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ChemicalBook--->CAS DataBase List--->20315-25-7

20315-25-7

20315-25-7 Structure

20315-25-7 Structure
IdentificationBack 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 PropertiesBack 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
[InChIKey]

XFZJEEAOWLFHDH-UKWJTHFESA-N
[LogP]

0.300 (est)
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

3
[F ]

10-23
[HS Code ]

29329990
Hazard InformationBack 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. 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.
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