H5142

20-Hydroxyecdysone

≥93% (HPLC), powder

• Synonym(s): β-Ecdysone, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one, Ecdysterone, Insect moulting hormone, Polypodine A
• Empirical Formula (Hill Notation): C₂₇H₄₄O₇
• CAS Number: 5289-74-7
• Molecular Weight: 480.63
• Beilstein/REAXYS Number: 1917578
• MDL number: MFCD00036740
• UNSPSC Code: 12352200
• PubChem Substance ID: 24895674
• NACRES: NA.77

Properties

• sterility: non-sterile
• Quality Level: 100
• assay: ≥93% (HPLC)
• form: powder
• color: white to off-white
• solubility: alcohol: soluble
• application(s): agriculture; environmental
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: [H][C@]12CC[C@]3(C)[C@H](CC[C@@]3(O)C1=CC(=O)[C@]4([H])C[C@@H](O)[C@@H](O)C[C@]24C)[C@@](C)(O)[C@H](O)CCC(C)(C)O
• InChI: 1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
• InChI key: NKDFYOWSKOHCCO-YPVLXUMRSA-N

Description

Application

20-Hydroxyecdysone has been used:

• in Leibovitz′s dissecting medium for culturing sorting zone and neuropil-associated glia and antennal lobes of Manduca sexta
• in Schneider′s medium to reproduce ex-vivo imaginal disc eversion
• as a supplement in Mcl8 medium for culturing Drosophila wing imaginal discs

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).

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)