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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O5.2Na
Molecular Weight 230.1257
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ENDOTHAL-DISODIUM

SMILES

[Na+].[Na+].[O-]C(=O)[C@H]1[C@@H]2CC[C@@H](O2)[C@H]1C([O-])=O

InChI

InChIKey=XRHVZWWRFMCBAZ-PXYBLNDHSA-L
InChI=1S/C8H10O5.2Na/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);;/q;2*+1/p-2/t3-,4+,5-,6+;;

HIDE SMILES / InChI
Molecular Formula C8H8O5
Molecular Weight 184.1461
Charge -2
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Serine/threonine-protein phosphatase 2A catalytic subunit alpha isoform
7
Target ID: P67775
Gene ID: 5515.0
Gene Symbol: PPP2CA
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 90.0 nM [IC50]
Serine/threonine-protein phosphatase PP1-alpha catalytic subunit
7
Target ID: P62136
Gene ID: 5499.0
Gene Symbol: PPP1CA
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 5.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Sites of protein kinase A activation of the human ClC-2 Cl(-) channel.
2004 May 21
Retinoic acid induced repression of AP-1 activity is mediated by protein phosphatase 2A in ovarian carcinoma cells.
2005 Sep 1
The 1:1 cocrystal of rac-7-oxabicyclo-[2.2.1]heptane-2,3-dicarboxylic acid and 2-amino-benzothia-zole.
2008 Jul 9
1,3-Benzothia-zol-2-amine.
2009 Jul 18
Poly[bis-(1H-imidazole)(μ(3)-7-oxabicyclo-[2.2.1]heptane-2,3-dicarboxyl-ato)cadmium(II)].
2009 Jun 17
Patents

Patents

20090298693
3
JP2002518303A
71
JPH10287680A
3
JPH1129401A
3

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
Created
by admin
on Sat Dec 16 02:52:53 GMT 2023
Edited
by admin
on Sat Dec 16 02:52:53 GMT 2023
Record UNII
RZ5H9H2D2J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ENDOTHAL-DISODIUM
ISO  
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, DISODIUM SALT, (1R,2S,3R,4S)-REL-
Common Name English
DISODIUM ENDOTHALLATE
Common Name English
ENDOTHAL-DISODIUM [ISO]
Common Name English
DISODIUM ENDOTHALL
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, DISODIUM SALT, (EXO,EXO)-
Common Name English
DISODIUM 7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLATE
Systematic Name English
Endothal disodium [WHO-DD]
Common Name English
AGUATHOL
Brand Name English
SODIUM DEMETHYLCANTHARIDAT
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, SODIUM SALT (1:2), (1R,2S,3R,4S)-REL-
Common Name English
ENDOTHAL DISODIUM
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, SODIUM SALT (1:2)
Common Name English
ENDOTHAL DISODIUM SALT
Common Name English
DISODIUM 3,6-EPOXYCYCLOHEXANE-1,2-DICARBOXYLATE
Systematic Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, DISODIUM SALT
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 38903
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
Code System Code Type Description
PUBCHEM
44318676
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-959-8
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID1041899
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
PRIMARY
FDA UNII
RZ5H9H2D2J
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
PRIMARY
ALANWOOD
endothal-disodium
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
PRIMARY
CAS
129-67-9
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
PRIMARY
CAS
33054-59-0
Created by admin on Sat Dec 16 02:52:53 GMT 2023 , Edited by admin on Sat Dec 16 02:52:53 GMT 2023
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