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Merck

J2000

Juvenile hormone III

≥65%, liquid, non-sterile

Sinónimos:

Methyl farnesoate, 10,11-epoxide, C16-Juvenile Hormone, JH-III, Manduca hormone, trans,trans-10,11-Epoxy-3,7,11-trimethyl-2,6-dodecadienic acid methyl ester

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Fórmula empírica (notación de Hill):
C16H26O3
Número CAS:
Peso molecular:
266.38
UNSPSC Code:
51111800
NACRES:
NA.32
PubChem Substance ID:
EC Number:
246-072-9
Beilstein/REAXYS Number:
1316317
MDL number:
Biological source:
synthetic (organic)
Form:
liquid
Assay:
≥65% (HPLC)
Servicio técnico
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biological source

synthetic (organic)

Quality Level

sterility

non-sterile

assay

≥65% (HPLC)

form

liquid

concentration

≥65%

technique(s)

activity assay: suitable

shipped in

ambient

storage temp.

−20°C

SMILES string

COC(=O)\C=C(/C)CC\C=C(/C)CC[C@H]1OC1(C)C

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

General description

Research Area: Cell Signaling

Juvenile hormone III (JH III) is the most prevalent juvenile hormone (JH) found in insects.

Application

Juvenile hormone III has been used to:
  • study the effect of juvenile hormone on mictic (sexual) female production of the rotifer Brachionus plicatilis Muller
  • study the effect of juvenile hormone on head GB19811 (putative Takeout/juvenile hormone binding protein) mRNA levels in adult honeybees
  • study the effect of juvenile hormone on gonadotropic and physiological functions in bumblebee Bombus terrestris

Biochem/physiol Actions

Controls the larval metamorphosis of insects, including the retention of juvenile characteristics.
JHBPs (JH-binding proteins) protect JH (juvenile hormone) from JH esterase- and epoxide hydrolase-mediated degradation. They also help in delivering JH to target tissues.Juvenile hormones(JHs) are a group of acyclic sesquiterpenoids, and in some insect lineages, the farnesol backbone of these compounds undergoes chemical modification to produce a homologous series of hormones. JH is essential for insect development and reproduction in every aspect. It plays a key role in metamorphosis and caste determination in social insects. It modulates behavior, polyphenism, larval and adult diapause, and ovarian development. The sesquiterpenoid backbone of juvenile hormone III (JH III) is biosynthesized through the classical mevalonate (MVA) pathway in cockroaches.


hcodes

Hazard Classifications

Aquatic Chronic 4

Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)



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Linquan Ge et al.
Frontiers in physiology, 11, 579233-579233 (2020-10-13)
The mirid bug, Cyrtorhinus lividipennis Reuter, is an important predator of rice planthoppers in Asia. In a previous study, C. lividipennis fed on gramineous weeds with brown planthopper (BPH) eggs had reduced development compared to those fed on rice with
Toyomi Kotaki et al.
Journal of insect physiology, 57(1), 147-152 (2010-10-26)
Juvenile hormone III skipped bisepoxide (JHSB(3)), methyl (2R,3S,10R)-2,3;10,11-bisepoxyfarnesoate was recently determined as a novel juvenile hormone (JH) in a stink bug, Plautia stali. To further confirm the biological function of JHSB(3) in this insect, its juvenilizing, reproduction-stimulating and diapause-terminating activities
José L Maestro et al.
Insect biochemistry and molecular biology, 40(9), 660-665 (2010-06-15)
Levels of juvenile hormone III (JH), FGLamide allatostatin peptides (ASTs), ASTs precursor (preproAST) mRNA and methyl farnesoate epoxidase (CYP15A1) mRNA were measured in embryos of the cockroach Blattella germanica. JH starts to rise just after dorsal closure, reaches maximal levels