Albireodelphin A

Base Information

• Chemical Name: Albireodelphin A
• CAS No.: 190511-77-4
• Molecular Formula: C₄₂H₄₇O₂₅
• Molecular Weight: 951.82
• DSSTox Substance ID: DTXSID90172528
• Wikidata: Q27149520
• Mol file: 190511-77-4.mol

Synonyms:3,3'-di-O-glucopyranosyl-5-O-(6-O-caffeoylglucopyranosyl)delphinidin;albireodelphin A

Chemical Property of Albireodelphin A

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 418.50000
• Density: g/cm³
• LogP: -3.29070
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 24
• Rotatable Bond Count: 14
• Exact Mass: 951.24064198
• Heavy Atom Count: 67
• Complexity: 1610

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=CC4=[O+]C(=C(C=C34)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C(=C6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=CC4=[O+]C(=C(C=C34)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=C(C(=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O)O)O)O

Technology Process of Albireodelphin A

There total 3 articles about Albireodelphin A 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: 9.4%

gentiodelphin trifluoroacetate → bis-deacylgentiodelphin + 3,3'-di-O-β-D-glucopyranosyl-5-O-(6-O-caffeoyl-β-D-glucopyranosyl)delphinidin (190511-77-4) + 3,5-di-O-β-D-glucopyranosyl-3'-O-(6-O-caffeoyl-β-D-glucopyranosyl)delphinidin

Guidance literature:

With sodium hydroxide; In methanol; at 0 ℃; for 0.5h;

DOI:10.1016/S0031-9422(00)00049-2

Reference yield:

caffeic acid coenzyme A thiol ester (1021913-49-4) + bis-deacylgentiodelphin → 3,3'-di-O-β-D-glucopyranosyl-5-O-(6-O-caffeoyl-β-D-glucopyranosyl)delphinidin (190511-77-4)

Guidance literature:

With recombinant aromatic Eg₅AT acyltransferase from Gentiana triflora Pall; In aq. buffer; at 30 ℃; for 0.5h; pH=8; Reagent/catalyst; Enzymatic reaction;

DOI:10.1016/j.phytochem.2021.112727

Reference yield:

caffeic acid coenzyme A thiol ester (1021913-49-4) + bis-deacylgentiodelphin → gentiodelphin + 3,3'-di-O-β-D-glucopyranosyl-5-O-(6-O-caffeoyl-β-D-glucopyranosyl)delphinidin (190511-77-4)

Guidance literature:

With recombinant aromatic Gt5,3′ acyltransferase from Gentiana triflora Pall; In aq. buffer; at 30 ℃; for 0.5h; pH=8; Enzymatic reaction;

DOI:10.1016/j.phytochem.2021.112727

upstream raw materials:

caffeic acid coenzyme A thiol ester