83464-85-1

Basic information

• Product Name: 28-norcastasterone
• Synonyms: 28-norcastasterone;(22R,23R)-2α,3α,22,23-Tetrahydroxy-5α-cholestan-6-one;Brassinone;Norcastasterone;BRASSINONE (NBk)
• CAS NO: 83464-85-1
• Molecular Formula: C27H46O5
• Molecular Weight: 450.65114
• Mol File: 83464-85-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 28-norcastasterone(CAS DataBase Reference)
• NIST Chemistry Reference: 28-norcastasterone(83464-85-1)
• EPA Substance Registry System: 28-norcastasterone(83464-85-1)

Safety Data

• Hazardous Substances Data: 83464-85-1(Hazardous Substances Data)

Usage

Uses

Brassinone can be used as analyte in biological and analytical studies for determination of endogenous brassinosteroids using sequential magnetic solid phase extraction followed by in situ derivatization/desorption method coupled with liquid chromatography-tandem mass spectrometry.

Upstream product

• 83456-37-5 (22E)-5α-cholesta-2,22-dien-6-one 
• 85234-05-5 (22R,23R)-3β-methylsulphonyloxy-22,23-dihydroxy-5α-cholestan-6-one 22,23-acetonide 
• 85234-04-4 (22R,23R)-3β-methylsulphonyloxy-22,23-dihydroxycholest-5-ene 22,23-acetonide 
• 77736-41-5 (22R,23R)-22,23-dihydroxy-5α-cholest-2-en-6-one 22,23-acetonide 
• 85234-03-3 (3S,8S,9S,10R,13S,14S,17R)-17-[(S)-1-((4R,5R)-5-Isobutyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 
• 77790-41-1 (22R,23R)-3β,22,23-trihydroxycholest-5-ene 
• 83456-35-3 Toluene-4-sulfonic acid (3S,5S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-6-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 115040-29-4 (2R,3S,5S,8S,9S,10R,13S,14S,17R)-2,3-Dihydroxy-17-[(S)-1-((4R,5R)-5-isobutyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one 

Downstream Products

• 77736-43-7 28-norbrassinolide 

Relevant articles and documents

A new synthesis of brassinosteroids with a cholestane framework based on a highly functionalized starting material

A new route to the synthesis of minor brassinosteroids with a cholestane framework (28-norcastasterone and 28-norbrassinolide) has been proposed. It makes use of commercially available 24-epicastasterone as a starting material. In addition, [26,26,26-2H3]-28-norcastasterone and [26,26,26-2H3]-28-norbrassinolide have been prepared as tools for analytical applications. The key steps were regioselective manipulations of functional groups in 24-epicastasterone, oxidative cleavage of 22,23-diol group and Claisen rearrangement

Stereoselective Synthesis of Plant Growth-promoting Steroids, Brassinolide, Castasterone, Typhasterol, and Their 28-Nor Analogues

Plant growth-promoting steroids, brassinolide (1a), (22R,23R,24S)-2α,3α,22,23-tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one, castasterone (2a), (22R,23R,24S)-2α,3α,22,23-tetrahydroxy-5α-ergostan-6-one, 28-norbrassinolide (1b), (22R,23R)-2α,3α,22,23-tetrahydroxy-B-homo-7-oxa-5α-cholestan-6-one, brassinone (2b), (22R,23R)-2α,3α,22,23-tetrahydroxy-5α-cholestan-6-one, and typhasterol (2c), (22R,23R,24S)-3α,22,23-trihydroxy-5α-ergostan-6-one, have been stereoselectively synthesized.These steroids show very strong biological activities in three different kinds of bioassays.