[Epicatechin-(4beta->8)]5-epicatechin

Base Information

• Chemical Name: [Epicatechin-(4beta->8)]5-epicatechin
• CAS No.: 88847-05-6
• Molecular Formula: C₉₀H₇₄O₃₆
• Molecular Weight: 1731.56
• DSSTox Substance ID: DTXSID20583143
• Metabolomics Workbench ID: 22120
• Nikkaji Number: J2.314.805F
• Wikidata: Q23048892
• Mol file: 88847-05-6.mol

Synonyms:[Epicatechin-(4beta->8)]5-epicatechin;88847-05-6;Cinnamtannin A4;Cinnamtannin III;SCHEMBL6861918;CHEBI:10150;CHEBI:81230;DTXSID20583143;PUBCHEM_16129623;[Epicatechin(4b->8)]5-epicatechin;LMPK12030007;Epicatechin-(4beta->8)5-epicatechin

Chemical Property of [Epicatechin-(4beta->8)]5-epicatechin

Chemical Property:

• XLogP3: 6.2
• Hydrogen Bond Donor Count: 30
• Hydrogen Bond Acceptor Count: 36
• Rotatable Bond Count: 11
• Exact Mass: 1730.3959787
• Heavy Atom Count: 126
• Complexity: 3610

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=CC(=C4C5C(C(OC6=C5C(=CC(=C6C7C(C(OC8=C(C(=CC(=C78)O)O)C9C(C(OC1=C(C(=CC(=C91)O)O)C1C(C(OC2=CC(=CC(=C12)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• Isomeric SMILES: C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=CC(=C4[C@@H]5[C@H]([C@H](OC6=C5C(=CC(=C6[C@@H]7[C@H]([C@H](OC8=C(C(=CC(=C78)O)O)[C@@H]9[C@H]([C@H](OC1=C(C(=CC(=C91)O)O)[C@@H]1[C@H]([C@H](OC2=CC(=CC(=C12)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O

Technology Process of [Epicatechin-(4beta->8)]5-epicatechin

There total 1 articles about [Epicatechin-(4beta->8)]5-epicatechin 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:

hexakis(5,7,3',4'-tetra-O-benzyl)epicatechin(4β,8)5-hexamer → epicatechin (4β,8)5-hexamer (88847-05-6)

Guidance literature:

With hydrogen; palladium(II) hydroxide/carbon; In tetrahydrofuran; methanol; water; for 0.833333h; under 750.075 Torr;

Reference yield:

epicatechin (4β,8)5-hexamer (88847-05-6) + phenylmethanethiol (100-53-8) → procyanidin B2 (29106-49-8) + 4β-benzylthioepicatechin (37064-35-0) + (2R,3R,4R)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-<(2R,3S,4S)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-benzylthioflavan-8-yl>flavan (68200-27-1) + procyanidin C1 (37064-30-5) + epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin (86631-39-2) + (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol (490-46-0)

Guidance literature:

acetic acid; In ethanol; for 5h; Product distribution; Heating; other reaction time;

DOI:10.1248/cpb.34.633

Reference yield:

acetic anhydride (108-24-7) + epicatechin (4β,8)5-hexamer (88847-05-6) → per-O-acetylepicatechin (4β,8)5-hexamer

Guidance literature:

With pyridine; at 20 ℃; for 52h;

DOI:10.1021/jo020393f

Downstream raw materials:

procyanidin B₂

4β-benzylthioepicatechin

(2R,3R,4R)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-<(2R,3S,4S)-2,3-cis-3,4-trans-3,5,7,3',4'-pentahydroxy-4-benzylthioflavan-8-yl>flavan

procyanidin C₁