Idaein

Base Information

• Chemical Name: Idaein
• CAS No.: 27661-36-5
• Molecular Formula: C₂₁H₂₁O₁₁*Cl
• Molecular Weight: 484.844
• Hs Code.: 2938900000
• UNII: FC7L938Y12
• Wikipedia: Ideain
• Metabolomics Workbench ID: 55655
• ChEMBL ID: CHEMBL591992
• Mol file: 27661-36-5.mol

Synonyms:2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl beta-D-galactopyranoside chloride;Cy3-gal;cyanidin 3-galactoside

Chemical Property of Idaein

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 193.44000
• Density: g/cm³
• LogP: -2.61400
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 484.0772392
• Heavy Atom Count: 33
• Complexity: 623

Purity/Quality:

≥98% ^*data from raw suppliers

Cyanidin-3-O-galactoside chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O.[Cl-]
• Isomeric SMILES: C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O)O)O.[Cl-]
• Uses: Idaein chloride (Cyanidin 3-O-galactoside) is a glycoside derivative of cyanidin, a potent inhibitor of the epidermal growth-factor receptor, used in comparative analysis of anti-EGF activity in cancer cells. An anthocyanin responsible for red pigment in fruits and berries. It is an antioxidant, protecting the cell against damage from SOD.

Technology Process of Idaein

There total 7 articles about Idaein 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: 95.0%

2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3′,4′-diphenylmethylenedioxyacetophenone (917379-91-0) + 2,4-diacetoxyl-6-hydroxybenzaldehyde (164329-24-2) → cyanidin-3-glucoside chloride (7084-24-4,27661-36-5,27214-71-7)

Guidance literature:

2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3′,4′-diphenylmethylenedioxyacetophenone; 2,4-diacetoxyl-6-hydroxybenzaldehyde; With hydrogenchloride; In ethyl acetate; at 20 ℃;

With benzophenone; In ethyl acetate;

With hydrogenchloride; methanol; sodium hydroxide; water; more than 3 stages;

Reference yield:

cyanidin-3-O-β-D-rutinoside hemiacetal → L-Rhamnose (3615-41-6,478518-52-4) + cyanidin-3-glucoside chloride (7084-24-4,27661-36-5,27214-71-7)

Guidance literature:

Acidic conditions;

DOI:10.1007/s10600-008-9156-2

Reference yield:

2-formyl-3,5-dihydroxyphenyl benzoate (32292-78-7) → cyanidin-3-glucoside chloride (7084-24-4,27661-36-5,27214-71-7)

Guidance literature:

With ethyl acetate; Einleiten von Chlorwasserstoff, Erwaermen des Reaktionsprodukts mit wss. Natronlauge und Behandeln mit wss. Salzsaeure;

upstream raw materials:

2-formyl-3,5-dihydroxyphenyl benzoate

2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3′,4′-diphenylmethylenedioxyacetophenone

2,4-diacetoxyl-6-hydroxybenzaldehyde

cyanidin 3-glucoside

Downstream raw materials:

cyanidin 3-glucoside

C₂₇H₂₉O₁₇⁽¹⁺⁾

C₂₇H₂₉O₁₇⁽¹⁺⁾

C₂₇H₂₉O₁₇⁽¹⁺⁾

Refernces

• 1、 -. "COMPOSITIONS INCLUDING ANTHOCYANIN OR ANTHOCYANIDIN FOR THE PREVENTION OR TREATMENT OF ARTICULAR CARTILAGE-ASSOCIATED CONDITIONS". . . Retrieved 2010/08/08.
• 2、 -. "METHOD FOR THE SYNTHESIS OF ANTHOCYANINS". Page/Page column 17; 25-26. . Retrieved 2008/06/13.