Gibberellin A61

Base Information

• Chemical Name: Gibberellin A61
• CAS No.: 81826-98-4
• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.397
• DSSTox Substance ID: DTXSID001111262
• Nikkaji Number: J4.790B
• Wikidata: Q105130427
• Mol file: 81826-98-4.mol

Synonyms:Gibberellin A61;GA61;ga-61;81826-98-4;CHEBI:142002;DTXSID001111262;(1R,2R,5R,8R,9S,10R,11R,14R)-14-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid;(1R,4R,4aR,4bR,7R,9aR,10S,10aR)-4-hydroxy-1-methyl-8-methylene-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid;(1R,4R,4aR,4bR,7R,9aR,10S,10aR)-4-hydroxy-1-methyl-8-methylidene-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid;4beta-hydroxy-1beta-methyl-8-methylidene-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibbane-10beta-carboxylic acid;Gibbane-1,10-dicarboxylic acid, 4,4a-dihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1alpha,4beta,4aalpha,4bbeta,10beta)-

Chemical Property of Gibberellin A61

Chemical Property:

• PSA: 83.83000
• LogP: 2.13620
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 332.16237386
• Heavy Atom Count: 24
• Complexity: 685

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(C3(C1C(C45C3CCC(C4)C(=C)C5)C(=O)O)OC2=O)O
• Isomeric SMILES: C[C@@]12CC[C@H]([C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@H](C4)C(=C)C5)C(=O)O)OC2=O)O

Technology Process of Gibberellin A61

There total 4 articles about Gibberellin A61 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:

1β-hydroxy-gibberellin A9 methyl ester (81827-13-6) → gibberelline (81826-98-4)

Guidance literature:

With potassium hydroxide; water; In methanol; for 19h; Heating;

Reference yield:

ent-1α-acetoxy-10-hydroxy-20-norgiberell-16-ene-7,19-dioic acid 7-methyl ester 19,10-lactone (81827-12-5) → gibberelline (81826-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 mg / potassium carbonate / methanol / 16 h

2: 23 mg / potassium hydroxide, water / methanol / 19 h / Heating

With potassium hydroxide; water; potassium carbonate; In methanol;

Reference yield:

ent-1α-acetoxy-10-hydroxy-3β-thiobenzoyloxy-20-norgiberell-16-ene-7,19-dioic acid 7-methyl ester 19,10-lactone (81827-11-4) → gibberelline (81826-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 114 mg / bis(tri-n-butylstannyl) oxide, 2,2'-azobis-(2-methylpropiononitrile), polymethylhydrosiloxane / toluene / 3 h / Heating

2: 63 mg / potassium carbonate / methanol / 16 h

3: 23 mg / potassium hydroxide, water / methanol / 19 h / Heating

With potassium hydroxide; polymethylhydrosiloxane; 2,2'-azobis(isobutyronitrile); water; potassium carbonate; bis(tri-n-butyltin)oxide; In methanol; toluene;

upstream raw materials:

1β-hydroxy-gibberellin A₉ methyl ester

ent-1α-acetoxy-10-hydroxy-20-norgiberell-16-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

ent-1α-acetoxy-10-hydroxy-3β-thiobenzoyloxy-20-norgiberell-16-ene-7,19-dioic acid 7-methyl ester 19,10-lactone

C₂₂H₂₈O₇

Refernces