Gibberellin A53 aldehyde

Base Information

• Chemical Name: Gibberellin A53 aldehyde
• CAS No.: 85344-33-8
• Molecular Formula: C20H28O4
• Molecular Weight: 332.4339
• DSSTox Substance ID: DTXSID80332114
• Nikkaji Number: J2.777.716C
• Wikidata: Q27110169
• Metabolomics Workbench ID: 28585
• Mol file: 85344-33-8.mol

Synonyms:Gibberellin A53 aldehyde;85344-33-8;(1S,2S,3S,4R,8S,9S,12S)-2-formyl-12-hydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-4-carboxylic acid;CHEBI:29601;DTXSID80332114;LMPR0104170029;Q27110169;(1S,2S,3S,4R,8S,9S,12S)-2-formyl-12-hydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0(1,9).0(3,8)]pentadecane-4-carboxylic acid;10beta-formyl-7-hydroxy-1beta,4a-dimethyl-8-methylidene-4aalpha,4bbeta-gibbane-1alpha-carboxylic acid

Chemical Property of Gibberellin A53 aldehyde

Chemical Property:

• Vapor Pressure: 8.27E-12mmHg at 25°C
• Boiling Point: 493.5°C at 760 mmHg
• Flash Point: 266.4°C
• PSA: 74.60000
• Density: 1.23g/cm³
• LogP: 3.18990
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 332.19875937
• Heavy Atom Count: 24
• Complexity: 642

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCC(C1C(C34C2CCC(C3)(C(=C)C4)O)C=O)(C)C(=O)O
• Isomeric SMILES: C[C@@]12CCC[C@@]([C@H]1[C@@H]([C@]34[C@H]2CC[C@](C3)(C(=C)C4)O)C=O)(C)C(=O)O

Technology Process of Gibberellin A53 aldehyde

There total 10 articles about Gibberellin A53 aldehyde 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: 57.0%

gibberellin A12-7-aldehyde (19436-07-8) → 13-hydroxygibberellin A12-7-aldehyde (85344-33-8)

Guidance literature:

With cultures of Rhizopus arrhizus; In acetone; for 48h;

Reference yield:

13-hydroxygibberellin A12-7-alcohol (86948-29-0) → 13-hydroxygibberellin A12-7-aldehyde (85344-33-8)

Guidance literature:

With pyridine; chromium(VI) oxide; In dichloromethane; at 18 ℃; for 0.5h;

Reference yield:

7α-hydroxykaurenolide (15959-13-4) → 13-hydroxygibberellin A12-7-aldehyde (85344-33-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 245 mg / Rhizopus arrhizus / acetone / 120 h

2: pyridine / 96 h / 18 °C

3: 27 mg / KOH / H₂O; 2-methyl-propan-2-ol / 1 h / Heating

With pyridine; potassium hydroxide; Rhizopus arrhizus; In water; acetone; tert-butyl alcohol;

upstream raw materials:

gibberellin A₁₂-7-aldehyde

13-hydroxygibberellin A₁₂-7-alcohol

7α-(p-bromophenylsulphonyloxy)-13-hydroxykaurenolide

7α-hydroxykaurenolide

Downstream raw materials:

gibberellin A₅₃