5,7-dihydroxy-2-[3,4,6-trihydroxy-5-oxo-8-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-5H-benzo[7]annulen-1-yl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

Base Information

• Chemical Name: 5,7-dihydroxy-2-[3,4,6-trihydroxy-5-oxo-8-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-5H-benzo[7]annulen-1-yl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
• CAS No.: 28543-07-9
• Molecular Formula: C36H28O16
• Molecular Weight: 716.609
• Hs Code.: 29182900
• DSSTox Substance ID: DTXSID30951233
• ChEMBL ID: CHEMBL423795
• Mol file: 28543-07-9.mol

Synonyms:CHEMBL423795;DTXSID30951233;HY-N0244;MFCD03427514;AC-34092;AS-82712;CS-0008275;5,7-dihydroxy-2-[3,4,6-trihydroxy-5-oxo-8-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-5H-benzo[7]annulen-1-yl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate;Benzoic acid, 3,4,5-trihydroxy-, 2-(8-(3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-2-yl)-3,4,6-trihydroxy-5-oxo-5H-benzocyclohepten-1-yl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-(2alpha(2R*,3R*),3alpha))-

Chemical Property of 5,7-dihydroxy-2-[3,4,6-trihydroxy-5-oxo-8-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-5H-benzo[7]annulen-1-yl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.897
• Boiling Point: 1165.288 °C at 760 mmHg
• PKA: 6.55±0.20(Predicted)
• Flash Point: 370.612 °C
• PSA: 264.13000
• Density: 1.937 g/cm³
• LogP: 3.43860
• Storage Temp.: -20°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 5
• Exact Mass: 716.13773480
• Heavy Atom Count: 52
• Complexity: 1600

Purity/Quality:

95%-98% ^*data from raw suppliers

Theaflavin-3''-O-gallate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C(=CC(=C4O)O)C5C(CC6=C(C=C(C=C6O5)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O
• Isomeric SMILES: C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C(=CC(=C4O)O)[C@@H]5[C@@H](CC6=C(C=C(C=C6O5)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O
• Uses: Theaflavin-3''-O-gallate is a theaflavin found in black tea that has shown to induce apoptosis through promoting mitochondrial dysfunction in human prostate cancer cells.

Technology Process of 5,7-dihydroxy-2-[3,4,6-trihydroxy-5-oxo-8-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-5H-benzo[7]annulen-1-yl]-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

There total 3 articles about 5,7-dihydroxy-2-[3,4,6-trihydroxy-5-oxo-8-(3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)-5H-benzo[7]annulen-1-yl]-3,4-dihydro-2H-1-benzopyran-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: 14.0%

(-)-epicatechin gallate (863-03-6,10517-25-6,13445-34-6,17431-25-3,20819-16-3,25615-05-8,130405-40-2,1257-08-5) + (-)-epigallocathechin gallate (2596-50-1,4233-96-9,5127-64-0,19065-20-4,107965-88-8,137766-94-0,989-51-5) → theaflavin-3-gallate (28543-07-9)

Guidance literature:

With dihydrogen peroxide; horseradish peroxidase; In aq. phosphate buffer; acetone; for 2h; pH=6; Reagent/catalyst; Enzymatic reaction;

DOI:10.1016/j.tetlet.2014.07.092

Reference yield:

(-)-epicatechin gallate (863-03-6,10517-25-6,13445-34-6,17431-25-3,20819-16-3,25615-05-8,130405-40-2,1257-08-5) + epigallocatechin (970-73-0,1617-55-6,3371-27-5,13425-13-3,136892-45-0,970-74-1,98032-84-9) → theaflavin-3-gallate (28543-07-9)

Guidance literature:

With phosphate-citrate buffer; dihydrogen peroxide; horseradish peroxidase; In water; acetone; for 0.75h; pH=5.0;

DOI:10.1016/j.bmc.2003.10.024

Reference yield:

→ theaflavin-3-gallate (28543-07-9)

Guidance literature:

DOI:10.1016/S0040-4020(01)99386-X

upstream raw materials:

(-)-epicatechin gallate

epigallocatechin

(-)-epigallocathechin gallate