METHOPRENE ACID Struktur

(2E,4E)-(±)-11-Methoxy-3,7,11-trimethyldodeca-2,4-diensure

Bezeichnung:(2E,4E)-(±)-11-Methoxy-3,7,11-trimethyldodeca-2,4-diensure

CAS-Nr53092-52-7

Englisch Name:METHOPRENE ACID

CBNumberCB4498274

SummenformelC16H28O3

Molgewicht268.39

MOL-Datei53092-52-7.mol

Synonyma

(2E,4E)-(±)-11-Methoxy-3,7,11-trimethyldodeca-2,4-diensure

(2E,4E)-(±)-11-Methoxy-3,7,11-trimethyldodeca-2,4-diensure physikalisch-chemischer Eigenschaften

Siedepunkt	394.1±25.0 °C(Predicted)
Dichte	0.954±0.06 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	Soluble in DMSO or Ethanol
pka	4.96±0.33(Predicted)
Aggregatzustand	Pale yellow oil.
Farbe	Colorless
Stabilität	Stable for 2 years as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
EPA chemische Informationen	2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, (2E,4E)- (53092-52-7)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
TSCA	Yes

Gefahreninformationscode (GHS)

METHOPRENE ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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
Verwenden
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.
Allgemeine Beschreibung
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.
Einzelnachweise
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

(2E,4E)-(±)-11-Methoxy-3,7,11-trimethyldodeca-2,4-diensure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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