All Photos(1)
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
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
Recommended Products
biological source
synthetic (organic)
Quality Level
sterility
non-sterile
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
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.
Controls the larval metamorphosis of insects, including the retention of juvenile characteristics.
inhibitor
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Hazard Statements
Hazard Classifications
Aquatic Chronic 4
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
监管及禁止进口产品
Certificates of Analysis (COA)
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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
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
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
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
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
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