METHOPRENE ACID Property

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)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

TSCA 

Yes

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

METHOPRENE ACID Chemical Properties,Usage,Production

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.

Definition

ChEBI: 11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid is a sesquiterpenoid.

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