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
optical activity: +5820 (c 0.1, ethanol)
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

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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

Hebei Mojin Biotechnology Co., Ltd

Product: Ecdysone 3604-87-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2024-10-11

3604-87-3, EcdysoneRelated Search:

2-Hydroxyphenylacetic acid Hydroxy silicone oil Hydroxyapatite Methylparaben 4-Hydroxybenzaldehyde 4-Hydroxybenzoic acid Diethylstilbestrol Glycolic acid 3,5-Dimethyl-2-cyclohexen-1-one Camptothecin Series--10-hydroxycamptothecin Hydroxyecdysone (R)-(-)-1-OCTEN-3-OL, 99 Glycolonitrile 1,2-TETRADECANEDIOL Celery ketone turkesterone 1-(N-PENTYL)CYCLOPENTANOL Ecdysone

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

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