| Description | Juvabione is the methyl ester of todomatuic acid, both of which are sesquiterpenes (C15) found in the wood of true firs of the genus Abies. They exist as part of a mixture of sesquiterpenes based on the bisabolane scaffold. Sesquiterpenes of this family, known as insect juvenile hormone analogues (IJHA) can mimic juvenile activity in order to inihibit insect reproduction and growth. These compounds can form the second line of defense against insect induced trauma and fungal pathogens. |
| molecular weight | 308.462 |
| Molecular formula | C19H32O3 |
| CAS | 17904-23-3 |
| Storage | Powder: -20°C for 3 years | In solvent: -80°C for 1 year |
| References | 1. Awasthi P, Sharma P. In silico screening of the juvabione category of juvenile hormone analogues with juvenile hormone binding protein of Galleria mellonella--a docking study. SAR QSAR Environ Res. 2012 Oct;23(7-8):607-25. doi: 10.1080/1062936X.2012.665384. Epub 2012 Jul 17. PubMed PMID: 22799597. 2. Jedlicka P, Hrdý I, Kuldová J, Wimmer Z. The systemic effects of juvenoids on the red firebug Pyrrhocoris apterus and on the pea aphid Acyrthosiphon pisum with data on life table response. Pest Manag Sci. 2007 Oct;63(10):1026-35. PubMed PMID: 17724791. 3. Itagaki N, Iwabuchi Y. Enantio- and diastereo-controlled synthesis of (+)-juvabione employing organocatalytic desymmetrization and photoinduced fragmentation. Chem Commun (Camb). 2007 Mar 12;(11):1175-6. Epub 2007 Jan 9. PubMed PMID: 17347730. 4. Pearson AJ, Paramahamsan H, Dudones JD. Vicinal stereocontrol during nucleophilic addition to arene chromium tricarbonyl complexes: formal synthesis of (+/-)-erythro Juvabione. Org Lett. 2004 Jun 24;6(13):2121-4. PubMed PMID: 15200300. |