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| | Procyanidin B1 Basic information |
| Product Name: | Procyanidin B1 | | Synonyms: | Procyanidin B1, 97%, from Vitis vinifera Linn.;Procyanidin B1 [Epicatechin (4β→8) catechin];PROCYANIDIN B1;CIS,TRANS''-4,8''-BI-(3,3',4',5,7-PENTAHYDROXYFLAVANE);EPICATECHIN(4B-8)CATECHIN;EPICATECHIN(4BETA->8)CATECHIN;(2R,2'R,3R,3'S,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-4,8'-bichroman-3,3',5,5',7,7'-hexol;(2R,2'R,3R,3'S,4β)-3,3',4,4'-Tetrahydro-2α,2'α-bis(3,4-dihydroxyphenyl)-4,8'-bi[2H-1-benzopyran]-3,3',5,5',7,7'-hexol | | CAS: | 20315-25-7 | | MF: | C30H26O12 | | MW: | 578.52 | | EINECS: | | | Product Categories: | Catechins & Tannins;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract | | Mol File: | 20315-25-7.mol |  |
| | Procyanidin B1 Chemical Properties |
| Melting point | 231～232℃ | | Boiling point | 955.3±65.0 °C(Predicted) | | density | 1.705±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,2-8°C | | solubility | Acetone (Slightly), Ethanol (Slightly), Methanol (Slightly), Water (Slightly) | | form | neat | | pka | 9.29±0.60(Predicted) | | color | Pale Brown | | InChIKey | XFZJEEAOWLFHDH-UKWJTHFESA-N | | LogP | 0.300 (est) |
| Safety Statements | 24/25 | | WGK Germany | 3 | | F | 10-23 | | HS Code | 29329990 |
| | Procyanidin B1 Usage And Synthesis |
| Description | Procyanidin B1 is a polyphenol flavonoid existing as a dimer of (+)-catechin and (−)-epicatechin . It inhibits hepatitis C virus RNA replication (EC50 = 72 μM), while (+)-catechin and (−)-epicatechin do not, up to concentrations of 200 μM. Procyanidin B1 (10 μg/ml) prevents phosphorylation of ERK1/2 and the production of reactive oxygen species (ROS) in THP-1 cells. It decreases TNF-α, phosphorylated p38 MAPK, and NF-κB levels following LPS administration. | | Uses | Procyanidins B1 is a B type proanthocyanidins found in ceylon cinnamon and is known to exhibit anti-inflammatory effects. | | Definition | ChEBI: Procyanidin B1 is a proanthocyanidin consisting of (-)-epicatechin and (+)-catechin units joined by a bond between positions 4 and 8' respectively in a beta-configuration.. Procyanidin B1 can be found in Cinnamomum verum (Ceylon cinnamon, in the rind, bark or cortex), in Uncaria guianensis (cat's claw, in the root), and in Vitis vinifera (common grape vine, in the leaf) or in peach. It has a role as a metabolite, an EC 3.4.21.5 (thrombin) inhibitor and an anti-inflammatory agent. It is a hydroxyflavan, a proanthocyanidin, a biflavonoid and a polyphenol. It is functionally related to a (-)-epicatechin and a (+)-catechin. |
| | Procyanidin B1 Preparation Products And Raw materials |
| Raw materials | [4,8'-Bi-2H-1-benzopyran]-3,3'-diol, 2,2'-bis[3,4-bis(phenylmethoxy)phenyl]-3,3',4,4'-tetrahydro-5,5',7,7'-tetrakis(phenylmethoxy)-, (2R,2'R,3R,3'S,4R)--->[4,8':4',8''-Ter-2H-1-benzopyran]-3,3',3'',5,5',5'',7,7',7''-nonol, 2,2',2''-tris(3,4-dihydroxyphenyl)-3,3',3'',4,4',4''-hexahydro-, (2R,2'R,2''R,3R,3'S,3''S,4R,4'R)--->Benzoic acid, 3,4,5-trihydroxy-, (2R,2'R,3R,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-3',5,5',7,7'-pentahydroxy[4,8'-bi-2H-1-benzopyran]-3-yl ester-->5,7,3'',4''-Tetra-O-benzylepicatechin-->PROCYANIDIN B7-->L-Epicatechin-->(2R-trans)-2-[3,4-bis(phenylmethoxy)phenyl]-3,4-dihydro-5,7-bis(phenylmethoxy)-2H-1-benzopyran-3-ol-->Cianidanol-->Gallic acid |
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