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

Details

Stereochemistry RACEMIC
Molecular Formula C19H34O3
Molecular Weight 310.4715
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of METHOPRENE

SMILES

COC(C)(C)CCCC(C)C\C=C\C(C)=C\C(=O)OC(C)C

InChI

InChIKey=NFGXHKASABOEEW-LDRANXPESA-N
InChI=1S/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+

HIDE SMILES / InChI
Methoprene is a pesticide that acts as a juvenile hormone agonist. Although developed initially against insects, it has since been shown to have toxic effects on larval and adult crustaceans. Methoprene was one of the several pesticides applied to the Western Long Island Sound (WLIS) watershed area during the summer of 1999. Methoprene is a racemic mixture of two enantiomers (R and S in a ratio of 1:1). The activity of the compound as a juvenile hormone is restricted to the S enantiomer. Recent data have been describing the male sexual enhancement after methoprene treatment in Anastrepha fraterculus (Diptera: Tephritidae). It has been shown, that a sustained response doesn`t not fade away after sexual maturation, thus the potential benefits of using methoprene to increase the efficiency of the sterile insect technique, which is an environmentally safe method to control this fruit pest, have been proposed.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct

Sample Use Guides

toxicity studies in rodents: Acute toxicity: rat, LD50, oral > 5000 mg/kg bw; Rat, LD50, dermal > 2000 mg/kg bw
Route of Administration: Other
In Vitro Use Guide
Unknown
Name Type Language
METHOPRENE
HSDB   INN   ISO   MART.   MI   WHO-DD  
INN  
Official Name English
ZPA-1019
Code English
JUVEMON
Brand Name English
KABAT
Brand Name English
ISOPROPYL (2E,4E)-(7S)-11-METHOXY-3,7,11-TRIMETHYL-2,4-DODECADIENOATE
Systematic Name English
METHOPRENE [MI]
Common Name English
methoprene [INN]
Common Name English
NSC-758655
Code English
ISOPROPYL (E,E)-(RS)-11-METHOXY-3,7,11-TRIMETHYLDODECA-2,4-DIENOATE
Systematic Name English
1-METHYLETHYL (2E,4E)-11-METHOXY-3,7,11-TRIMETHYL-2,4-DODECADIENOATE
Systematic Name English
METHOPRENE [JAN]
Common Name English
DIANEX
Brand Name English
METOPRAG 20CE
Brand Name English
METHOPRENE [ISO]
Common Name English
METHOPRENE [MART.]
Common Name English
METHOPRENE [HSDB]
Common Name English
Methoprene [WHO-DD]
Common Name English
MANINA
Brand Name English
ZODIAC
Brand Name English
SB-515
Code English
DL-ISOPROPYL 11-METHOXY-3,7,11-TRIMETHYL-TRANS-TRANS-2,4-DODECADIENOATE
Common Name English
ENT-70460
Code English
ISOPROPYL (2E,4E,7RS)-11-METHOXY-3,7,11-TRIMETHYL-2,4-DODECADIENOATE
Systematic Name English
2,4-DODECADIENOIC ACID, 11-METHOXY-3,7,11-TRIMETHYL-, 1-METHYLETHYL ESTER, (2E,4E)-
Systematic Name English
(2E,4E)-11-METHOXY-3,7,11-TRIMETHYL-2,4-DODECADIENOIC ACID 1-METHYLETHYL ESTER
Systematic Name English
APEX
Brand Name English
ZR-515
Code English
Classification Tree Code System Code
WHO-VATC QP53AX28
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
EPA PESTICIDE CODE 105401
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
WHO-VATC QP53AX78
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
Code System Code Type Description
WIKIPEDIA
METHOPRENE
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
NSC
758655
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
MERCK INDEX
m7325
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY Merck Index
EVMPD
SUB08853MIG
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
PUBCHEM
5366546
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
FDA UNII
8B830OJ2UX
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
MESH
D008726
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
HSDB
6926
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
ECHA (EC/EINECS)
254-993-2
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
ALANWOOD
methoprene
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
CAS
41205-06-5
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
SUPERSEDED
SMS_ID
100000081434
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
INN
6382
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL1875086
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
CAS
40596-69-8
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
CHEBI
34839
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
NCI_THESAURUS
C175133
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID8032627
Created by admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
PRIMARY