Isobutyrylshikonin

Base Information

• Chemical Name: Isobutyrylshikonin
• CAS No.: 52438-12-7
• Molecular Formula: C20H22O6
• Molecular Weight: 358.39
• European Community (EC) Number: 932-567-3
• DSSTox Substance ID: DTXSID901316067
• Nikkaji Number: J156.604K
• Wikidata: Q27155026
• Metabolomics Workbench ID: 143557
• Mol file: 52438-12-7.mol

Synonyms:isobutyrylshikonin

Chemical Property of Isobutyrylshikonin

Chemical Property:

• Melting Point: 88 °C
• Boiling Point: 561.9±50.0 °C(Predicted)
• PKA: 7.05±0.20(Predicted)
• PSA: 100.90000
• Density: 1.269±0.06 g/cm3(Predicted)
• LogP: 3.32730
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 358.14163842
• Heavy Atom Count: 26
• Complexity: 641

Purity/Quality:

≥98% ^*data from raw suppliers

Isobutylshikonin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
• Isomeric SMILES: CC(C)C(=O)O[C@H](CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O

Technology Process of Isobutyrylshikonin

There total 3 articles about Isobutyrylshikonin 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: 14.0%

shikonin (517-89-5) + isobutyric Acid (79-31-2) → isobutyrylshikonin (52438-12-7,87562-78-5)

Guidance literature:

shikonin; With dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

With dmap; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

isobutyric Acid; In dichloromethane; at 0 - 20 ℃; for 22h; Inert atmosphere;

DOI:10.3390/ijms22052774

Reference yield:

(S)-5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione (517-88-4,517-89-5,11031-58-6,54952-43-1,85921-41-1) + isobutyric Acid (79-31-2) → isobutyrylalkannin (52438-12-7,87562-78-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 3h; ice cooling;

DOI:10.1021/np010599w

Reference yield:

shikonin (517-88-4,517-89-5,11031-58-6,54952-43-1,85921-41-1) + isobutyryl chloride (79-30-1) → isobutyrylshikonin (5162-00-5,52438-12-7,87562-78-5)

Guidance literature:

With hydrogenchloride; In benzene; 1.) 20 min, r.t., 2.) 50 deg C;

upstream raw materials:

shikonin

isobutyryl chloride

shikonin

isobutyric Acid