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M6682

Sigma-Aldrich

Methoprene acid

≥98% (TLC)

Sinônimo(s):

11-Methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid

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About This Item

Fórmula empírica (Notação de Hill):
C16H28O3
Número CAS:
53092-52-7
Peso molecular:
268.39
Número MDL:
MFCD01317817
Código UNSPSC:
12352106
ID de substância PubChem:
24897104
NACRES:
NA.77

Nível de qualidade

200

Ensaio

≥98% (TLC)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

InChI

1S/C16H28O3/c1-13(10-7-11-16(3,4)19-5)8-6-9-14(2)12-15(17)18/h6,9,12-13H,7-8,10-11H2,1-5H3,(H,17,18)/b9-6+,14-12+

chave InChI

MNYBEULOKRVZKY-TZOAMJEDSA-N

Descrição geral

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

Ações bioquímicas/fisiológicas

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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análise (COA)

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M A Harmon et al.
Proceedings of the National Academy of Sciences of the United States of America, 92(13), 6157-6160 (1995-06-20)
We report that methoprene and its derivatives can stimulate gene transcription in vertebrates by acting through the retinoic acid-responsive transcription factors, the retinoid X receptors (RXRs). Methoprene is an insect growth regulator in domestic and agricultural use as a pesticide.
Occurrence and fate of methoprene compounds in urban areas of Southern Ontario, Canada
Struger J, et al.
Bulletin of Environmental Contamination and Toxicology, 79(2), 168-171 (2007)
Juvenile Hormones: Advances in Research and Application (2012)
Rintaro Suzuki et al.
Scientific reports, 1, 133-133 (2012-02-23)
Juvenile hormone (JH) plays crucial roles in many aspects of the insect life. All the JH actions are initiated by transport of JH in the hemolymph as a complex with JH-binding protein (JHBP) to target tissues. Here, we report structural
Daniel Jahn et al.
Biochimica et biophysica acta, 1859(2), 381-392 (2016-01-03)
Fibroblast growth factor 19 (FGF19) is a gut-derived hormone that controls bile acid (BA), carbohydrate and lipid metabolism. Whereas strong evidence supports a key role of BAs and farnesoid X receptor (FXR) for the control of FGF19 expression, information on

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