Gibberellin A20

Base Information

• Chemical Name: Gibberellin A20
• CAS No.: 19143-87-4
• Molecular Formula: C19H24O5
• Molecular Weight: 332.39
• Nikkaji Number: J4.750C
• Wikidata: Q27103295
• Mol file: 19143-87-4.mol

Synonyms:Gibberellin A20;19143-87-4;(1R,2R,5S,8S,9S,10R,11R)-5-Hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid;Gibbane-1,10-dicarboxylic acid, 4a,7-dihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1alpha,4aalpha,4bbeta,10beta)-;Gibberellin 20;GA20;CHEBI:27742;Q27103295;(1R,2R,5S,8S,9S,10R,11R)-5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1(5,8).0(1,10).0(2,8)]heptadecane-9-carboxylic acid;7alpha-hydroxy-1beta-methyl-8-methylidene-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibbane-10beta-carboxylic acid

Chemical Property of Gibberellin A20

Chemical Property:

• PSA: 83.83000
• LogP: 2.28030
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 332.16237386
• Heavy Atom Count: 24
• Complexity: 700

Purity/Quality:

99% ^*data from raw suppliers

Gibberellin A20 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCC3(C1C(C45C3CCC(C4)(C(=C)C5)O)C(=O)O)OC2=O
• Isomeric SMILES: C[C@@]12CCC[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@](C4)(C(=C)C5)O)C(=O)O)OC2=O
• Uses: Gibberellin A20 is a derivative of Gibberellic Acid (G377450), a hormone that is found in plants which promotes the growth and elongation of cells. Gibberellic acid acts as a plant growth regulator on account of its physiological and morphological effects in extremely low concentrations.

Technology Process of Gibberellin A20

There total 7 articles about Gibberellin A20 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

gibberellin A20 methyl ester 13-acetate (75885-03-9) → GA20 (19143-87-4) + gibberellin A20 methyl ester (15355-41-6)

Guidance literature:

With sodium hydroxide; In methanol; Yields of byproduct given; 1.) reflux, 16 h, 2.) 18 deg C, 3 d;

Reference yield:

C29H32O7S (75885-04-0) → GA20 (19143-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 16 mg / tri-n-butylstannane, 2,2'-azobis(2-methylpropionitrile) / toluene / Heating

2: 47 mg / 2M NaOH / methanol / 1.) reflux, 16 h, 2.) 18 deg C, 3 d

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In methanol; toluene;

Reference yield:

3β-chloro-gibberellin A20 methyl ester 13-acetate (75885-01-7) → GA20 (19143-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 mg / tri-n-butylstannane, 2,2'-azobis(2-methylpropionitrile) / benzene / 1.5 h / Heating

2: 47 mg / 2M NaOH / methanol / 1.) reflux, 16 h, 2.) 18 deg C, 3 d

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In methanol; benzene;

upstream raw materials:

gibberellin A₂₀ methyl ester 13-acetate

3β-chloro-gibberellin A₂₀ methyl ester 13-acetate

C₂₉H₃₂O₇S

methyl 3-didehydrogibberellin A₃ 13-acetate

Refernces