19427-32-8

Basic information

• Product Name: gibberellin A(24)
• Synonyms: gibberellin A(24);4aα-Formyl-1β-methyl-8-methylenegibbane-1α,10β-dicarboxylic acid;(1R,4aR,4bR,7R,9aR,10S,10aS)-4a-formyl-1-methyl-8-methylenedodecahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylic acid;GA24
• CAS NO: 19427-32-8
• Molecular Formula: C20H26O5
• Molecular Weight: 346.41744
• Mol File: 19427-32-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 503.3°Cat760mmHg
• Flash Point: 272.3°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 6.62E-12mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: gibberellin A(24)(CAS DataBase Reference)
• NIST Chemistry Reference: gibberellin A(24)(19427-32-8)
• EPA Substance Registry System: gibberellin A(24)(19427-32-8)

Safety Data

• Hazardous Substances Data: 19427-32-8(Hazardous Substances Data)

Usage

Uses

Gibberellin A24 is a derivative of the plant hormone Gibberellin which regulates growth and various developmental processes.

Definition

ChEBI: A C20-gibberellin that consists of a tetracyclic skeleton bearing two carboxy and a formyl group.

InChI:InChI=1/C20H26O5/c1-11-8-20-9-12(11)4-5-13(20)19(10-21)7-3-6-18(2,17(24)25)15(19)14(20)16(22)23/h10,12-15H,1,3-9H2,2H3,(H,22,23)(H,24,25)/t12-,13+,14-,15-,18-,19-,20+/m1/s1

Upstream product

• 132842-63-8 (1R,4bR,7R,9aR,10S,10aS)-10-(methoxycarbonyl)-1-methyl-8-methylene-2,3,4b,5,6,7,8,9,10,10a-decahydro-1H-7,9a-methanobenzo[a]azulene-1-carboxylic acid 
• 91298-28-1 methyl (1S,2S,4aR,4bR,7S,9aS,10S,10aR)-1-methyl-8-methylene-2,7-bis((methylsulfonyl)oxy)-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylate 
• 1164-45-0 gibberellin A₁₂ 

Downstream Products

• 28535-69-5 gibberellin A₂₅ 

Relevant articles and documents

Syntheses of Gibberellins A15 and A24, the Key Metabolites in Gibberellin Biosynthesis

Gibberellins (GAs) are essential phytohormones involved in numerous aspects of plant growth and development. Notably, the biochemistry and genetics of GA biosynthesis, which is associated with their endogenous regulation, have been largely resolved; however, a crucial unsolved question remains: the precise mechanism of the stepwise oxidation and subsequent removal of C-20 from C20 precursors, leading to bioactive C19 gibberellins, is still unresolved. To satisfy numerous requests from biologists, practical preparations of certain GAs that were isolated in miniscule quantities are highly demanded. Herein, we report the first practical syntheses of GA15 and GA24, the key C20 metabolites in gibberellin biosynthesis, from commercially available GA3. The protocols are robust and offer the capacity to produce GA24 and GA15 under gram scales in high overall yields and thus aid in further biological and related studies.