M6682
Methoprene acid
≥98% (TLC)
Synonym(s):
11-Methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid
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About This Item
Empirical Formula (Hill Notation):
C16H28O3
CAS Number:
Molecular Weight:
268.39
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
€209.30
List Price€299.00Save 30%Please contact Customer Service for Availability
Request a Bulk Order
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Quality Level
Assay
≥98% (TLC)
storage temp.
−20°C
SMILES string
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+
InChI key
MNYBEULOKRVZKY-TZOAMJEDSA-N
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.[1] Methoprene acid is an insect growth regulator,[1] and is known to control ecdysteroid signaling during development and metamorphism.[2] It is thus used to control larval growth in insects such as mosquitoes, cigarette beetles, fleas and fire ants.[1]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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.
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
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)
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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