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Ecdysone

Product Name
Ecdysone
CAS No.
3604-87-3
Chemical Name
Ecdysone
Synonyms
ECDYSONE;A-ECDYSONE;Ecdyterone;α-Ecdysone;ALPHA-ECDYSON;ALPHA-ECYSONE;ALPHA-ECDYSONE;ECDYSONE, ALPHA-;ALPHA-ECDYSTERONE;Ecdysone USP/EP/BP
CBNumber
CB8113524
Molecular Formula
C27H44O6
Formula Weight
464.63
MOL File
3604-87-3.mol
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Ecdysone Property

Melting point:
242°C
alpha 
20578 +62°
Boiling point:
488.1°C (rough estimate)
Density 
1.0493 (rough estimate)
refractive index 
1.4482 (estimate)
storage temp. 
2-8°C
solubility 
Methanol (Very Slightly, Heated)
pka
14.07±0.70(Predicted)
form 
Solid
color 
White to Off-White
Merck 
13,3525
BRN 
2422986
InChIKey
UPEZCKBFRMILAV-JMZLNJERSA-N
SMILES
[C@H]1(C[C@@]2([C@](C)(C[C@@H]1O)[C@]1([H])C([C@]3([C@@](CC1)(C)[C@@H]([C@H](C)[C@@H](CCC(C)(C)O)O)CC3)O)=CC2=O)[H])O
LogP
0.870 (est)
CAS DataBase Reference
3604-87-3(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
FZ8170000
F 
10
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E9004
Product name
α-Ecdysone
Purity
≥90%
Packaging
1mg
Price
$189
Updated
2024/03/01
Sigma-Aldrich
Product number
E9004
Product name
α-Ecdysone
Purity
≥90%
Packaging
5mg
Price
$346.8
Updated
2024/03/01
Cayman Chemical
Product number
11711
Product name
α-Ecdysone
Purity
≥95%
Packaging
1mg
Price
$53
Updated
2024/03/01
Cayman Chemical
Product number
11711
Product name
α-Ecdysone
Purity
≥95%
Packaging
5mg
Price
$177
Updated
2024/03/01
Sigma-Aldrich
Product number
E9004
Product name
α-Ecdysone
Purity
≥90%
Packaging
10mg
Price
$992
Updated
2024/03/01
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Ecdysone Chemical Properties,Usage,Production

Description

?Ecdysterone, also known as ecdysone or β-ecdysone, is a hormone that regulates the growth and development of insects. In 1954, Butenandt et al. isolated 250mg of the initial insect metamorphic active substance, ecdysone, from 500kg of silkworm pupae. Since then, various similar substances have been isolated from many plants. It has been found that ecdysteroids are not only more abundant in the plant kingdom compared to the animal kingdom, but also widely distributed and abundant in resources. Examples of ferns that contain ecdysteroids include Chinese cornbind, Sichuan cornbind, mulberry leaves, Dectenium heterocarpon, water plantain, Ginkgo biloba, yew, Thelypteris palustris, and Cyrtomium falcatum, among others.

Uses

α-Ecdysone is a steroidal prohormone.

Definition

ChEBI: 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.

target

Sodium Channel | ATPase | Potassium Channel | Autophagy

Metabolic pathway

When white mice are administered 3H-ecdyson, (2b,3b,14a,22(R),25-pentahydroxy-5b-cholest-7-ene-6- one) by injection intraperitoneally, ecdysone is metabolized via hydroxylation at C14, followed by reduction of ring B into the 6a-hydroxy derivative and epimerization at C3.

storage

+4°C

Purification Methods

Recrystallise -ecdyson from tetrahydrofuran/pet ether and from H2O as a hydrate. It has been purified by chromatogaphy on Al2O3 and elution with EtOAc/MeOH. It has max at 242nm ( 12,400). Its acetate has m 214-216o from EtOAc/pet ether, and the 2,4-dinitrophenylhydrazone has m 170-175o(dec) from EtOAc. [Karlson & Hoffmeister Justus Liebigs Ann Chem 662 1 1963, Karlson Pure Appl Chem 14 75 1967, Beilstein 8 IV 3613.]

Ecdysone Preparation Products And Raw materials

Raw materials

Preparation Products

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Ecdysone Suppliers

China 123 Europe 2 France 1 Germany 2 India 1 Switzerland 2 United Kingdom 9 United States 28 Global 168
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View Lastest Price from Ecdysone manufacturers

Wuhan Haorong Biotechnology Co.,Ltd
Product
Ecdysone 3604-87-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000
Release date
2023-07-27
Wuhan Haorong Biotechnology Co.,Ltd
Product
Ecdysone 3604-87-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000
Release date
2023-07-27
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Ecdysone 3604-87-3
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-11-17

3604-87-3, EcdysoneRelated Search:

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  • 2,3,14,22,25-pentahydroxy-,(2-beta,3-beta,5-beta,22r)-cholest-7-en-6-on
  • 2-beta,3-beta,14,22,25-pentahydroxy-,(20s,22r)-5-beta-cholest-7-en-6-on
  • ECDYSONE
  • ECDYSONE, ALPHA-
  • ALPHA-ECDYSON
  • ALPHA-ECDYSONE
  • ALPHA-ECDYSTERONE
  • 7,(5-ALPHA)-CHOLESTEN-2-BETA, 3-BETA, 14-ALPHA, 22R, 25-PENTOL-6-ONE
  • 2BETA,3BETA,14ALPHA,22[R],25-PENTAHYDROXY-7-CHOLESTEN-6-ONE
  • (2beta,3beta,5beta,22R)-2,3,14,22,25-pentahydroxycholest-7-en-6-one
  • Ecdysterone(CyanotisArachnoiseaPe)60%ByHplc
  • 2β,3β,14α,22(r),25-pentahydroxy-7-cholesten-6-one
  • ALPHA-ECYSONE
  • β-Ecdysone[20-Hydroxyecdysone]
  • -ECDYSONE 98.0% BY HPLC
  • A-ECDYSONE
  • (2b,3b,5b,22R)-2,3,14,22,25-Pentahydroxycholest-7-en-6-one
  • (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(1S,2R)-2,5-dihydroxy-1,5-dimethyl-hexyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
  • (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methyl-heptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
  • (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
  • Gynostemma Gypenosides
  • (2S,3R,5R,9R,10R,13R,14S,17R)-17-((2S,3R)-3,6-dihydroxy-6-Methylheptan-2-yl)-2,3,14-trihydroxy-10,13-diMethyl-2,3,4,5,9,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6(10H)-one
  • Ecdyterone
  • Cholest-7-en-6-one,2,3,14,22,25-pentahydroxy-, (2b,3b,5b,22R)-
  • Ecdysone 60% HPLC (90%)UV
  • Cholest-7-en-6-one, 2,3,14,22,25-pentahydroxy-, (2β,3β,5β,22R)-
  • α-Ecdysone
  • Ecdysone USP/EP/BP
  • α-Ecdysone ( >90%)
  • 7, (5a)-CHOLESTEN-2, 3, 14a, 22R, 25-PENTOL-6-ONE
  • 7, (5β)-CHOLESTEN-2β, 3β, 14α, 22R, 25-PENTOL-6-ONE
  • 3604-87-3
  • Pesticides
  • Pesticides & Metabolites
  • Growth regulators
  • Insecticides
  • Environmental Standards
  • Chromatography
  • Analytical Standards
  • Analytical Chromatography Product Catalog
  • Natural Plant Extract
  • Steroids