8-((5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-(3,4,5-trihydroxyphenylcarbonyloxy)chroman-8-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate

Base Information

• Chemical Name: 8-((5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-(3,4,5-trihydroxyphenylcarbonyloxy)chroman-8-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate
• CAS No.: 126737-60-8
• Molecular Formula: C45H36 O22
• Molecular Weight: 928.768
• DSSTox Substance ID: DTXSID501101680
• Nikkaji Number: J260.072B
• ChEMBL ID: CHEMBL352057
• Mol file: 126737-60-8.mol

Synonyms:126737-60-8;CHEMBL352057;SCHEMBL12419509;DTXSID501101680;(2R,2'R,3R,3'R)-8,8'-Methylenebis(5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-8,3-diyl) bis(3,4,5-trihydroxybenzoate);[(2R,3R)-8-[[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)chroman-8-yl]methyl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate;1,1'-[Methylenebis[(2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-8,3-diyl]] bis(3,4,5-trihydroxybenzoate);8-((5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-(3,4,5-trihydroxyphenylcarbonyloxy)chroman-8-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate

Chemical Property of 8-((5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-(3,4,5-trihydroxyphenylcarbonyloxy)chroman-8-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate

Chemical Property:

• PSA: 394.74000
• LogP: 4.37060
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 10
• Exact Mass: 928.16982277
• Heavy Atom Count: 67
• Complexity: 1530

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(=C2CC3=C(C=C(C4=C3OC(C(C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
• Isomeric SMILES: C1[C@H]([C@H](OC2=C1C(=CC(=C2CC3=C(C=C(C4=C3O[C@@H]([C@@H](C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O

Technology Process of 8-((5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-(3,4,5-trihydroxyphenylcarbonyloxy)chroman-8-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate

There total 6 articles about 8-((5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-(3,4,5-trihydroxyphenylcarbonyloxy)chroman-8-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate 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: 81.0%

C157H132O22 → oolonghomobisflavan A (126737-60-8)

Guidance literature:

With 5% Pd(OH)₂/C; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 10h;

DOI:10.1055/s-0037-1610707

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (-)-epigallocathechin gallate (2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0,989-51-5) → oolong homobisflavan-trimer 1 + oolong homobisflavan C (126716-06-1) + oolonghomobisflavan A (126737-60-8) + oolonghomobisflavan B (176107-91-8)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 1h;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (-)-epigallocathechin gallate (2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0,989-51-5) → oolong homobisflavan-trimer 1 + (2R,3R)-8-(((2R,3R)-8-(((2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-2-(3,4,5-trihydroxyphenyl)chroman-6-yl)methyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-2-(3,4,5-trihydroxyphenyl)chroman-6-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate (1208862-36-5) + (2R,3R)-8-(((2R,3R)-6-(((2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-2-(3,4,5-trihydroxyphenyl)chroman-6-yl)methyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-2-(3,4,5-trihydroxyphenyl)chroman-8-yl)methyl)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl 3,4,5-trihydroxybenzoate (1208862-37-6) + (2R,2'R,3R,3'R)-8,8'-(2R,2'R,3R,3'R)-8,8'-methylenebis(5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-2-(3,4,5-trihydroxyphenyl)chroman-8,6-diyl)bis(methylene)bis(5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-8,3-diyl) bis(3,4,5-trihydroxybenzoate) (1208862-35-4) + oolonghomobisflavan A (126737-60-8) + oolonghomobisflavan B (176107-91-8)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 4h;

upstream raw materials:

epicatechin 3-O-gallate-(4β->6)-epigallocatechin 3-O-gallate

formaldehyd

(-)-epigallocathechin gallate

Downstream raw materials:

3,4,5-trihydroxybenzoic acid

C₃₁H₂₈O₁₄

Refernces

• 1、 -. "GLUCOSYLTRANSFERASE INHIBITOR COMPRISING EPIGALLOCATECHIN GALLATE POLYMER AS ACTIVE INGREDIENT". Page/Page column 11-16. . Retrieved 2011/06/24.
• 2、 -. "NOVEL EPIGALLOCATECHIN GALLATE TRIMER AND ALPHA-GLUCOSIDASE INHIBITOR CONTAINING EPIGALLOCATECHIN GALLATE POLYMER". Page/Page column 5. . Retrieved 2011/08/03.