E9004

α-Ecdysone

≥90%

• Synonym(s): 2β,3β,14α,22(R),25-Pentahydroxy-7-cholesten-6-one
• Empirical Formula (Hill Notation): C₂₇H₄₄O₆
• CAS Number: 3604-87-3
• Molecular Weight: 464.63
• Beilstein/REAXYS Number: 2422986
• EC Number: 222-760-4
• MDL number: MFCD00042683
• UNSPSC Code: 51111800
• PubChem Substance ID: 24894686
• NACRES: NA.77

Properties

• sterility: non-sterile
• assay: ≥90%
• form: powder
• solubility: methanol: 20 mg/mL, clear, colorless to faintly yellow
• 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@H](C)[C@H](O)CCC(C)(C)O
• InChI: 1S/C27H44O6/c1-15(20(28)8-9-24(2,3)32)16-7-11-27(33)18-12-21(29)19-13-22(30)23(31)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19-20,22-23,28,30-33H,6-11,13-14H2,1-5H3/t15-,16+,17-,19-,20+,22+,23-,25+,26+,27+/m0/s1
• InChI key: UPEZCKBFRMILAV-JMZLNJERSA-N

Description

General description

α-Ecdysone is a phytoecdysteroid, synthesized from cholesterol, and one of the major insect molting hormones. Ecdysone is secreted by the ecdysial glands present in insects.

Application

α-Ecdysone has been used:

• to study its effects on Drosophila melanogaster′s sexual maturation
• to study its effects on specification of neurons in Drosphila male-specific neurite
• as a standard to evaluate the ecdysteroid levels by liquid chromatography-mass spectrometry (LC-MS/MS)

Biochem/physiol Actions

Ecdysone exerts its effects via the ecdysone receptor and regulates larval molting, reproduction, and metamorphosis in insects.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)