Gancaonin A

Base Information

• Chemical Name: Gancaonin A
• CAS No.: 27762-99-8
• Molecular Formula: C21H20 O5
• Molecular Weight: 352.387
• UNII: UR6DL4Q3CY
• DSSTox Substance ID: DTXSID001318197
• Nikkaji Number: J589.978H
• Wikidata: Q105133556
• Metabolomics Workbench ID: 22362
• ChEMBL ID: CHEMBL4453259
• Mol file: 27762-99-8.mol

Synonyms:gancaonin A

Chemical Property of Gancaonin A

Chemical Property:

• Vapor Pressure: 2.79E-13mmHg at 25°C
• Boiling Point: 563°C at 760 mmHg
• Flash Point: 200.4°C
• PSA: 79.90000
• Density: 1.277g/cm³
• LogP: 4.38850
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 352.13107373
• Heavy Atom Count: 26
• Complexity: 569

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C2=C(C=C1O)OC=C(C2=O)C3=CC=C(C=C3)OC)O)C

Technology Process of Gancaonin A

There total 4 articles about Gancaonin A 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: 28.8%

5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on (491-80-5) + 3,3-dimethylallyl diphosphate triammonium salt (1186-30-7,45126-99-6,69382-61-2) → 5,7-dihydroxy-3-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-4H-chromen-4-one (27762-99-8)

Guidance literature:

With fungal prenyltransferase AnaPT; calcium chloride; In dimethyl sulfoxide; glycerol; at 37 ℃; for 16h; pH=7.5; Time; Kinetics; Enzymatic reaction;

DOI:10.1021/acs.jnatprod.5b00422

Reference yield: 8.0%

5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on (491-80-5) + 3-methyl-2-buten-1-ol (556-82-1) → 5,7-dihydroxy-3-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-4H-chromen-4-one (27762-99-8)

Guidance literature:

With aluminum oxide; In 1,2-dichloro-ethane; at 80 ℃; for 24h;

Reference yield:

C23H24O6 → 5,7-dihydroxy-3-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-4H-chromen-4-one (27762-99-8)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1021/jo702366g

upstream raw materials:

5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on

3,3-dimethylallyl diphosphate triammonium salt

3-methyl-2-buten-1-ol

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