31575-91-4

Usage

Uses

Used in Pharmaceutical Applications:
2-Deoxyecdysone is used as a muscle growth promoter for its potential to enhance muscle development and improve physical performance in mammals. This application is particularly relevant in the context of conditions that involve muscle wasting or weakness.
Used in Anti-Inflammatory Applications:
Given its potential anti-inflammatory properties, 2-deoxyecdysone is utilized as an anti-inflammatory agent, which may be beneficial in treating conditions characterized by inflammation.
Used in Anti-Cancer Applications:
2-Deoxyecdysone is being explored as an anti-cancer agent, with studies indicating its potential to inhibit cancer cell growth and contribute to cancer treatment strategies.
Used in Agricultural Biotechnology:
In the agricultural sector, 2-deoxyecdysone is used as a biopesticide for controlling insect pests, thereby improving crop yield and reducing the need for chemical pesticides.
Each of these applications underscores the diverse utility of 2-deoxyecdysone, reflecting its potential impact across various fields, from healthcare to agriculture.

InChI:InChI=1/C27H44O5/c1-16(22(29)9-10-24(2,3)31)18-8-13-27(32)20-15-23(30)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21-22,28-29,31-32H,6-14H2,1-5H3/t16-,17-,18+,19-,21-,22+,25+,26+,27?/m0/s1

Upstream product

• 86533-10-0 22-adenosine monophosphoric ester of 2-deoxyecdysone 
• 41408-38-2 2,22-dideoxyecdysone 
• 105888-75-3 2-deoxy-α-ecdysone 3-acetate 
• 114317-61-2 2-deoxy-α-ecdysone 22-O-benzoate 
• 82008-62-6 Acetic acid 1-[(S)-1-((3S,9R,10R,13R,14S,17R)-3-acetoxy-14-hydroxy-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-4-hydroxy-4-methyl-pentyl ester 
• 82183-63-9 2-deoxyecdysone-22-phosphate 
• 2529-97-7 (22E,24R)-3β-acetoxy-5α-H-ergosta-7,22-dien-6-one 
• 481-23-2 (22E)-5α-hydroxyergosta-7,22-dien-6-on-3β-yl acetate 
• 81918-35-6 5ξ-cholesta-7,24-diene-3β,22ξ-diol-6-one diacetate 
• 81918-36-7 Acetic acid (3S,9R,10R,13R,14R,17R)-17-((S)-2-acetoxy-5-hydroxy-1,5-dimethyl-hexyl)-6-hydroxy-10,13-dimethyl-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 81918-37-8 Acetic acid (3S,9R,10R,13R,14R,17R)-17-((S)-2-acetoxy-5-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 81918-29-8 3β-hydroxy-6-keto-5α-bisnorchol-7-ene aldehyde acetate 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 104406-79-3 sileneoside E 

Relevant academic research and scientific papers

PHYTOECDYSTEROIDS OF PLANTS OF THE GENUS Silene. XI. 2-DEOXY-α-ECDYSONE 3-ACETATE FROM Silene scabrifolia

From the epiteal organs of silene scabrifolia Kom. has been isolated the new phytoecdysteroid 2-deoxy-α-ecdysone 3- acetate (II) (0.0011percent), C29H46O6, mp 216-218 deg C, D20 +131.9 deg (methanol).The enzymatic hydrolysis of (II) led to 2-deoxy-α-ecdysone (I).The acetylation of 2-deoxy-α-ecdysone (I) yielded (II) and the 22-monoacetate (III) and 3,22-diacetate (IV) of 2-deoxy-α-ecdysone, which heve been described previously.Details of the IR, UV, CD, mass, and NMR spectra are given for (I) and of the IR, mass, and NMR spectra for (III).

BLECHNOSIDES A AND B: ECDYSTEROID GLYCOSIDES FROM BLECHNUM MINUS

The structures of two new ecdysteroid glycosides from Blechnum minus have been shown, on the basis of chemical, mass spectral, 1H NMR and 13C NMR spectral evidence, to be 2-deoxyecdysone 3-β-D-glycopyranoside (blechnoside A) and 2-deoxyecdysone 25-β-D-glucopyranoside (blechnoside B). Key Word Index - Blechnum minus; Blechnaceae; fern; ecdysteroid glycosides; 2-deoxyecdysone; blechnosides A and B.

PHYTOECDYSTEROIDS OF PLANTS OF THE GENUS Silene X. SILENEOSIDE E - 2-DEOXY-α-ECDYSONE 3-O-β-D-GLUCOPYRANOSIDE - FROM Silene brahuica

A new ecdysteroid has been isolated from the epigeal organs of Silene brahuica Boiss. -2-deoxy-α-ecdysone 3-O-β-D-glucopyranoside (I), C33H54O10, mp 195-196 deg C, D20 + 44.4 deg (methanol).The enzymatic hydrolysis of (I) led to 2-deoxy-α-ecdysone.Details of the IR, UV, mass, and 1H and 13C NMR spectra of all the compounds are given.

STUDY ON THE BIOSYNTHESIS OF ECDYSONE PART IV: Synthesis of high specific activity -2,22-dideoxyecdysone Tissue distribution of the C-22 hydroxylase in Locusta migratoria

We have synthesized a tritiated form of 2,22-dideoxyecdysone -3β,14α,25-trihydroxy-5β-cholest-7-en-6-one> of high specific activity (2.2 TBq/mmol).We have examined the capacity of various endocrine (prothoracic glands, follicle cells) and peripheral (fat body, Malpighian tubules) tissues of Locusta migratoria to use this molecule as a precursor of ecdysone biosynthesis.Efficient conversion of 2,22-dideoxyecdysone to 2-deoxyecdysone and to ecdysone could principally be monitored in the prothoracic glands and follicle cells.

PHYTOECDYSTEROIDS OF PLANTS OF THE GENUS Silene. 2-DEOXY-α-ECDYSONE 22-O-BENZOATE FROM Silene wallichiana

A new phytoecdysteroid, 2-deoxy-α-ecdysone 22-O-benzoate, has been isolated from the epigeal organs of Silene wallichiana Klotzch.

IDENTIFICATION AND METABOLIC FATE OF OVARIAN 22-ADENOSINE MONOPHOSPHORIC ESTER OF 2-DEOXYECDYSONE IN OVARIES AND EGGS OF AN INSECT, LOCUSTA MIGRATORIA

Newly-laid eggs of Locusta migratoria contain as the major ecdysteroid conjugate donated by the female to its offspring the 22-adenosine monophosphoric ester of 2-deoxyecdysone (3); during embryonic development this conjugate is hydrolysed to free 2-deoxyecdysone (1), which is subsequently metabolized to 3-dehydro-2-deoxyecdysone (7) and 2-deoxy-3-epi-ecdysone (5): the latter substance is accumulated at late stages of development as a 3-phosphoric ester (6). 22-Phospho-2-deoxyecdysone (4) also appears as embryonic development proceeds, either from partial hydrolysis of the maternal conjugate or from phosphorylation of free 2-deoxyecdysone (1).

Identification of Ecdysone-22-phosphate and 2-Deoxyecdysone-22-phosphate in Eggs of the Desert Locust, Schistocerca gregaria, by Fast Atom Bombardment Mass Spectrometry and N.M.R. Spectroscopy

Ecdysone-22-phosphate and 2-deoxyecdysone-22-phosphate have been purified by h.p.l.c. from eggs of the desert locust, Schistocerca gregaria, and their structures determined primarily by Fast Atom Bombardment mass spectrometry and 1H, 13C, and 31P n.m.r.spectroscopy.