88082-60-4

Basic information

• Product Name: 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)-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,8S,14R,15R)-
• CAS NO: 88082-60-4
• Molecular Weight: 864.77
• Mol File: 88082-60-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 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)-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,8S,14R,15R)- (CAS DataBase Reference)
• NIST Chemistry Reference: 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)-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,8S,14R,15R)- (88082-60-4)
• EPA Substance Registry System: 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)-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,8S,14R,15R)- (88082-60-4)

Safety Data

• Hazardous Substances Data: 88082-60-4(Hazardous Substances Data)

Usage

General Description

The chemical "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)-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,8S,14R,15R)-" is a complex organic compound containing multiple benzene rings and hydroxyl groups. It has a unique molecular structure that includes a combination of benzopyran, benzodioxocin, and dihydroxyphenyl groups. The chemical is stereochemically characterized by the arrangement of its 2R, 3R, 4S, 8S, 14R, and 15R configurations. Due to its complexity, it may have potential applications in pharmaceuticals or other industries as a result of its intricate structure and properties.

Upstream product

• 494-90-6 menthofuran 
• 88038-15-7 epicatechin-(4β->6)-epicatechin-(2β->O->7, 4β->8)-epicatechin-(4β->8)-epicatechin 
• 100-53-8 phenylmethanethiol 
• 1235753-24-8 epicatechin-(4β->8,2β->O->7)-[epicatechin-(4β->8)-epicatechin-(4β->6)]-epicatechin-(4β->8)-epicatechin 
• 88057-90-3 epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin-(4β->8,2β->O->7)-epicatechin-(4α->8)-epicatechin 
• 88038-12-4 Cinnamtannin B₁ 
• 114586-49-1 cinnamtannin B₁ 4''-benzylthioether 

Downstream Products

• 50562-99-7 proanthocyanidin A-2 4'-benzylthioether 
• 490-46-0 (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol 
• 88037-98-3 6-bromo-3',4',5,7-tetra-O-methyl-(-)-epicatechin 
• 28712-36-9 8-bromo-5,7,3',4'-tetramethoxyepicatechin 
• 88038-00-0 6,8-dibromo-(-)-epicatechin 
• 88038-01-1 8-bromo-(-)-epicatechin 
• 88038-02-2 6-bromo-(-)-epicatechin 
• 41743-41-3 procyanidin A2 
• 55626-28-3 C₅₆H₅₈O₁₈ 
• 114612-77-0 epicatechin-(2β→O→7,4β→8)-ent-catechin-(4β→8)-epicatechin 
• 88038-10-2 C₄₅H₃₂Br₄O₁₈ 

Relevant articles and documents

Proanthocyanidin Tetramers and Pentamers from Cinnamomum verum Bark and Their Dentin Biomodification Bioactivities

To enable the further exploration of structure-activity relationships (SARs) of proanthocyanidins (PACs) with dentin biomodification abilities, Cinnamomum verum was selected for scaled-up purification of mixed A-/B-type, medium-size PAC oligomers. Sequential purification by centrifugal partition chromatography (CPC), Sephadex LH-20, and semiprep HPLC chromatography yielded four underivatized tetrameric (5-8) and two pentameric (9-10) PACs. Their unambiguous structural characterization involved extensive spectral and chemical degradation approaches to show that epicatechin units are connected by plant-specific combinations of doubly linked A- and singly linked B-type interflavanyl bonds. The biomechanical properties (via dynamic mechanical analysis) and physicochemical structure (via infrared spectroscopy) were assessed to evaluate the biomodification potency of PAC-treated collagen in a preclinical dentin model. This study revealed that (4→8) versus (4→6) bonds in PAC interflavan linkages have limited influence on biomechanical outcomes of dentin. By exhibiting a 25-fold increase in the complex modulus of treated dentin compared to control, aesculitannin E (5) was found to be the most potent PAC known to date for enhancing the mechanical properties of dentin in this preclinical model.

Annulation approach to doubly linked (A-type) oligocatechins: Syntheses of (+)-procyanidin A2 and (+)-cinnamtannin B1

The first stereoselective syntheses of doubly linked (A-type) oligocatechins, (+)-procyanidin A2 and (+)-cinnamtannin B1, have been achieved. Ethylenedioxy-bridged flavans served as excellent platforms, thus allowing annulation with

Tannins and Related Compounds. LIX. Aesculitannins, Novel Proanthocyanidins with Doubly-Bonded Structures from Aesculus hippocastanum L.

A chemical examination of the seed shells of Aesculus hyppocastanum L.has led to the isolation of proanthocyanidins A-6 (10) and A-7 (11), and aesculitannins A (12), B (13), C (14), D (15), E (16), F (17) and G (18).On the basis of chemical and spectroscopic evidence, proanthocyanidins A-6 (10) and A-7 (11) have been determined to be A-type dimers each possessing a C-4, C-6 interflavanoid linkage, while aesculitannins A (12), B (13), C (14), D (15), E (16), F (17) and G (18) have been characterized as oligomeric proanthocyanidins possessing A-type unit(s) in each molecule.In addition, the presence of (-)-epicatechin (1), proanthocyanidins B-5 (3), A-2 (4), A-4 (5) and C-1 (6), epicatechin-(4β->6)-epicatechin-(4β->6)-epicatechin (7), and cinnamtannins B1 (8) and B2 (9) was also demonstrated Keywords---Aesculus hippocastanum; Hippocastanaceae; aesculitannin; doubly-bonded proanthocyanidin; procyanidin; condensed tannin; flavan-3-ol; thiolytic degradation; epimerization; hydrogen peroxide oxidation