(6,7,8,11,12,13,22,23-Octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-21-yl) 3,4,5-trihydroxybenzoate

Base Information

• Chemical Name: (6,7,8,11,12,13,22,23-Octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-21-yl) 3,4,5-trihydroxybenzoate
• CAS No.: 23094-69-1
• Deprecated CAS: 1646808-35-6
• Molecular Formula: C27H22O18
• Molecular Weight: 634.461
• DSSTox Substance ID: DTXSID90865084
• Wikidata: Q104197843
• Wikipedia: Corilagin
• Mol file: 23094-69-1.mol

Synonyms:23094-69-1;SCHEMBL13242674;DTXSID90865084;BCP25487;beta-D-Glucopyranose, cyclic 3,6-[(1R)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1-(3,4,5-trihydroxybenzoate);HY-N0462;AKOS015965579;AC-8424;NCGC00388216-01;CS-0008989;NS00018359

Chemical Property of (6,7,8,11,12,13,22,23-Octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-21-yl) 3,4,5-trihydroxybenzoate

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >200°C dec
• Refractive Index: 1.88
• Boiling Point: 1297.4°Cat760mmHg
• PKA: 7.53±0.70(Predicted)
• Flash Point: 426.3°C
• PSA: 310.66000
• Density: 2.17g/cm³
• LogP: -0.29650
• Storage Temp.: -20°C Freezer
• Solubility.: H2O: soluble1mg/mL, clear, colorless
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 3
• Exact Mass: 634.08061385
• Heavy Atom Count: 45
• Complexity: 1090

Purity/Quality:

98% ^*data from raw suppliers

Corilagin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)O
• Description: Corilagin is a polyphenol and hydrolyzable tannin that can be isolated from a variety of plants. It inhibits squalene epoxidase (IC50 = 4.0 μM), a key enzyme in cholesterol synthesis. Corilagin also has various anti-inflammatory and anti-cancer effects.
• Uses: Thrombolytic Thrombolytic.

Technology Process of (6,7,8,11,12,13,22,23-Octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-21-yl) 3,4,5-trihydroxybenzoate

There total 24 articles about (6,7,8,11,12,13,22,23-Octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-21-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: 100.0%

C90H76O18 → corilagin (23094-69-1)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 15h;

DOI:10.1002/chem.202002753

Reference yield: 95.0%

geraniin (81905-83-1) → (R)-1,2,6-Trihydroxy-4,11-dioxo-4,8,9,11-tetrahydro-7H-5,12-dioxa-10-thia-7-aza-benzo[def]chrysene-8-carboxylic acid methyl ester (141968-72-1) + corilagin (23094-69-1)

Guidance literature:

With L-Cysteine methyl ester; ammonium formate; In water; acetonitrile; at 80 ℃;

Reference yield: 90.0%

C104H88O18 → corilagin (23094-69-1)

Guidance literature:

With hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 6h;

DOI:10.1021/ja803111z

upstream raw materials:

L-Cysteine methyl ester

geraniin

geraniin

L-cysteine methyl ester hydrochloride

Downstream raw materials:

corilagin undeca-acetate

dimethyl 4,4',5,5',6,6'-hexakis(benzyloxy)-[1,1'-biphenyl]-2,2'-dicarboxylate

corilagin nonamethyl ether

2,2-diphenyl-1-picrylhydrazine

Refernces

• 1、 Hatano, Tsutomu,Hori, Mami,Hemingway, Richard W.,Yoshida, Takashi. "Size exclusion chromatographic analysis of polyphenol-serum albumin complexes". . p. 817 - 823. Retrieved 2003.
• 2、 Yamada, Hidetoshi,Nagao, Kohei,Dokei, Kazutoyo,Kasai, Yusuke,Michihata, Naoki. "Total synthesis of (-)-corilagin". . p. 7566 - 7567. Retrieved 2008/12/22.