| Identification | Back Directory | [Name]
PROCYANIDIN B1 | [CAS]
20315-25-7 | [Synonyms]
PROCYANIDIN B1
PROCYANIDIN B1(RG)
PROCYANIDINDIMERB1
PROCYANIDIN A2(SH)
Proanthocyanidin B1
(4→8)-Procyanidin B1
Procyanidin Impurity 2
PROCYANIDIN B1 USP/EP/BP
EPICATECHIN(4B-8)CATECHIN
EPICATECHIN(4BETA->8)CATECHIN
OligoMeric Proantho Cyanidins
Procyanidin B1, froM Vitis vinifera Linn.
Procyanidin B1 [Epicatechin (4β→8) catechin]
Procyanidin B1, 97%, from Vitis vinifera Linn.
CIS,TRANS''-4,8''-BI-(3,3',4',5,7-PENTAHYDROXYFLAVANE)
Procyanidin B1,cis,trans′′-4,8′′-Bi-(3,3′,4′,5,7-Pentahydroxyflavane)
(2R,2'R,3R,3'S,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-4,8'-bichroman-3,3',5,5',7,7'-hexol
2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol
2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]chromane-3,5,7-triol
(2R,3R,4R,2'R,3'S)-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-4,8'-bi(2H-1-benzopyran)-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
[4,8'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3R,3'S,4R)-
2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,4-dihydro-2H-chromene-3,5,7-triol | [Molecular Formula]
C30H26O12 | [MDL Number]
MFCD01861512 | [MOL File]
20315-25-7.mol | [Molecular Weight]
578.52 |
| Chemical Properties | Back Directory | [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 | [Major Application]
food and beverages | [InChIKey]
XFZJEEAOWLFHDH-UKWJTHFESA-N | [SMILES]
[C@H]1(C2=CC=C(O)C(O)=C2)OC2=CC(O)=CC(O)=C2[C@H](C2=C3O[C@H](C4=CC=C(O)C(O)=C4)[C@@H](O)CC3=C(O)C=C2O)[C@H]1O | [LogP]
0.300 (est) |
| Hazard Information | Back Directory | [Description]
Procyanidin B1 is a polyphenol flavonoid existing as a dimer of (+)-catechin (Item No. 70940) and (−)-epicatechin (Item No. 11807). It inhibits hepatitis C virus RNA replication (EC50 = 72 μM), while (+)-catechin and (−)-epicatechin do not, up to concentrations of 200 μM.1 Procyanidin B1 (10 μg/ml) prevents phosphorylation of ERK1/2 and the production of reactive oxygen species (ROS) in THP-1 cells.2 It decreases TNF-α, phosphorylated p38 MAPK, and NF-κB levels following LPS administration.3 | [Chemical Properties]
Pale yellow powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from grape seeds. | [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. | [References]
[1] SHENWEI LI. Procyanidin B1 purified from Cinnamomi cortex suppresses hepatitis C virus replication.[J]. Antiviral Chemistry and Chemotherapy, 2010, 20 6: 239-248. DOI: 10.3851/imp1597
[2] X TERRA. Procyanidin dimer B1 and trimer C1 impair inflammatory response signalling in human monocytes.[J]. Free Radical Research, 2011, 45 5: 611-619. DOI: 10.3109/10715762.2011.564165
[3] JING XING. Anti-inflammatory effect of procyanidin B1 on LPS-treated THP1 cells via interaction with the TLR4-MD-2 heterodimer and p38 MAPK and NF-κB signaling.[J]. Molecular and Cellular Biochemistry, 2015, 407 1-2: 89-95. DOI: 10.1007/s11010-015-2457-4 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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