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α-Ecdysone

α-Ecdysone structure

CAS No:
3604-87-3
Formula:
C27H44O6
Chemical Name:
α-Ecdysone
Synonyms:
Cholest-7-en-6-one,2,3,14,22,25-pentahydroxy-,(2β,3β,5β,22R)-;5β-Cholest-7-en-6-one,2β,3β,14,22,25-pentahydroxy-,(20S,22R)-;(2β,3β,5β,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-one;Ecdysone;α-Ecdysone;5605-38-9;11006-04-5
Categories:
Biochemical Engineering > Biosynthetic Natural Products

Description

Ecdysone (α-Ecdysone), a major steroid hormone in insects and herbs, triggers mineralocorticoid receptor (MR) activation and induces cellular apoptosis. Ecdysone plays essential roles in coordinating developmental transitions and homeostatic sleep regulation through its active metabolite 20-hydroxyecdysone (Crustecdysone; 20E; HY-N6979)[1][2].

Ecdysone is a 6-oxo steroid that is 5beta-cholest-7-en-6-one substituted by hydroxy groups at positions 2, 3, 14, 22 and 25 respectively (the 2beta, 3beta, 22R stereoisomer). It is a steroid prohormone of the major insect moulting hormone 20-hydroxyecdysone. It has a role as a prohormone. It is a 2beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 22-hydroxy steroid, a 25-hydroxy steroid, a 6-oxo steroid, a 3beta-sterol and an ecdysteroid. It derives from a hydride of a 5beta-cholestane.|A steroid hormone that regulates the processes of MOLTING or ecdysis in insects.

α-Ecdysone Basic Attributes

Molecular Weight：

464.63

Exact Mass：

464.63

EC Number：

222-760-4

UNII：

RH692X7B7B

DSSTox ID：

DTXSID2020553

HScode：

2937290090

Characteristics

PSA：

118

XLogP3：

2.73910

Appearance：

powder

Density：

1.22g/cm3

Melting Point：

242 °C @ Solvent: Water, Tetrahydrofuran, Ligroine

Boiling Point：

632ºC at 760mmHg

Flash Point：

350ºC

Refractive Index：

1.582

Storage Conditions：

2-8°C

Specific rotation：

20578 +62°

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

22-24/25

RTECS Number：

FZ8170000

Drug Information

MeSH Entry Terms：

Ecdysone

α-Ecdysone Use and Manufacturing

Uses

Can promote cell growth, stimulate dermal cell division, and also promote protein synthesis

Use Classification：

Lipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]

Computed Properties

Molecular Weight:464.6
XLogP3:1.7
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:464.31378912
Monoisotopic Mass:464.31378912
Topological Polar Surface Area:118
Heavy Atom Count:33
Complexity:821
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of α-Ecdysone

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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α-Ecdysone

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