1-Epi-castalagin

Base Information

• Chemical Name: 1-Epi-castalagin
• CAS No.: 24312-00-3
• Molecular Formula: C41H26 O26
• Molecular Weight: 934.642
• UNII: CE78QAZ4U2
• ChEMBL ID: CHEMBL451228
• Metabolomics Workbench ID: 140066,143387
• Nikkaji Number: J389.828H
• Wikidata: Q105270642
• Wikipedia: Castalagin
• Mol file: 24312-00-3.mol

Synonyms:castalagin;vescalagin;vescalagin, (33beta)-isomer;vescalene;vescalin

Chemical Property of 1-Epi-castalagin

Chemical Property:

• PKA: 4.07±0.40(Predicted)
• PSA: 455.18000
• Density: 2.034g/cm³
• LogP: 1.31800
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 26
• Rotatable Bond Count: 0
• Exact Mass: 934.07123093
• Heavy Atom Count: 67
• Complexity: 1960

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C3C4C(C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O
• Isomeric SMILES: C1[C@@H]2[C@H]([C@H]3[C@@H]4[C@H](C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O

Technology Process of 1-Epi-castalagin

There total 5 articles about 1-Epi-castalagin 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:

C46H28N2O27PolS2(1+)*Cl(1-) → castalagin (24312-00-3)

Guidance literature:

With water; In N,N-dimethyl-formamide; at 20 ℃; polyethylene glycol polyamide resin

DOI:10.1002/ejoc.201402444

Reference yield:

C41H25O25PolS → (-)-vescalin (19086-75-0,34112-28-2) + castalagin (24312-00-3)

Guidance literature:

With hydrogenchloride; trifluoroacetic acid; In tetrahydrofuran; at 40 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201402444

Reference yield:

C50H37N2O27S2(1+)*Cl(1-) → castalagin (24312-00-3) + castalagin (36001-47-5)

Guidance literature:

With water; at 20 ℃;

DOI:10.1002/ejoc.201402444

upstream raw materials:

ellagitannin

33-deoxy-33-carboxyvescalagin

Downstream raw materials:

ellagic acid

(-)-vescalin

1-deoxyvescalagin-(1β→8)-myrtillin

1-deoxyvescalagin-(1β→6)-myrtillin

Refernces

• 1、 Douat, Celine,Berni, Emanuela,Jacquet, Remi,Pouysegu, Laurent,Deffieux, Denis,Quideau, Stephane. "Protecting-group-free solid-phase anchoring of polyphenolic C-glucosidic ellagitannins and synthesis of 1-alkylamino-vescalagin derivatives". supporting information. p. 4963 - 4972. Retrieved 2014/08/18.