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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
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

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
Benzothia-zol-2-amine-3-meth-oxy-carbonyl-7-oxabicyclo-[2.2.1]hept-5-ene-2-carb-oxy-lic acid (1/1).
2010 Dec 18
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 Fri Dec 15 15:16:13 GMT 2023
Edited
by admin
on Fri Dec 15 15:16:13 GMT 2023
Record UNII
18F7018HG1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ENDOTHAL
ISO  
Common Name English
ENDOTHAL [ISO]
Common Name English
3,6-ENDOOXYPHTHALIC ACID, HEXAHYDRO-
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, EXO,EXO-
Common Name English
AQUOTHOL
Brand Name English
1,2-BENZENEDICARBOXYLIC ACID, HEXAHYDRO-3,6-ENDO-OXY-
Common Name English
ENDOTHALL [MI]
Common Name English
AQUATHOL
Brand Name English
ENDOTHALIC ACID
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID
Systematic Name English
HYDOUT
Brand Name English
NSC-112771
Code English
HERBON PENNOUT
Brand Name English
HYDROTHOL
Brand Name English
1,2-CYCLOHEXANEDICARBOXYLIC ACID, 3,6-ENDO-EPOXY-
Common Name English
ENDOTHALL
MI  
Common Name English
ENDOTHALLIC ACID
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-EXO-CIS-DICARBOXYLIC ACID
Common Name English
7-OXABICYCLO(2.2.1)HEPTANE-2,3-DICARBOXYLIC ACID, (1R,2S,3R,4S)-REL-
Common Name English
ENDOTHAL, (±)-
Common Name English
3,6-ENDOXOHEXAHYDROPHTHALIC ACID
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 38901
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
Code System Code Type Description
CAS
349466-39-3
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
SUPERSEDED
MERCK INDEX
m4900
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID7024081
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
PUBCHEM
168842
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
CAS
28874-46-6
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
ALTERNATIVE
ALANWOOD
endothal
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
CAS
145-73-3
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
FDA UNII
18F7018HG1
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
NSC
112771
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-660-5
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
HSDB
391
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
CAS
857020-72-5
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
SUPERSEDED
WIKIPEDIA
Endothall
Created by admin on Fri Dec 15 15:16:13 GMT 2023 , Edited by admin on Fri Dec 15 15:16:13 GMT 2023
PRIMARY
NIH
NCATS
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