Basic information Safety Supplier Related

METHOPRENE ACID

Basic information Safety Supplier Related

METHOPRENE ACID Basic information

Product Name:
METHOPRENE ACID
Synonyms:
  • 11-methoxy-3,7,11-trimethyl-,(e,e)-(+/-)-4-dodecadienoicacid
  • (2E,4E)-(±)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
  • (+-)-(2E,4E)-11-Methoxy-3,7,11-trimethyl-2,4-dodecadienoic acid
  • (2E,4E)-(1)-11-Methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
  • 2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, (2E,4E)-
  • Einecs 258-355-4
  • Methoprene acid >=98% (TLC)
CAS:
53092-52-7
MF:
C16H28O3
MW:
268.39
EINECS:
258-355-4
Mol File:
53092-52-7.mol
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METHOPRENE ACID Chemical Properties

Boiling point:
394.1±25.0 °C(Predicted)
Density 
0.954±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in DMSO or Ethanol
form 
Pale yellow oil.
pka
4.96±0.33(Predicted)
color 
Colorless
Stability:
Stable for 2 years as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
EPA Substance Registry System
2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, (2E,4E)- (53092-52-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
TSCA 
Yes
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METHOPRENE ACID Usage And Synthesis

Description

Methoprene Acid (53093-52-7) is an analog of insect juvenile hormone which acts as an insect growth regulator. Binds directly and selectively to the retinoid X receptor (RXR) acting as a transcriptional activator in both insect and mammalian cells with no activity at RAR.1?Negatively regulates thrombosis and hemostasis.2?Induces neurosteroid biosynthesis in human glial GI-1 cells.3?Increases the expression of the brown-fat-uncoupling-protein-1 gene (ucp-1).4

Uses

Methoprene Acid is an analog of insect juvenile hormone which acts as an insect growth regulator.

General Description

Retinoic acid receptor (RXR) agonist used in gene regulation research. Analog of juvenile hormone, an insect growth hormone.

Biochem/physiol Actions

Demethylation, oxidative cleavage, hydrolysis, photodegradation and degradation of methoprene by microorganism results in methoprene acid and other metabolites. Methoprene acid is an insect growth regulator, and is known to control ecdysteroid signaling during development and metamorphism. It is thus used to control larval growth in insects such as mosquitoes, cigarette beetles, fleas and fire ants.

References

1) Harmon?et al.?(1995),?Activation of mammalian retinoid X receptors by the insect growth regulator methoprene; Proc. Natl. Acad. Sci. USA,?92?6157 2) Unsworth?et al.?(2017),?RXR Ligands Negatively Regulate Thrombosis and Hemostasis; Arterioscler. Thromb. Vasc. Biol.,?37?812 3) Kushida and Tamura (2009),?Retinoic acids induce neurosteroid biosynthesis in human glial GL-1 cells via the induction of steroidogenic genes; J. Biochem.,?146?917 4) Alvarez?et al. (2000),?Both retinoic-acid-receptor and retinoid-X-receptor-dependent signaling pathways mediate the induction of the brown-adipose-tissue-uncoupling-protein-1 gene by retinoids; Biochem. J.,?345 Pt 1?91

METHOPRENE ACIDSupplier

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