ENDRIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H8Cl6O
Molecular Weight	380.909
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12[C@@H]3C[C@@H]([C@H]4O[C@@H]34)[C@@]1([H])[C@@]5(Cl)C(Cl)=C(Cl)[C@]2(Cl)C5(Cl)Cl

InChI

InChIKey=DFBKLUNHFCTMDC-GKRDHZSOSA-N

InChI=1S/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2-,3+,4-,5+,6-,7+,10-,11+

HIDE SMILES / InChI

Molecular Formula	C12H8Cl6O
Molecular Weight	380.909
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: http://www.popstoolkit.com/about/chemical/endrin.aspx

Endrin is an organochlorine pesticide used as a non-systemic insecticide, acaricide, and rodenticide for protecting grain. As a central spasmodic agent, endrin is highly toxic to humans and skin resorption is possible. Endrin is rapidly metabolized by animals and does not accumulate in fat to the same extent as other compounds with similar structures. Endrin is also damaging to the liver, kidneys and central nervous system.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Resistance of the spiny boll worm to endrin in Israel.	1957 Feb 9	13407717
The effects of chronic and acute exposure of rats to endrin.	1958 Sep	13570717
POISONING by insecticide (endrin).	1959 May 15	13644660
Endrin: use of concentration in blood to diagnose acute toxicity to fish.	1966 Jun 3	5937133

Patents

Sample Use Guides

In Vivo Use Guide

The acute oral LD50 of Endrin is in the range of 3 mg/kg body weight in monkeys to 36 mg/kg in guinea pigs.

Route of Administration: Oral

In Vitro Use Guide

Endrin inhibits adipocyte differentiation by selectively altering expression pattern of CCAAT/enhancer binding protein-alpha in 3T3-L1 cells. Endrin's inhibitory effect was effective only when the pesticide was present in the medium during the first 48 h after exposure of 3T3-L1 cells to adipogenic inducers. Immunoblots analysis revealed that endrin caused a dose-dependent, selective inhibition of the intracellular levels of CCAAT enhancer binding protein (C/EBP)alpha without altering the expression patterns of C/EBPbeta or C/EBPdelta along the differentiation. Endrin inhibited the normal decrease in nuclear factor-kappaB-DNA binding observed as cells are acquiring the adipocyte phenotype at a late stage of differentiation. It was suggested that endrin inhibits adipocyte differentiation through the specific suppression of C/EBPalpha.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:01:48 UTC 2023` Edited by `admin` on `Fri Dec 15 15:01:48 UTC 2023`
Record UNII	OB9NVE7YCL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ENDRIN

Common Name

English

NSC-8935

Code

English

ENDRIN [ISO]

Common Name

English

SD-3419

Code

English

ENDRIN [MI]

Common Name

English

ENDRIN [IARC]

Common Name

English

ENDRIN [HSDB]

Common Name

English

ENDRIN [MART.]

Common Name

English

NENDRIN

Brand Name

English

(1AR,2R,2AR,3R,6S,6AS,7S,7AS)-REL-3,4,5,6,9,9-HEXACHLORO-1A,2,2A,3,6,6A,7,7A-OCTAHYDRO-2,7:3,6-DIMETHANONAPHTH(2,3-B)OXIRENE

Code

English

MENDRIN

Brand Name

English

ENT-17251

Code

English

Classification Tree Code System Code

EPA PESTICIDE CODE

41601