GRAPESEEDSEXTRACT

Base Information

• Chemical Name: GRAPESEEDSEXTRACT
• CAS No.: 18206-61-6
• Molecular Formula: C₃₁H₂₈O₁₂
• Molecular Weight: 592.556
• European Community (EC) Number: 605-956-8
• Wikidata: Q82006361
• NCI Thesaurus Code: C68541
• Mol file: 18206-61-6.mol

Synonyms:Ouratea proanthocyanidin A;Proanthocyanidin A;[4,8'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol,2'-(3,5-dihydroxy-4-methoxyphenyl)-3,3',4,4'-tetrahydro-2-(4-hydroxyphenyl)-,[2R-[2a,3a,4b(2'R*,3'R*)]]-;[4,8''-Biflavan]-3,3'',3''',4',5,5'',5''',7,7''-nonol,4'''-methoxy-, cis-2,3,cis-2'',3''-(+)- (8CI);CCRIS 9188;Polyhydroxyflavan-3-ol;Proanthocyanidin (grape seed extract);Proanthocyanidins;

Chemical Property of GRAPESEEDSEXTRACT

Chemical Property:

• Appearance/Colour: Red to Brown Powder
• Vapor Pressure: 2.97E-31mmHg at 25°C
• Refractive Index: 1.76
• Boiling Point: 856.6°Cat760mmHg
• PKA: 9.20±0.15(Predicted)
• Flash Point: 471.9°C
• Density: 1.624g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 4
• Exact Mass: 592.15807632
• Heavy Atom Count: 43
• Complexity: 920

Purity/Quality:

99% ^*data from raw suppliers

(2R,2'R,3R,3'R,4R)-2'-(3,5-Dihydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)-[4,8'-bichroman]-3,3',5,5',7,7'-hexaol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1O)C2C(CC3=C(O2)C(=C(C=C3O)O)C4C(C(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)O)O)O
• Isomeric SMILES: COC1=C(C=C(C=C1O)C2[C@@H](CC3=C(O2)C(=C(C=C3O)O)[C@@H]4[C@H]([C@H](OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)O)O)O

Technology Process of GRAPESEEDSEXTRACT

There total 1 articles about GRAPESEEDSEXTRACT 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:

phenylmethanethiol (100-53-8) + epiafzelechin-(4β-8)-epiafzelechin-(4β-8)-4'-O-methyl-(-)-epigallocatechin → epiafzelechin-(4β-8)-benzylthioether (114653-49-5) + 4'-O-methylepigallocatechin (17291-05-3) + ourateaproanthocyanidin (18206-61-6)

Guidance literature:

With sulphurous acid; In ethanol; at 60 ℃;

DOI:10.1016/S0031-9422(00)90822-7

upstream raw materials:

phenylmethanethiol

Refernces

Synthesis of modified proanthocyanidins: Introduction of acyl substituents at C-8 of catechin. Selective synthesis of a C-4 → O → C-3 ether-linked procyanidin-like dimer

10.1016/j.bmcl.2004.11.046

The study focuses on the regioselective synthesis of modified proanthocyanidins by introducing acyl substituents at the C-8 position of (+)-catechin, leading to the creation of various catechin derivatives. These derivatives were utilized for further synthesis of modified proanthocyanidins, with a particular emphasis on the synthesis of a new 3-O-4 ether-linked procyanidin-like derivative. Key chemicals used in the study include tetra-O-benzyl catechin, penta-O-benzyl catechin, trifluoroacetic anhydride, and titanium tetrachloride (TiCl4) as a catalyst. These chemicals served various purposes, such as starting materials for the synthesis, reagents for acylation and electrophilic addition reactions, and a catalyst for the selective condensation reaction that led to the formation of the ether-linked procyanidin-like derivative. The study aimed to investigate the influence of substitution patterns on the behavior of these compounds in Lewis acid-catalyzed synthesis of naturally occurring procyanidins and to develop a new methodology for managing regiochemical features related to the dimerization reaction of flavan-3-ol monomers.

Tannins and related compounds. XXXV. Proanthocyanidins with a doubly linked unit from the root bark of Cinnamomum sieboldii Meisner

10.1248/cpb.33.4338

The research focused on the isolation and structural elucidation of proanthocyanidins from the root bark of Cinnamomum sieboldii Meisner, a plant belonging to the Lauraceae family. The purpose of the study was to determine the structures of proanthocyanidin trimers and to clarify the composition of higher oligomeric proanthocyanidins in this plant. The researchers used acid-catalyzed thiolytic degradation, proton and carbon-13 nuclear magnetic resonance analyses to establish the structures of the compounds. They isolated a trimer, two tetramers, and a pentamer, and demonstrated the presence of (-)-epicatechin, (+)-catechin, and known proanthocyanidins B-1, B-2, and B-5, among others. The conclusions highlighted that the root bark of C. sieboldii contains large amounts of proanthocyanidins with a doubly linked bisflavanoid (A-type) unit, accompanied by minor singly linked procyanidins, and that the composition of proanthocyanidins in C. sieboldii is similar to that in C. zeylanicum, which is of chemotaxonomical interest. The study also noted that proanthocyanidin trimers 1 and 9 have a sweet taste, contrasting with the astringent taste of other oligomeric proanthocyanidins.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 18206-61-6 GRAPESEEDSEXTRACT

Send

Send

Metric Ton KG G Pound L ML

Send

Send