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Merck

J2000

Juvenile hormone III

≥65%, liquid, non-sterile

Synonym(s):

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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About This Item

Empirical Formula (Hill Notation):
C16H26O3
CAS Number:
Molecular Weight:
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)
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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

Storage Class

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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Takaaki Daimon et al.
PLoS genetics, 8(3), e1002486-e1002486 (2012-03-14)
Insect molting and metamorphosis are intricately governed by two hormones, ecdysteroids and juvenile hormones (JHs). JHs prevent precocious metamorphosis and allow the larva to undergo multiple rounds of molting until it attains the proper size for metamorphosis. In the silkworm
A Ishikawa et al.
Insect molecular biology, 21(1), 49-60 (2011-10-13)
Most aphids show reproductive polyphenism, i.e. they alternate their reproductive modes from parthenogenesis to sexual reproduction in response to short photoperiods. Although juvenile hormone (JH) has been considered a likely candidate for regulating the transition from asexual to sexual reproduction
Jesus Lozano et al.
Scientific reports, 1, 163-163 (2012-02-23)
Insect metamorphosis is regulated by ecdysteroids, which induce molts, and juvenile hormone (JH), which inhibits metamorphic changes. The molecular action of ecdysteroids has been thoroughly studied, but that of JH is poorly understood, with data currently only being available for



Global Trade Item Number

SKUGTIN
J2000-10MG04061833866221
J2000-50MG04061833271865