Cyanidin 3-O-glucoside

Base Information

• Chemical Name: Cyanidin 3-O-glucoside
• CAS No.: 7084-24-4
• Molecular Formula: C₂₁H₂₁O₁₁*Cl
• Molecular Weight: 484.844
• Hs Code.: 29389090
• European Community (EC) Number: 230-384-7
• UNII: 8X15R84UEM
• DSSTox Substance ID: DTXSID401028798
• Wikipedia: Chrysanthemin
• Wikidata: Q5114535
• Mol file: 7084-24-4.mol

Synonyms:cyanidin 3-O-beta-D-glucoside;cyanidin 3-O-glucoside;cyanidin-3,5-diglucoside;cyanidin-3-glucoside;cyanidin-3-O-beta-glucopyranoside;cyanidin-3-O-beta-glucoside

Chemical Property of Cyanidin 3-O-glucoside

Chemical Property:

• PSA: 193.44000
• LogP: -2.61400
• Storage Temp.: −20°C
• Solubility.: Acidic 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:

95%-98% ^*data from raw suppliers

Cyanidol 3-Glucoside ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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-]
• Recent ClinicalTrials: Tracing the Path of an Ingested Plant Pigment Through the Human Body
• Uses: Cyanidol 3-Glucoside is a anthocyanin that is naturally occurring in various fruits, vegetable and plants. Cyanidol 3-Glucoside is known to exhibit high antioxidant capacity and neuroprotective effect s by triggering mobilization of cellular free sialic acid and utilizing it as an additional biological antioxidant in brain neural cells. Cyanidol 3-Glucoside is a anthocyanin that is naturally occurring in various fruits, vegetable and plants. Cyanidol 3-Glucoside is known to exhibit high antioxidant capacity and neuroprotective effects by triggering mobilization of cellular free sialic acid and utilizing it as an additional biological antioxidant in brain neural cells.

Technology Process of Cyanidin 3-O-glucoside

There total 7 articles about Cyanidin 3-O-glucoside 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.