An insect growth regulator and Met agonist
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(S)-(+)-Methoprene

Item No. 16807

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
11-methoxy-3,7S,11-trimethyl-2E,4E-dodecadienoic acid, 1-methylethyl ester
CAS Number
65733-16-6
Synonyms
  • d-Methoprene
  • ZR 2458
Molecular Formula
C19H34O3
Formula Weight
310.5
Purity
≥95%
Formulation
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlEthanol: 10 mg/ml
λmax
265 nm
SMILES
CC(C)OC(/C=C(C)/C=C/C[C@@H](C)CCCC(OC)(C)C)=O
InChi Code
InChI=1S/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+/t16-/m1/s1
InChi Key
NFGXHKASABOEEW-GYMWBFJFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    50 mg

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    Product Description

    (S)-(+)-Methoprene is a widely used insect growth regulator.1 It is remarkable for its lack of significant effects against a wide variety of mammals, although concerns remain for its effects on arthropod development.1,2 Methoprene acts as an activator of the juvenile hormone receptor, known as Methoprene-tolerant or Met (Kd = 12.3 nM).3,4 Met is a transcription factor that, upon activation with juvenile hormone or methoprene, regulates gene expression that inhibits metamorphosis.5 Formulations containing (S)-(+)-methoprene have been used in the control insects in industrial, commercial, and residential areas.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Siddall, J.B. Insect growth regulators and insect control: A critical appraisal. Environ. Health Perspect. 14, 119-126 (1976).

    2. Wright, J.E. Environmental and toxicological aspects of insect growth regulators. Environ. Health Perspect. 14, 127-132 (1976).

    3. Charles, J.P., Iwema, T., Epa, V.C., et al. Ligand-binding properties of a juvenile hormone receptor, methoprene-tolerant. Proc. Natl. Acad. Sci. USA 108(52), 21128-21133 (2011).

    4. Osir, E.O., and Riddiford, L.M. Nuclear binding sites for juvenile hormone and its analogs in the epidermis of the tobacco hornworm. The Journal of Biological Chemisty 263(27), 13812-13818 (1988).

    5. Zou, Z., Saha, T.T., Roy, S., et al. Juvenile hormone and its receptor, methoprene-tolerant, control the dynamics of mosquito gene expression. Proc. Natl. Acad. Sci. USA 110(24), E2173-E2181 (2013).