Bikaverin

Base Information

• Chemical Name: Bikaverin
• CAS No.: 33390-21-5
• Molecular Formula: C₂₀H₁₄O₈
• Molecular Weight: 382.326
• European Community (EC) Number: 803-399-7
• NSC Number: 215139
• UNII: F1N6BX58PJ
• DSSTox Substance ID: DTXSID80187020
• Nikkaji Number: J19.756D
• Wikidata: Q27105942,Q104196315
• Metabolomics Workbench ID: 70398
• ChEMBL ID: CHEMBL373432
• Mol file: 33390-21-5.mol

Synonyms:bikaverin

Chemical Property of Bikaverin

Chemical Property:

• Vapor Pressure: 2.07E-21mmHg at 25°C
• Melting Point: >322℃
• Refractive Index: 1.4430 (estimate)
• Boiling Point: 719.8°Cat760mmHg
• Flash Point: 263.3°C
• PSA: 123.27000
• Density: 1.61g/cm³
• LogP: 2.58370
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble0.5mg/mL (may require sonication and heating)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 382.06886740
• Heavy Atom Count: 28
• Complexity: 743

Purity/Quality:

99% ^*data from raw suppliers

Bikaverin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC2=C1C(=O)C3=C(O2)C(=O)C4=C(C3=O)C(=CC(=C4O)OC)O)OC
• Uses: Bikaverin is a potential inhibitor of HABP with antibiotic, antifungal, and anticancer properties.

Technology Process of Bikaverin

There total 44 articles about Bikaverin 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: 74.0%

2,3-dihydro-5,8-dihydroxy-6,6-dimethoxy-4'-methylnaphthalene-2-spiro-2'-2'H-benzofuran-1,3',4-trione (122182-25-6) → bikaverin (33390-21-5)

Guidance literature:

In nitrobenzene; at 200 ℃; for 2h;

Reference yield: 68.0%

6,11-Dihydroxy-3,8,10-trimethoxy-1-methyl-benzo[b]xanthen-12-one (154077-38-0) → bikaverin (33390-21-5)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic acid; In chloroform; at 0 ℃; for 5h;

DOI:10.1080/00397919308013797

Reference yield: 37.0%

11-hydroxy-3,8,10-trimethoxy-1-methyl-12H-benzoxanthen-12-one (83375-27-3) → bikaverin (33390-21-5) + 6-deoxybikaverin (89148-84-5)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic acid; In chloroform; at 0 ℃; for 6h;

DOI:10.1039/P19830002815

upstream raw materials:

Bikaverine dimethylether

11-hydroxy-3,8,10-trimethoxy-1-methyl-12H-benzoxanthen-12-one

2,3-dihydro-5,8-dihydroxy-6,6-dimethoxy-4'-methylnaphthalene-2-spiro-2'-2'H-benzofuran-1,3',4-trione

6,11-Dihydroxy-3,8,10-trimethoxy-1-methyl-benzo[b]xanthen-12-one

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