Ecdysone
From Wikipedia, the free encyclopedia
| Ecdysone | |
|---|---|
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| IUPAC name | (2S,3R,5R,9R,10R,13R,14S,17R)-17- [(2S,3R)-3,6-dihydroxy-6-methylheptan- 2-yl]-2,3,14-trihydroxy-10,13-dimethyl- 2,3,4,5,9,11,12,15,16,17-decahydro- 1H-cyclopenta[a]phenanthren-6-one |
| Identifiers | |
| CAS number | [3604-87-3] |
| PubChem | |
| SMILES | C[C@@H]([C@H]1CC[C@@]2([C@@]1 (CC[C@H]3C2=CC(=O)[C@H]4[C@@]3 (C[C@@H]([C@@H](C4)O)O)C)C)O) [C@@H](CCC(C)(C)O)O |
| Properties | |
| Molecular formula | C27H44O6 |
| Molar mass | 464.63 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Ecdysone is a steroidal prohormone of the major insect moulting hormone 20-hydroxyecdysone, which is secreted from the prothoracic glands. Insect moulting hormones (ecdysone and its homologues) are generally called ecdysteroids. Ecdysteroids act as moulting hormones of arthropods but also occur in other related phylums where they can play different role. In Drosophila melanogaster ecdysone concentration increase induces the expression of genes coding for proteins that the larva requires, and it cause chromosome puffs (sites of high expression) to form. Ecdysteroids also appear in many plants mostly as a protection agents (toxins or antifeedants) against herbivorous insects. These phytoecdysteroids have medicinal value[citation needed] and are part of herbal adaptogenic remedies like Cordyceps. A pesticide sold with the name MIMIC has ecdysteroid activity, although its chemical structure has little resemblance to the ecdysteroids.
[edit] See also
[edit] External links
- Ecdybase, The Ecdysone Handbook - a free online ecdysteroids database
