Khellin

Base Information

• Chemical Name: Khellin
• CAS No.: 82-02-0
• Molecular Formula: C14H12 O5
• Molecular Weight: 260.246
• Hs Code.: 2932999099
• European Community (EC) Number: 201-392-8
• NSC Number: 755826,37744,25509,8519
• UNII: 5G117T0TJZ
• DSSTox Substance ID: DTXSID9045267
• Nikkaji Number: J24.827D
• Wikipedia: Khellin
• Wikidata: Q2079998
• NCI Thesaurus Code: C75957
• Pharos Ligand ID: 22HUDC9BL3GY
• Metabolomics Workbench ID: 27986
• ChEMBL ID: CHEMBL44746
• Mol file: 82-02-0.mol

Synonyms:Khellin;Visammin

Chemical Property of Khellin

Chemical Property:

• Appearance/Colour: light yellow crystalline
• Vapor Pressure: 1.88E-09mmHg at 25°C
• Melting Point: 150-154°C
• Refractive Index: 1.595
• Boiling Point: 482.1 °C at 760 mmHg
• Flash Point: 218.8 °C
• PSA: 61.81000
• Density: 1.301 g/cm³
• LogP: 2.86480
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 247.2g/L(25 oC)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 260.06847348
• Heavy Atom Count: 19
• Complexity: 405

Purity/Quality:

98%,99%, ^*data from raw suppliers

Khellin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-38-36/37/38-23/24/25
• Safety Statements: 36/37/39-45-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C2=C(C3=C(C(=C2O1)OC)OC=C3)OC
• Uses: vasodilator (coronary), photosensitizer Khellin has been used as a reference standard for supercritical fluid extraction of khellin from Ammi visnaga L. fruits to understand the various medicinal effects of γ-Pyrones by reversed phase HPLC method.

Technology Process of Khellin

There total 38 articles about Khellin 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: 90.0%

7-hydroxydihydrokhellin → Khellin (82-02-0)

Guidance literature:

With hydrogenchloride; In methanol; at 80 ℃; for 0.166667h;

DOI:10.3987/COM-88-4510

Reference yield:

3-acetyl-5,9-dimethoxy-2-methyl-4H-furo[3,2-g]chromen-4-one (85518-13-4) → 5-acetyl-6-hydroxy-4,7-dimethoxybenzofuran (484-51-5) + Khellin (82-02-0)

Guidance literature:

Reference yield:

3-acetyl-5,9-dimethoxy-2-methyl-4H-furo[3,2-g]chromen-4-one (85518-13-4) → 5-acetyl-6-hydroxy-4,7-dimethoxybenzofuran (484-51-5) + Khellin (82-02-0)

Guidance literature:

upstream raw materials:

4,9-Dihydroxy-7-methyl-5H-furo<3,2-g><1>benzopyran-5-one

khellinol

4,9-dimethoxy-7-methyl-2,3-dihydro-furo[3,2-g]chromen-5-one

6-hydroxy-4,7-dimethoxy-5-acetoacetylbenzofuran

Downstream raw materials:

2-benzoyl-3-methyl-4,8-dimethoxybenzo<1,2-b:5,4-b>difuran-2,6-dione

(4,8-dimethoxy-3-methyl-benzo[1,2-b;5,4-b']difuran-2-yl)-(4-methoxy-phenyl)-ketone

1-[6-(2-dimethylamino-ethoxy)-4,7-dimethoxy-benzofuran-5-yl]-ethanone

(9-methoxy-7-methyl-5-oxo-5H-furo[3,2-g]chromen-4-yloxy)-acetic acid

Refernces

• 1、 Geissman. "-". . p. 1498. Retrieved 1949.
• 2、 Yamashita,Toy,Scahill. "Synthesis of khellin and its analogues via chromium carbene complexes". . p. 3625 - 3634. Retrieved 2007/10/02.
• 3、 -. "Synthesis of precursors of anti-atherosclerotic furochromones". . . Retrieved 2008/06/13.