Procyanidin B8

Base Information

Chemical Name:Procyanidin B8
CAS No.:12798-60-6
Molecular Formula:C₃₀H₂₆O₁₂
Molecular Weight:578.529
Hs Code.:
UNII:KW4926C35L
DSSTox Substance ID:DTXSID701028816
Nikkaji Number:J413.375G
Wikipedia:Procyanidin_B8
Wikidata:Q7247561
Metabolomics Workbench ID:134930
ChEMBL ID:CHEMBL451115

Synonyms:Procyanidin B8;Procyanidol B8;12798-60-6;KW4926C35L;UNII-KW4926C35L;CHEBI:75618;(+)-Catechin-(4alpha-6)-(-)-epicatechin;(2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol;Procyanidin B7;catechin-(4alpha->6)-epicatechin;(2R,2'R,3S,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro(4,6'-bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol;(4,6'-Bi-2H-1-benzopyran)-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3S,3'R,4R)-;(2R,2'R,3S,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro[4,6'-bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol;[4,6'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3S,3'R,4R)-;CHEMBL451115;DTXSID701028816;Catechin-(4.alpha.-->6)epicatechin;(2r,2'r,3s,3'r,4r)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2h,2'h-4,6'-bichromene-3,3',5,5',7,7'-hexol;Q7247561;(+)-CATECHIN-(4.ALPHA.-6)-(-)-EPICATECHIN;(2R,3S,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-6-yl]chromane-3,5,7-triol

Suppliers and Price of Procyanidin B8

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 6 raw suppliers

Chemical Property of Procyanidin B8

Chemical Property:

Boiling Point:1009.6±65.0 °C(Predicted)
PKA:9.29±0.60(Predicted)
PSA：220.76000
Density:1.705±0.06 g/cm3(Predicted)
LogP:2.99500
XLogP3:2.4
Hydrogen Bond Donor Count:10
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:3
Exact Mass:578.14242626
Heavy Atom Count:42
Complexity:925

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(=C(C(=C2)O)C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)C6=CC(=C(C=C6)O)O)O
Isomeric SMILES:C1[C@H]([C@H](OC2=C1C(=C(C(=C2)O)[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)C6=CC(=C(C=C6)O)O)O

Technology Process of Procyanidin B8

There total 12 articles about Procyanidin B8 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: 100.0%

: 1438268-60-0
C₉₃H₁₅⁽²⁾H₆₃BrClO₁₂

: 12798-57-1,12798-58-2,12798-59-3,12798-60-6,88314-65-2,99685-01-5,109582-68-5,109582-69-6,109582-70-9,121842-81-7,123051-09-2
[4,6]-2,3-trans-3,4-trans-(+)-catechin-(+)-catechin

Guidance literature:: C₉₃H₁₅⁽²⁾H₆₃BrClO₁₂; With 5 % Pd(OH)2 on carbon; hydrogen; In tetrahydrofuran; methanol; water; at 20 ℃; for 2.5h;

With hydrogen; triethylamine; In tetrahydrofuran; methanol; water; at 20 ℃; for 0.5h;
DOI:10.1039/c3cc41993b

Reference yield: 66.0%

: C₈₆H₄₆⁽²⁾H₂₈O₁₂

: 12798-57-1,12798-58-2,12798-59-3,12798-60-6,88314-65-2,99685-01-5,109582-68-5,109582-69-6,109582-70-9,121842-81-7,123051-09-2
[4,6]-2,3-trans-3,4-trans-(+)-catechin-(+)-catechin

Guidance literature:: With 5% Pd(OH)₂/C; hydrogen; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h;
DOI:10.1039/c4cc06390b

Reference yield: 65.0%

: [4,6]-2,3-trans-3,4-trans-2',3,5,7-tetra-O-benzyl-2''',3''',7”-tri(t-butyldimethylsilyloxy)-(+)-catechin-(+)-catechin

: 12798-57-1,12798-58-2,12798-59-3,12798-60-6,88314-65-2,99685-01-5,109582-68-5,109582-69-6,109582-70-9,121842-81-7,123051-09-2
[4,6]-2,3-trans-3,4-trans-(+)-catechin-(+)-catechin

Guidance literature:: [4,6]-2,3-trans-3,4-trans-2',3,5,7-tetra-O-benzyl-2''',3''',7”-tri(t-butyldimethylsilyloxy)-(+)-catechin-(+)-catechin; With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

With 20% palladium hydroxide-activated charcoal; hydrogen; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h; stereoselective reaction; Inert atmosphere;
DOI:10.3390/molecules23010205