Procyanidin C2

Base Information

• Chemical Name: Procyanidin C2
• CAS No.: 37064-31-6
• Molecular Formula: C₄₅H₃₈O₁₈
• Molecular Weight: 866.786
• DSSTox Substance ID: DTXSID001028796
• Nikkaji Number: J283.592D
• Wikipedia: Procyanidin_C2
• Wikidata: Q15426987
• Mol file: 37064-31-6.mol

Synonyms:Procyanidin C2;Procyanidin trimer C2;catechin-(4alpha->8)-catechin-(4alpha->8)-catechin;(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol;SCHEMBL18732034;CHEBI:75644;GTPL12426;DTXSID001028796;37064-31-6;C-(4,8)-C-(4,8)-C;Q15426987;(2R,2'R,2''R,3S,3'S,3''S,4S,4'R)-2,2',2''-tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-2H,2'H,2''H-4,8':4',8''-terchromene-3,3',3'',5,5',5'',7,7',7''-nonol

Chemical Property of Procyanidin C2

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 15
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 5
• Exact Mass: 866.20581436
• Heavy Atom Count: 63
• Complexity: 1550

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O
• Isomeric SMILES: C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@@H]([C@H](OC4=C(C(=CC(=C34)O)O)[C@H]5[C@@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O

Technology Process of Procyanidin C2

There total 10 articles about Procyanidin C2 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: 92.0%

C129H110O18 (722457-47-8) → catechin-(4α <*> 8)-catechin-(4α <*> 8)-catechin (C2) (37064-31-6)

Guidance literature:

With hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol;

DOI:10.1055/s-2004-822905

Reference yield: 26.0%

procyanidin B3 (23567-23-9) + 4-benzylthioether of catechin (698998-85-5) → catechin-(4α <*> 8)-catechin-(4α <*> 8)-catechin (C2) (37064-31-6)

Guidance literature:

silver tetrafluoroborate; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(98)00454-2

Reference yield: 22.0%

4β-benzylthioepicatechin (37064-35-0) + catechin (154-23-4) → procyanidin B1 (20315-25-7) + arecatannin A-1 (23459-99-6,37064-31-6,65085-09-8,78655-09-1,87727-69-3,97233-64-2,97233-66-4,99297-48-0,102130-86-9,109430-55-9,115648-77-6,128779-43-1,79813-67-5)

Guidance literature:

dimethyl(methylthio)sulfonium tetrafluoroborate; In tetrahydrofuran; at -35 - -15 ℃; for 3h;

DOI:10.1016/S0040-4020(98)00454-2

upstream raw materials:

catechin

taxifolin

procyanidin B₃

4-benzylthioether of catechin

Downstream raw materials:

procyanidin B₁

catechin

4β-benzylthioepicatechin

(2R,3R,4R)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-<(2R,3S,4S)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-benzylthioflavan-8-yl>flavan