510-50-9

Basic information

• Product Name: gibberelic acid methyl ester
• Synonyms: gibberelic acid methyl ester
• CAS NO: 510-50-9
• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40
• Mol File: 510-50-9.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: gibberelic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: gibberelic acid methyl ester(510-50-9)
• EPA Substance Registry System: gibberelic acid methyl ester(510-50-9)

Safety Data

• Hazard Codes: T
• Statements: 46-23/24/25-41-48
• Safety Statements: 53-16-26-27-45
• Hazardous Substances Data: 510-50-9(Hazardous Substances Data)

Usage

Uses

Gibberellic Acid Methyl Ester is a derivative of the plant hormone Gibberellin which regulates growth and various developmental processes.

Upstream product

• 510-50-9 methyl 3-epi-gibberellin A₃ 
• 52567-80-3 ent-3α-methylsulphonyloxy-10,13-dihydroxy-20-norgibberella-1,16-diene-7,19-dioic acid 19,10β-lactone 7-methyl ester 
• 77-06-5 (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid 
• 77-78-1 dimethyl sulfate 
• 77-06-5 Gibberellic acid 
• 123972-87-2 O-Methyl (S)-prop-2-ynyl dithiocarbonate 
• 186581-53-3 diazomethane 
• 77-06-5 gibberellic acid 
• 74-88-4 methyl iodide 
• 85622-93-1 temozolomide 
• 81010-90-4 C₂₉H₃₅BrO₈Si 
• 80994-37-2 C₂₉H₃₄O₈Si 
• 80994-36-1 C₂₅H₃₈O₇Si₂ 
• 22969-10-4 C₂₆H₄₀O₆Si₂ 

Downstream Products

• 99475-54-4 C₄₂H₅₁NO₁₀Si 
• 546-09-8 gibberellenic acid 
• 107800-19-1 ent-3α,13-dihydroxy-20-norgibberella-1,9,16-triene-7,19-dioic acid 7-methyl ester 
• 78259-44-6 C₂₇H₂₉ClO₇S 
• 78259-43-5 ent-3β-chloro-10β,13-dihydroxy-7-methoxycarbonyl-20-norgibberella-1,16-dien-19-oic acd 19,10-lactone 
• 76236-19-6 4β-chloro-7-hydroxy-10β-methoxycarbonyl-1β-methyl-8-methylenegibb-2-ene-1α,4aα-carbolactone 
• 510-50-9 methyl 3-epi-gibberellin A₃ 
• 5508-47-4 gibberellin A₇ methyl ester 
• 2112-08-5 gibberellin A₉ methyl ester 
• 15355-41-6 gibberellin A₂₀ methyl ester 
• 561-56-8 gibberellin A₅ 
• 35413-59-3 ent-10β,13-dihydroxy-3α-p-tolylsulphonyloxy-20-norgibberella-1,16-diene-7,19-dioic acid 19,10β-lactone 7-methyl ester 

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.

Synthesis and biological evaluation of pharbinilic acid and derivatives as NF-κB pathway inhibitors

A 7-step synthesis of pharbinilic acid, a member of the gibberellin family of natural products and the first naturally occurring allogibberic acid, is reported. An efficient decarboxylative aromatization reaction enables the synthesis of pharbinilic acid and related analogs for evaluation as modulators of NF-κB activity. Remarkably, one analog displays a 2 μM IC50 in an NF-κB activity assay and inhibits an endogenous NF-κB-regulated pathway.