial and aquatic plants, is a potent, selective protein phosphatase 2A (PP2A) inhibitor. It also inhibits protein phosphatase 1 (PP1). Endothall is considered safe in drinking water, but in case of consumption for a long period, it can cause stomach or intestinal problems.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
90.0 nM [IC50]
5.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
acute toxicity on mouse liver: 75 mg/kg
Route of Administration: Intraperitoneal
In Vitro Use Guide
The effects of glutamate, 17β-estradiol, and various specific inhibitors of protein phosphatases on the activity of PP2A and calcineurin in primary cortical neurons were measured by simultaneously treating with glutamate, okadaic acid, 17β-estradiol, PPI2, endothall, and/or cyclosporin A. Glutamate, okadaic acid, and 9 μM endothall treatment caused decreases in PP2A activity, whereas PPI2 and cyclosporine A had no effect. The decreased PP2A activity mediated by glutamate was attenuated in the presence 17β-estradiol; however, 17β-estradiol was unable to block the okadaic acid or endothall-mediated decrease in PP2A activity. In fact, the presence of okadaic acid or endothall prevented the 17β-estradiol-mediated attenuation of the decreased PP2A activity caused by glutamate.
Substance Class Chemical
Record UNII
18F7018HG1
Record Status Validated (UNII)
Record Version