ChemicalBook > CAS DataBase List > Hydroxyecdysone

Hydroxyecdysone

Product Name
Hydroxyecdysone
CAS No.
5289-74-7
Chemical Name
Hydroxyecdysone
Synonyms
ECDYSTERONE;20-HYDROXYECDYSONE;β-Ecdysterone;BETA-ECDYSTERONE;crustecdysone;ecdysteron;BETA-ECDYSONE;β-Ecdysone;B-ECDYSONE;the-7
CBNumber
CB1692996
Molecular Formula
C27H44O7
Formula Weight
480.64
MOL File
5289-74-7.mol
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Hydroxyecdysone Property

Melting point:
242-244 °C
Boiling point:
498.63°C (rough estimate)
Density 
1.0760 (rough estimate)
refractive index 
1.5800 (estimate)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
alcohol: soluble
form 
powder
pka
14.13±0.70(Predicted)
color 
white
Merck 
13,3525
BRN 
1917578
InChI
InChI=1/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/s3
InChIKey
NKDFYOWSKOHCCO-YPVLXUMRSA-N
SMILES
O[C@@]12CC[C@]([H])([C@](O)(C)[C@H](O)CCC(O)(C)C)[C@]1(CC[C@]1([H])[C@]3(C[C@H](O)[C@H](O)C[C@@]3([H])C(=O)C=C21)C)C |&1:1,4,6,9,17,20,22,24,26,29,r|
LogP
-0.270 (est)
CAS DataBase Reference
5289-74-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
2
RTECS 
FZ8060000
F 
10
HS Code 
29372900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H5142
Product name
20-Hydroxyecdysone
Purity
≥93% (HPLC), powder
Packaging
5mg
Price
$196
Updated
2024/03/01
Sigma-Aldrich
Product number
H5142
Product name
20-Hydroxyecdysone
Purity
≥93% (HPLC), powder
Packaging
10mg
Price
$357
Updated
2024/03/01
Alfa Aesar
Product number
J63091
Product name
Ecdysterone
Packaging
10mg
Price
$213.65
Updated
2024/03/01
Alfa Aesar
Product number
J63091
Product name
Ecdysterone
Packaging
50mg
Price
$768.65
Updated
2024/03/01
Cayman Chemical
Product number
16145
Product name
20-hydroxy Ecdysone
Purity
≥98%
Packaging
5mg
Price
$49
Updated
2024/03/01
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Hydroxyecdysone Chemical Properties,Usage,Production

Chemical Properties

White or off-white powder, odorless, hygroscopic, the color gradually becomes darker when exposed to light. Soluble in ethanol, slightly soluble in acetone, slightly soluble in hot water, ethyl acetate, chloroform, almost insoluble in ether, derived from Leulu, Achyranthes bidentata, Cyanotis, arachnoidea, Pfaffia glomerata.

Uses

20-Hydroxyecdysone has been used:
in Leibovitz′s dissecting medium for culturing sorting zone and neuropil-associated glia and antennal lobes of Manduca sexta
in Schneider′s medium to reproduce ex-vivo imaginal disc eversion
as a supplement in Mcl8 medium for culturing Drosophila wing imaginal discs
as an insect molting hormone

Definition

ChEBI: 20-hydroxyecdysone is an ecdysteroid that is ecdysone substituted by a hydroxy group at position 20. It has a role as a plant metabolite and an animal metabolite. It is a 20-hydroxy steroid, an ecdysteroid, a 14alpha-hydroxy steroid, a 3beta-sterol, a 2beta-hydroxy steroid, a 22-hydroxy steroid, a 25-hydroxy steroid and a phytoecdysteroid. It is functionally related to an ecdysone.

Biochem/physiol Actions

20-Hydroxyecdysone is an ecdysteroid hormone that plays a key role in insect development, cell proliferaton, growth and apoptosis by controlling gene expression involved in molting and metamorphosis. It acts through a heterodimeric receptor comprising the ecdysone receptor and the ultraspiracle proteins (USP).

storage

+4°C

Purification Methods

Crystallise -ecdyson from water, tetrahydrofuran/pet ether, MeOH and EtOAc after chromatographic purification. It has max (EtOH) at 240nm ( 12,670 M-1cm-1). [Also IR & NMR: Hüppi & Siddall J Am Chem Soc 89 6799 1967, Kametani et al. Tetrahedron Lett 21 4855 1980, Beilstein 8 IV 343.]

Hydroxyecdysone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Hydroxyecdysone manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ecdysone / Ecdysterone 5289-74-7
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-23
Hebei Mujin Biotechnology Co.,Ltd
Product
Hydroxyecdysone 5289-74-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-30
Hovane Phytochemicals Co., Ltd
Product
20-Hydroxyecdysone 5289-74-7
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
98%HPLC
Supply Ability
1 ton
Release date
2024-11-07

5289-74-7, HydroxyecdysoneRelated Search:

β-Ecdysone[20-Hydroxyecdysone] 4'-Hydroxyacetophenone Dehydroepiandrosterone 2'-Hydroxyacetophenone 1-Decen-3-ol 3,7-DIMETHYL-1-OCTEN-3-OL 4-Methyl-3-decen-5-ol 2-Methyl-3-buten-2-ol turkesterone 1-N-PROPYLCYCLOPENTANOL 5-METHYL-2-HEPTEN-4-ONE 2-METHYL-1-PENTEN-3-OL TRANS-2-METHYLCYCLOPENTANOL (S)-1,2-DECANEDIOL 4-METHYL-4-HEPTEN-3-OL (S)-1,2-OCTANEDIOL Ponesterone A Hydroxyecdysone Ecdysterone

  • BETA-ECDYSONE
  • BETA-ECDYSONE,2,3,14,20,22,25-HEXAHYDROXY-7-CHOLESTEN-6-ONE
  • BETA-ECDYSTERONE
  • 7,(5B)-CHOLESTEN-2BETA, 3BETA, 14ALPHA, 20BETA, 22R, 25-HEXOL-6-ONE
  • 2B,3B,14A,20,22[R],25-HEXAHYDROXY-7-CHOLESTEN-6-ONE
  • 2b,3b,14a,20b,22,25-hexahydroxycholest-7-en-6-one
  • 2BETA,3BETA,14ALPHA,20BETA,22,25-HEXAHYDROXY-7-CHOLESTEN-6-ONE
  • (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-TRIHYDROXY-10,13-DIMETHYL-17-((1R,2R)-1,2,5-TRIHYDROXY-1,5-DIMETHYL-HEXYL)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-6-ONE
  • 20-HYDROXYECDYSON
  • 20-HYDROXYECDYSONE
  • POLYPODINE A
  • 2,3,14,20,22,25-hexahydroxy-,(2-beta,3-beta,5-beta,22r)-cholest-7-en-6-on
  • 2-beta,3-beta,14,20,22,25-hexahydroxy-5-beta-cholet-7-en-6-one
  • 3-beta,14,20,22,25-hexahydroxy-2-bet(22r)-5-beta-cholest-7-en-6-on
  • commisterone
  • crustecdyson
  • SS-ECDYSONE,2,3,14,20,22,25-HEXAHYDROXY-7-CHOLESTEN-6-ONE
  • 20-HYDROXYECDYSONE (B-ECDYSTERONE)
  • β-Ecdysone, Ecdysterone, Insect moulting hormone, Polypodine A, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one
  • Beta Ecdysterone 95% UV, with 70% 20-hydroxyecdysterone
  • Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2b,3b,5b,22R)-
  • Polypodin A
  • Viticosterone
  • 20-beta-ecdysterone
  • 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one
  • β-Ecdysone, Ecdysterone, Insect moulting hormone
  • ECDYSONE, BETA-(RG)(PLEASE CALL)
  • Edysterone
  • Ecdysten
  • 20-Hydroxyecdysone, 98%, from Arachnoides C. B. Clarke
  • 20-Hydroxyecdysone,β-Ecdysone, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one, Ecdysterone, Insect moulting hormone, Polypodine A
  • ECDYSONE, B-(P)
  • 20-Hydroxyedysone
  • (2β,3β,5β,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one
  • (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-diMethyl-17-((2R,3R)-2,3,6-trihydroxy-6-Methylheptan-2-yl)-2,3,4,5,9,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6(10H)-one
  • 20-Hydroxyecdysone, froM Arachnoides C. B. Clarke
  • B-ecdysone,Commisterone
  • (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,10,11,12,13,15,16,17-dodecahydro-9H-cyclopenta[a]phenanthren-6(14H)-one
  • 2β,3β,14α,20β,22,25-Hexahydroxycholest-7-en-6-one
  • 20-Hydroxyecdysone, >=95%
  • hydroxyecdysone
  • HYDROXYECDYSONE, 20-
  • INSECT MOULTING HORMONE
  • ECDYSONE, BETA-
  • ECDYSTERONE
  • B-ECDYSONE
  • BETA-ECDYSON
  • Hydroxyecdysterone
  • professional manufacturer Ecdysterone 5289-74-7
  • Cyanotis Arachnoidea Extract (Ecdysone、Beta-ecdysterone)
  • crustecdysone
  • ecdysteron
  • isoinokosterone
  • the-7
  • BETA-ECDYSONE, 99% HPLC
  • BETA-ECDYSONE, 90% UV
  • BETA-ECDYSONE, 95+%
  • β-ECDYSONE,2,3,14,20,22,25-HEXAHYDROXY-7-CHOLESTEN-6-ONE