This product is tested for solubility in methanol at 20 mg/mL. However, historical data indicates that the material is soluble up to 49 mg/mL in methanol. For use in cell culture, similar rates are expected in ethanol. Stock solutions may be stored in aliquots at -20°C.
H5142
20-Hydroxyecdysone
≥93% (HPLC), ecdysteroid hormone, powder
Synonym(s):
β-Ecdysone, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one, Ecdysterone, Insect moulting hormone, Polypodine A
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About This Item
Empirical Formula (Hill Notation):
C27H44O7
CAS Number:
Molecular Weight:
480.63
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
1917578
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Product Name
20-Hydroxyecdysone, ≥93% (HPLC), powder
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
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 key
NKDFYOWSKOHCCO-YPVLXUMRSA-N
sterility
non-sterile
assay
≥93% (HPLC)
form
powder
color
white to off-white
solubility
alcohol: soluble
application(s)
agriculture
environmental
shipped in
ambient
storage temp.
−20°C
Quality Level
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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[1]
- in Schneider′s medium to reproduce ex-vivo imaginal disc eversion[2]
- as a supplement in Mcl8 medium for culturing Drosophila wing imaginal discs[3]
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).
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Reciprocal interactions between olfactory receptor axons and olfactory nerve glia cultured from the developing moth Manduca sexta
Tucker ES and Tolbert LP
Developmental Biology, 260(1), 9-30 (2003)
Towards long term cultivation of Drosophila wing imaginal discs in vitro
Handke B, et al.
PLoS ONE, 9(9), e107333-e107333 (2014)
Jia-Hsin Huang et al.
Biochimica et biophysica acta, 1830(1), 2178-2187 (2012-10-09)
Insect metamorphosis proceeds in two modes: hemimetaboly, gradual change along the life cycle; and holometaboly, abrupt change from larvae to adult mediated by a pupal stage. Both are regulated by 20-hydroxyecdysone (20E), which promotes molts, and juvenile hormone (JH), which
Ronald J Hill et al.
Annual review of entomology, 58, 251-271 (2012-10-18)
In 1974, Ashburner and colleagues postulated a model to explain the control of the puffing sequence on Drosophila polytene chromosomes initiated by the molting hormone 20-hydroxyecdysone. This model inspired a generation of molecular biologists to clone and characterize elements of
Suphawan Suang et al.
PloS one, 12(4), e0174919-e0174919 (2017-04-04)
In insects, juvenile hormone (JH) and 20-hydroxyecdysone (20E) regulate larval growth and molting. However, little is known about how this cooperative control is terminating larval diapause especially in the bamboo borer, Omphisa fuscidentalis. In both in vivo and in vitro
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Inquiry About 20-Hydroxyecdysone Preparation Dear company, I have been ordering 20-Hydroxyecdysone for use as a supplement in insect cell culture. Could you kindly share the preparation and dissolving procedure with me? Sincerely,
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