An insect hormone
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Juvenile Hormone III

Item No. 19646

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E,6E)-9-(3,3-dimethyl-2-oxiranyl)-3,7-dimethyl-2,6-nonadienoic acid, methyl ester
CAS Number
24198-95-6
Synonyms
  • trans-trans-10,11-Epoxyfarnesenic Acid methyl ester
Molecular Formula
C16H26O3
Formula Weight
266.4
Purity
≥65%
Formulation
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 10 mg/mlEthanol: 12 mg/ml
λmax
218 nm
SMILES
COC(/C=C(CC/C=C(C)/CCC1OC1(C)C)\C)=O
InChi Code
InChI=1S/C16H26O3/c1-12(9-10-14-16(3,4)19-14)7-6-8-13(2)11-15(17)18-5/h7,11,14H,6,8-10H2,1-5H3/b12-7+,13-11+
InChi Key
QVJMXSGZTCGLHZ-ZPLWXOMKSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $43

    Add

    5 mg

    $159

    Add

    10 mg

    $211

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Juvenile hormone III is an acyclic sesquiterpenoid that regulates diverse processes in insects, including adult transition of larvae and oogenesis in adult females.1,2 It activates the juvenile hormone receptor, known as methoprene-tolerant, with a Kd value of 2.9 nM.2 Juvenile hormone III can be synthesized from farnesoic acid by two alternative pathways, one through methyl farnesoate and the other through juvenile hormone acid III.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tillman, J.A., Seybold, S.J., Jurenka, R.A., et al. Insect pheromones--an overview of biosynthesis and endocrine regulation. Insect Biochem. Mol. Biol. 29(6), 481-514 (1999).

    2. 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).

    3. Defelipe, L.A., Dolghih, E., Roitberg, A.E., et al. Juvenile hormone synthesis: "Esterify then epoxidize" or "epoxidize then esterify"? Insights from the structural characterization of juvenile hormone acid methyltransferase. Insect Biochem. Mol. Biol. 41(4), 228-235 (2011).

    4. Navare, A.T., Mayoral, J.G., Nouzova, M., et al. Rapid direct analysis in real time (DART) mass spectrometric detection of juvenile hormone III and its terpene precursors. Anal. Bioanal. Chem. 398(7-8), 3005-3013 (2010).