gibberellin A18

Base Information

• Chemical Name: gibberellin A18
• CAS No.: 23313-48-6
• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.439
• DSSTox Substance ID: DTXSID101339976
• Nikkaji Number: J4.754F
• Mol file: 23313-48-6.mol

Synonyms:gibberellin A18;GA18;SCHEMBL2470020;CHEBI:142026;DTXSID101339976;23313-48-6;2beta,7-dihydroxy-1alpha,4aalpha-dimethyl-8-methylenegibbane-1alpha,10beta-dicarboxylic acid;(1S,2S,3S,4S,5S,8S,9S,12S)-5,12-Dihydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid;2beta,7-dihydroxy-1alpha,4aalpha-dimethyl-8-methylidenegibbane-1alpha,10beta-dicarboxylic acid

Chemical Property of gibberellin A18

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 556.394°C at 760 mmHg
• Flash Point: 304.353°C
• PSA: 115.06000
• Density: 1.376g/cm³
• LogP: 2.04640
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 364.18858861
• Heavy Atom Count: 26
• Complexity: 717

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(C(C1C(C34C2CCC(C3)(C(=C)C4)O)C(=O)O)(C)C(=O)O)O
• Isomeric SMILES: C[C@@]12CC[C@@H]([C@@]([C@H]1[C@@H]([C@]34[C@H]2CC[C@](C3)(C(=C)C4)O)C(=O)O)(C)C(=O)O)O

Technology Process of gibberellin A18

There total 6 articles about gibberellin A18 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:

C30H42O9 → gibberellin A18 (23313-48-6)

Guidance literature:

C₃₀H₄₂O₉; With sodium hydroxide; hydrazine hydrate; In ethylene glycol; Heating;

With Dowex resin (H⁺); In methanol; water; at 60 - 70 ℃; for 1.66667h;

DOI:10.1016/S0031-9422(02)00442-9

Reference yield:

C32H46O9 → gibberellin A18 (23313-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 58 mg / aq. NaOH / methanol / 15 h / Heating

2.1: NH₂NH₂*H₂O; NaOH / ethane-1,2-diol / Heating

2.2: 24 mg / Dowex resin (H⁺) / methanol; H₂O / 1.67 h / 60 - 70 °C

With sodium hydroxide; hydrazine hydrate; In methanol; ethylene glycol; 2.1: Wolf-Kishner reduction;

DOI:10.1016/S0031-9422(02)00442-9

Reference yield:

steviol (29584-19-8,471-80-7) → gibberellin A18 (23313-48-6) + 7β-Hydroxysteviol (51576-05-7) + gibberellin A53 (51576-08-0) + 6β,7β-Dihydroxysteviol

Guidance literature:

With N,N,N-trimethyl-1-methyl-3-(3',3',5'-trimethylcyclohexyl)-2-propenyl-ammonium iodide; for 5h; Yield given. Further byproducts given. Yields of byproduct given; culture broth containing Gibberella fujikuroi, strain NRRL;

upstream raw materials:

steviol

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