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
Beilstein:
1316317
EC Number:
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.32
biological source:
synthetic (organic)
form:
liquid
Recommended Products
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
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General description
Research Area: Cell Signaling
Juvenile hormone III (JH III) is the most prevalent juvenile hormone (JH) found in insects.
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.
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Hazard Statements
Hazard Classifications
Aquatic Chronic 4
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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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
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
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
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
J C Bede et al.
Plant physiology, 127(2), 584-593 (2001-10-13)
In most insect species, juvenile hormones regulate critical physiological processes such as metamorphosis and reproduction. In insects, these sesquiterpenoids are synthesized by retrocerebral endocrine organs, the corpora allata, via the classical mevalonate (MVA) pathway. One of these compounds, juvenile hormone
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