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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)
InChI key
QVJMXSGZTCGLHZ-ZPLWXOMKSA-N
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+
SMILES string
COC(=O)\C=C(/C)CC\C=C(/C)CC[C@H]1OC1(C)C
biological source
synthetic (organic)
sterility
non-sterile
assay
≥65% (HPLC)
form
liquid
concentration
≥65%
technique(s)
activity assay: suitable
shipped in
ambient
storage temp.
−20°C
Quality Level
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.
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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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
Cheolho Sim et al.
Insect molecular biology, 22(1), 1-11 (2012-11-06)
Juvenile hormone (JH) controls diverse physiological and developmental events including diapause and nutrient metabolism. The focal point of endocrine regulation in adult reproductive diapause is initiated by a halt of JH synthesis. In diapausing females of the mosquito Culex pipiens
Shuang Guo et al.
PLoS genetics, 17(2), e1009352-e1009352 (2021-02-03)
Diapause, a programmed developmental arrest primarily induced by seasonal environmental changes, is very common in the animal kingdom, and found in vertebrates and invertebrates alike. Diapause provides an adaptive advantage to animals, as it increases the odds of surviving adverse
Tzachi Hagai et al.
Insect biochemistry and molecular biology, 37(7), 689-701 (2007-06-07)
We identified and characterized eight genes encoding putative Takeout/juvenile hormone binding proteins (To/JHBP) in the honeybee genome. Phylogenetic analyses revealed nine distinct lineages within this gene family, including those containing Takeout (To) and JHBP for which there are no honeybee
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