| Hydroxyecdysone Basic information |
| Product Name: | Hydroxyecdysone |
| Synonyms: | BETA-ECDYSONE,2,3,14,20,22,25-HEXAHYDROXY-7-CHOLESTEN-6-ONE;7,(5B)-CHOLESTEN-2BETA, 3BETA, 14ALPHA, 20BETA, 22R, 25-HEXOL-6-ONE;2B,3B,14A,20,22[R],25-HEXAHYDROXY-7-CHOLESTEN-6-ONE;2b,3b,14a,20b,22,25-hexahydroxycholest-7-en-6-one;2BETA,3BETA,14ALPHA,20BETA,22,25-HEXAHYDROXY-7-CHOLESTEN-6-ONE;(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-TRIHYDROXY-10,13-DIMETHYL-17-((1R,2R)-1,2,5-TRIHYDROXY-1,5-DIMETHYL-HEXYL)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-6-ONE;20-HYDROXYECDYSON;POLYPODINE A |
| CAS: | 5289-74-7 |
| MF: | C27H44O7 |
| MW: | 480.64 |
| EINECS: | 811-097-1 |
| Product Categories: | Miscellaneous Natural Products;Steroids;Herb extract;sy;chemical reagent;Natural Plant Extract;Inhibitors;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract |
| Mol File: | 5289-74-7.mol |
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| Hydroxyecdysone Chemical Properties |
| Melting point | 242-244 °C |
| Boiling point | 498.63°C (rough estimate) |
| density | 1.0760 (rough estimate) |
| refractive index | 1.5800 (estimate) |
| storage temp. | Sealed in dry,Store in freezer, under -20°C |
| solubility | alcohol: soluble |
| form | powder |
| pka | 14.13±0.70(Predicted) |
| color | white |
| Merck | 13,3525 |
| BRN | 1917578 |
| InChIKey | NKDFYOWSKOHCCO-YPVLXUMRSA-N |
| SMILES | O[C@@]12CC[C@]([H])([C@](O)(C)[C@H](O)CCC(O)(C)C)[C@]1(CC[C@]1([H])[C@]3(C[C@H](O)[C@H](O)C[C@@]3([H])C(=O)C=C21)C)C |&1:1,4,6,9,17,20,22,24,26,29,r| |
| LogP | -0.270 (est) |
| CAS DataBase Reference | 5289-74-7(CAS DataBase Reference) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 22-24/25-36-26 |
| WGK Germany | 2 |
| RTECS | FZ8060000 |
| F | 10 |
| HS Code | 29372900 |
| Provider | Language |
|---|---|
| 20-Hydroxyecdysone | English |
| SigmaAldrich | English |
| Hydroxyecdysone Usage And Synthesis |
| Chemical Properties | White or off-white powder |
| Uses | 20-Hydroxyecdysone has been used: in Leibovitz′s dissecting medium for culturing sorting zone and neuropil-associated glia and antennal lobes of Manduca sextain Schneider′s medium to reproduce ex-vivo imaginal disc eversionas a supplement in Mcl8 medium for culturing Drosophila wing imaginal discs |
| Uses | insect molting hormone |
| Definition | ChEBI: An ecdysteroid that is ecdysone substituted by a hydroxy group at position 20. |
| Biochem/physiol Actions | 20-Hydroxyecdysone is an ecdysteroid hormone that plays a key role in insect development, cell proliferaton, growth and apoptosis by controlling gene expression involved in molting and metamorphosis. It acts through a heterodimeric receptor comprising the ecdysone receptor and the ultraspiracle proteins (USP). |
| Purification Methods | Crystallise -ecdyson from water, tetrahydrofuran/pet ether, MeOH and EtOAc after chromatographic purification. It has max (EtOH) at 240nm ( 12,670 M-1cm-1). [Also IR & NMR: Hüppi & Siddall J Am Chem Soc 89 6799 1967, Kametani et al. Tetrahedron Lett 21 4855 1980, Beilstein 8 IV 343.] |
| Hydroxyecdysone Preparation Products And Raw materials |
| Raw materials | turkesterone |