Isofraxidin

Base Information

• Chemical Name: Isofraxidin
• CAS No.: 486-21-5
• Molecular Formula: C11H10O5
• Molecular Weight: 222.197
• Hs Code.: 29322090
• NSC Number: 324637
• UNII: 304915F056
• DSSTox Substance ID: DTXSID70197557
• Nikkaji Number: J292.917A
• Wikipedia: Isofraxidin
• Wikidata: Q15426264
• Metabolomics Workbench ID: 134979
• ChEMBL ID: CHEMBL451518
• Mol file: 486-21-5.mol

Synonyms:6,8-dimethoxy-7-hydroxy-coumarin;6,8-dimethoxy-7-hydroxycoumarin;7-hydroxy-6,8-dimethoxycoumarin;iso-fraxidin;isofraxidin

Chemical Property of Isofraxidin

Chemical Property:

• Vapor Pressure: 8.58E-09mmHg at 25°C
• Melting Point: >300°C(lit.)
• Refractive Index: 1.587
• Boiling Point: 452.1 °C at 760 mmHg
• PKA: 7.92±0.20(Predicted)
• Flash Point: 183.2 °C
• PSA: 68.90000
• Density: 1.358 g/cm³
• LogP: 1.51580
• Storage Temp.: ?20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 222.05282342
• Heavy Atom Count: 16
• Complexity: 301

Purity/Quality:

Isofraxidin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)C=CC(=O)O2)OC)O
• Uses: Isofraxidin is used as an anti-inflammatory compound. Inhibits pro-inflammatory cytokines.

Technology Process of Isofraxidin

There total 2 articles about Isofraxidin 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:

isofraxetin 6-O-β-D-glucopyranoside → Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + 5,6-dihydroxy-7-methoxycoumarin (50656-75-2) + 2-nonyl-4-hydroxyquinoline N-oxide (55396-45-7) + isofraxidin (486-21-5) + 4,4'-dianisylmethane (726-18-1) + 2,4'-dimethoxydiphenylmethane (30567-87-4) + 1-(6-hydroxy-2,3-dimethoxyphenyl)ethan-1-one (22248-13-1) + 2,4-bis(methoxycarbonylamino)toluene (6935-99-5) + toluene-2,6-bis(methyl) carbamate (20913-18-2) + 8'-dehydroxymethyl cleomiscosin A + Benzeneacetamide (103-81-1) + gomisin N (61281-37-6,66211-88-9,69176-52-9,82467-51-4,82467-52-5,82467-53-6,82467-54-7,64121-95-5) + uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + (+)-isoschizandrin + 6-methoxy-5′′-demethoxydaphneticin

Guidance literature:

With Angelica sinensis (Oliv_.) Diels callus; In methanol; for 168h;

DOI:10.1016/j.bmcl.2016.11.069

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 7,8-dihydroxy-6-methoxy-2H-1-benzopyran-2-one (574-84-5) → isofraxidin (486-21-5) + fraxidin (525-21-3)

Guidance literature:

With methanol; diethyl ether;

Reference yield: 99.0%

isofraxidin (486-21-5) + C22H44O2Si (1206911-12-7) → C33H52O6Si (1206911-17-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1002/ejoc.200901021

upstream raw materials:

diazomethane

7,8-dihydroxy-6-methoxy-2H-1-benzopyran-2-one

Downstream raw materials:

6,7,8-trimethoxy-2H-chromen-2-one

C₂₉H₄₀O₇

C₂₉H₄₀O₇

C₃₃H₅₂O₆Si

Refernces