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Merck
CN

44656

Sigma-Aldrich

α-Ecdysone

≥99.0% (UV)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H44O6
CAS Number:
3604-87-3
Molecular Weight:
464.63
Beilstein:
2422986
EC Number:
222-760-4
MDL number:
MFCD00042683
UNSPSC Code:
12352200
PubChem Substance ID:
329756531

Key Documents

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Assay

≥99.0% (UV)

application(s)

agriculture
environmental

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

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General description

Prothoracic hormone (causes moulting in insects)

Other Notes

Prothorakal gland hormone

Regulatory Information

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E.D. Morgan et al.
Comp. Biochem. Biophys., 578, 99-99 (1977)
Patricia Widmayer et al.
Frontiers in physiology, 11, 32-32 (2020-03-03)
Cells expressing bitter taste receptors (T2Rs or Tas2rs) in extraoral tissues are considered to be chemosensory cells mediating protective responses to potentially harmful or even antiinflammatory or antimicrobial compounds. In a previous study the activity of the Tas2R143/Tas2R135/Tas2r126 cluster promoter
Morten E Moeller et al.
Development (Cambridge, England), 140(23), 4730-4739 (2013-11-01)
Steroid hormones trigger the onset of sexual maturation in animals by initiating genetic response programs that are determined by steroid pulse frequency, amplitude and duration. Although steroid pulses coordinate growth and timing of maturation during development, the mechanisms generating these
Qiuxiang Ou et al.
Current topics in developmental biology, 103, 35-71 (2013-01-26)
Insect metamorphosis is one of the most fascinating biological processes in the animal kingdom. The dramatic transition from an immature juvenile to a reproductive adult is under the control of the steroid hormone ecdysone, also known as the insect molting
Ladan Sarraf-Zadeh et al.
Developmental biology, 381(1), 97-106 (2013-06-19)
In Drosophila, growth takes place during the larval stages until the formation of the pupa. Starvation delays pupariation to allow prolonged feeding, ensuring that the animal reaches an appropriate size to form a fertile adult. Pupariation is induced by a
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