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E9004

α-Ecdysone

≥90%, Insect molting hormone, powder

Synonym(s):

2β,3β,14α,22(R),25-Pentahydroxy-7-cholesten-6-one

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1 mg
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RM 886.00
5 mg
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RM 2,736.00
10 mg
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RM 4,700.00

About This Item

Empirical Formula (Hill Notation):
C27H44O6
CAS Number:
3604-87-3
Molecular Weight:
464.63
NACRES:
NA.77
PubChem Substance ID:
24894686
UNSPSC Code:
51111800
EC Number:
222-760-4
MDL number:
MFCD00042683
Beilstein/REAXYS Number:
2422986
Assay:
≥90%
Form:
powder

RM 886.00

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Product Name

α-Ecdysone, ≥90%

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

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.

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This Item
PHL89651SML0541P3490
α-Ecdysone ≥90%

Sigma-Aldrich

E9004

α-Ecdysone

β-Ecdysone phyproof® Reference Substance

PHL89651

β-Ecdysone

7α,25-Dihydroxycholesterol ≥98% (HPLC)

Sigma-Aldrich

SML0541

7α,25-Dihydroxycholesterol

Ponasterone A ≥65%

Sigma-Aldrich

P3490

Ponasterone A

form

powder

form

-

form

powder

form

powder

assay

≥90%

assay

≥90.0% (HPLC)

assay

≥98% (HPLC)

assay

-

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

200

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

methanol: 20 mg/mL, clear, colorless to faintly yellow

solubility

-

solubility

DMSO: 5 mg/mL (clear solution)

solubility

ethanol: soluble

shipped in

ambient

shipped in

-

shipped in

-

shipped in

ambient

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9691
BCBW4130
BCCK7684
BCCC8948
BCBV6339

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Cecilia Stahl Vieira et al.
Developmental and comparative immunology, 114, 103864-103864 (2020-09-13)
Rhodnius prolixus is an insect vector of two flagellate parasites, Trypanosoma rangeli and Trypanosoma cruzi, the latter being the causative agent of Chagas disease in Latin America. The R. prolixus neuroendocrine system regulates the synthesis of the steroid hormone ecdysone
W Robert Shaw et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(16), 5854-5859 (2014-04-09)
Anopheles gambiae mosquitoes are major African vectors of malaria, a disease that kills more than 600,000 people every year. Given the spread of insecticide resistance in natural mosquito populations, alternative vector control strategies aimed at reducing the reproductive success of
Hiroyuki Shirai et al.
PloS one, 7(11), e49348-e49348 (2012-11-21)
Three distinct classes of nuclear receptors, EcR, E75, and HR3, are key regulators in the ecdysone-inducible gene activation cascade in insects. The transcription of these genes is induced by ecdysone (20E) differently, although the detailed mechanisms underlying their responses to
View All Related Papers

Global Trade Item Number

SKUGTIN
E9004-10MG04061832850085
E9004-5MG04061833608906
E9004-1MG04061826236550

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