Cinnamtannin B2

Base Information

• Chemical Name: Cinnamtannin B2
• CAS No.: 88038-12-4
• Molecular Formula: C60H48O24
• Molecular Weight: 1153.03
• UNII: 99DGE65202
• ChEMBL ID: CHEMBL410924
• Metabolomics Workbench ID: 47871
• Wikidata: Q27155171
• Mol file: 88038-12-4.mol

Synonyms:Cinnamtannin B2;88038-12-4;99DGE65202;CHEBI:81229;(1R,5R,6R,7S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol;8,14-METHANO-2H,14H-1-BENZOPYRANO(7,8-D)(1,3)BENZODIOXOCIN-3,5,11,13,15-PENTOL, 2,8-BIS(3,4-DIHYDROXYPHENYL)-10-((2R,3R,4R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-3,5,7-TRIHYDROXY-2H-1-BENZOPYRAN-4-YL)-4-((2R,3R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-3,5,7-TRIHYDROXY-2H-1-BENZOPYRAN-8-YL)-3,4-DIHYDRO-, (2R,3R,4S,8R,14R,15R)-;8,14-Methano-2H,14H-1-benzopyrano[7,8-d][1,3]benzodioxocin-3,5,11,13,15-pentol, 2,8-bis(3,4-dihydroxyphenyl)-10-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-4-yl]-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-3,5,7-trihydroxy-2H-1-benzopyran-8-yl]-3,4-dihydro-, (2R,3R,4S,8R,14R,15R)-;CHEMBL410924;HY-N12221;CS-0895633;C17629;Q27155171;CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM CASSIA BARK);CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM VERUM BARK);CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC];CINNAMTANNIN B2 (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC];Epicatechin(4b->8)epicatechin(2b->7,4b->8)epicatechin(4b->8)epicatechin;(1R,5R,6R,7S,13R,21R)-5,13-bis(3,4-dihydroxyphenyl)-16-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-7-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2,8,10,15,17,19-hexaene-6,9,17,19,21-pentol;bis(3,4-dihydroxyphenyl)-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl][?]pentol;InChI=1/C60H48O24/c61-23-13-34(71)42-40(14-23)80-54(20-2-6-26(63)31(68)10-20)51(77)48(42)45-36(73)17-37(74)46-50-47-41(83-60(59(50)79,84-58(45)46)22-4-8-28(65)33(70)12-22)18-38(75)44-49(52(78)55(82-57(44)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15

Chemical Property of Cinnamtannin B2

Chemical Property:

• PSA: 430.52000
• LogP: 5.69130
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 19
• Hydrogen Bond Acceptor Count: 24
• Rotatable Bond Count: 6
• Exact Mass: 1152.25355239
• Heavy Atom Count: 84
• Complexity: 2280

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(=C2C3C(C(OC4=C3C(=CC5=C4C6C(C(O5)(OC7=C(C(=CC(=C67)O)O)C8C(C(OC9=CC(=CC(=C89)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)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(=CC5=C4[C@@H]6[C@H]([C@](O5)(OC7=C(C(=CC(=C67)O)O)[C@@H]8[C@H]([C@H](OC9=CC(=CC(=C89)O)O)C1=CC(=C(C=C1)O)O)O)C1=CC(=C(C=C1)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 Cinnamtannin B2

There total 3 articles about Cinnamtannin B2 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:

epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin (88057-90-3,100163-71-1) → 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) + Cinnamtannin B1 (88038-12-4) + cinnamtannin B-1 (88082-60-4)

Guidance literature:

With acetic acid; phenylmethanethiol; In ethanol; for 1.5h; Further byproducts given; Heating;

Reference yield:

epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin (88057-90-3,100163-71-1) + phenylmethanethiol (100-53-8) → proanthocyanidin A-2 4'-benzylthioether (50562-99-7,114612-76-9,140145-59-1) + 4β-benzylthioepicatechin (37064-35-0) + Cinnamtannin B1 (88038-12-4) + cinnamtannin B-1 (88082-60-4)

Guidance literature:

With acetic acid; In ethanol; for 1.5h; Further byproducts given; Heating;

Reference yield:

epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin (88057-90-3,100163-71-1) + phenylmethanethiol (100-53-8) → 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) + Cinnamtannin B1 (88038-12-4) + cinnamtannin B-1 (88082-60-4)

Guidance literature:

With acetic acid; In ethanol; for 1.5h; Further byproducts given; Heating;

upstream raw materials:

epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin

phenylmethanethiol

Downstream raw materials:

proanthocyanidin A-2 4'-benzylthioether

cinnamtannin B-1

C₅₂H₄₂O₁₈S

(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

Refernces