Diphyllin

Base Information

• Chemical Name: Diphyllin
• CAS No.: 22055-22-7
• Molecular Formula: C21H16 O7
• Molecular Weight: 380.354
• NSC Number: 309691
• UNII: W4PN5LDP26
• DSSTox Substance ID: DTXSID20176534
• Nikkaji Number: J359.026G
• Wikidata: Q27106426
• Metabolomics Workbench ID: 78531
• ChEMBL ID: CHEMBL221190
• Mol file: 22055-22-7.mol

Synonyms:9-(13-benzodioxol-5-yl)-4-hydroxy-6,7-dimethoxynaphtho(2,3-c)furan-1(3H)-one;diphyllin

Chemical Property of Diphyllin

Chemical Property:

• Vapor Pressure: 6.53E-17mmHg at 25°C
• Melting Point: 290℃ (methanol )
• Boiling Point: 638.8°C at 760 mmHg
• PKA: 7.82±0.20(Predicted)
• Flash Point: 232.4°C
• PSA: 83.45000
• Density: 1.445±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 3.62870
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 380.08960285
• Heavy Atom Count: 28
• Complexity: 597

Purity/Quality:

99%, ^*data from raw suppliers

Diphyllin 99.85% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=C3C(=C2O)COC3=O)C4=CC5=C(C=C4)OCO5)OC
• Uses: Diphyllin has been used to study its antibacterial and antibiofilm activities against fish pathogens.

Technology Process of Diphyllin

There total 4 articles about Diphyllin 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:

4-O-(D-apio-β-D-furanosyl-(1->6)-β-D-glucopyranosyl)diphyllin (1356021-67-4) → diphyllin (22055-22-7) + D-apiose (639-97-4,6477-44-7,42927-70-8) + D-glucose (50-99-7)

Guidance literature:

With sulfuric acid; water; for 3.5h; Reflux;

Reference yield:

cleistanthin E (81417-77-8) → diphyllin (22055-22-7) + β-D-glucose (492-61-5) + O2,O3-dimethyl-β-D-xylopyranose (7434-12-0) + O2,O3,O5-trimethyl-D-lyxose (18463-35-9,20881-15-6,124150-20-5)

Guidance literature:

With hydrogenchloride; Product distribution;

DOI:10.1016/S0040-4020(01)98893-3

Reference yield:

methanol (67-56-1) + 4-O-[α-L-arabinopyranosyl-(1'->2)-β-D-xylopyranosyl-(1->5)-β-D-apiofuranosyl]diphyllin → diphyllin (22055-22-7) + methyl xyloside (91-09-8,612-05-5,1825-00-9,2500-78-9,3867-83-2,3945-28-6,5328-63-2,6206-67-3,6207-01-8,6207-03-0,7404-24-2,17289-61-1,18449-76-8,33509-64-7,36793-06-3,41897-31-8,41897-32-9,41897-33-0,41897-34-1,41897-37-4,41897-38-5,41897-39-6,53448-52-5,65137-86-2,89615-04-3,89615-05-4,131233-91-5,14703-09-4) + methyl α,β-L-arabinopyranoside (449173-64-2)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/np000191j

upstream raw materials:

cleistanthin E

C₄₅H₅₈O₂₀

methanol

4-O-(D-apio-β-D-furanosyl-(1->6)-β-D-glucopyranosyl)diphyllin

Downstream raw materials:

justicidin A

justicidin B

cleistanthin B

4-O-(6-O-benzyl-β-D-galactopyranosyl)diphyllin

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