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
• Empirical Formula (Hill Notation): C₁₆H₂₆O₃
• CAS Number: 24198-95-6
• Molecular Weight: 266.38
• UNSPSC Code: 51111800
• NACRES: NA.32
• PubChem Substance ID: 24896191
• EC Number: 246-072-9
• Beilstein/REAXYS Number: 1316317
• MDL number: MFCD00135990
• Biological source: synthetic (organic)
• Form: liquid
• Assay: ≥65% (HPLC)

Properties

• biological source: synthetic (organic)
• Quality Segment: 200
• 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

Description

General description

Research Area: Cell Signaling

Juvenile hormone III (JH III) is the most prevalent juvenile hormone (JH) found in insects.[1]

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[2]
• study the effect of juvenile hormone on head GB19811 (putative Takeout/juvenile hormone binding protein) mRNA levels in adult honeybees[3]
• study the effect of juvenile hormone on gonadotropic and physiological functions in bumblebee Bombus terrestris[4]

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.[5]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.[1] The sesquiterpenoid backbone of juvenile hormone III (JH III) is biosynthesized through the classical mevalonate (MVA) pathway in cockroaches.[6]

Safety Information

• hcodes: H413
• 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)