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
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+
Molecular Formula | C19H34O3 |
Molecular Weight | 310.4715 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 2 |
Optical Activity | ( + / - ) |
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
Primary Target | Pharmacology | Condition | Potency |
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Target ID: juvenile hormone Sources: https://www.ncbi.nlm.nih.gov/pubmed/21676752 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Crystal structure of the heterodimeric complex of LXRalpha and RXRbeta ligand-binding domains in a fully agonistic conformation. | 2003 Sep 15 |
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Differential activation of nuclear receptors by perfluorinated fatty acid analogs and natural fatty acids: a comparison of human, mouse, and rat peroxisome proliferator-activated receptor-alpha, -beta, and -gamma, liver X receptor-beta, and retinoid X receptor-alpha. | 2006 Aug |
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Retinoic acids induce neurosteroid biosynthesis in human glial GI-1 Cells via the induction of steroidogenic genes. | 2009 Dec |
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Identification of plant compounds that disrupt the insect juvenile hormone receptor complex. | 2015 Feb 10 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 16:42:34 GMT 2023
by
admin
on
Sat Dec 16 16:42:34 GMT 2023
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Record UNII |
8B830OJ2UX
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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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
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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
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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
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Code System | Code | Type | Description | ||
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METHOPRENE
Created by
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758655
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m7325
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admin on Sat Dec 16 16:42:34 GMT 2023 , Edited by admin on Sat Dec 16 16:42:34 GMT 2023
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PRIMARY | Merck Index | ||
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SUB08853MIG
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5366546
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8B830OJ2UX
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D008726
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6926
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254-993-2
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methoprene
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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
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100000081434
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6382
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CHEMBL1875086
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40596-69-8
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34839
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C175133
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DTXSID8032627
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PRIMARY |
Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |