ChemicalBook--->CAS DataBase List--->29106-49-8

29106-49-8

29106-49-8 Structure

29106-49-8 Structure
IdentificationBack Directory
[Name]

PROCYANIDIN B2
[CAS]

29106-49-8
[Synonyms]

PROCYANIDIN B2
Procyanidol B2
PROCYANIDIN B1(P)
PROCYANIDIN B2(RG)
PROCYANIDINDIMERB2
Proanthocyanidin B2
(4→8)-Procyanidin B2
Procyanidin B2, >99%
Procyanidin Impurity 3
PROCYANIDIN B2 USP/EP/BP
4,8'-BI-[(+)-EPICATECHIN]
EPICATECHIN(4B-8)EPICATECHIN
EPICATECHIN(4BETA->8)EPICATECHIN
CIS,CIS'-4,8'-BI(3,3',4',5,7-PENTAHYDROXYFLAVANE)
4,8-Bi-[(+)-epicatechin], cis,cis-4,8-Bi(3,3μ,4μ,5,7-pentahydroxyflavane)
(2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-4,8'-bichroman-3,3',5,5',7,7'-hexol
Procyanidin B2,4,8″-Bi-[(+)-epicatechin], cis,cis″-4,8″-Bi(3,3′,4′,5,7-pentahydroxyflavane)
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,2R,3R,3R,4R)-
(2R,3R,4R,2'R,3'R)-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'R,4R)-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'R,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
(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
[EINECS(EC#)]

-0
[Molecular Formula]

C30H26O12
[MDL Number]

MFCD01861513
[MOL File]

29106-49-8.mol
[Molecular Weight]

578.52
Chemical PropertiesBack Directory
[Melting point ]

197-198℃
[Boiling point ]

955.3±65.0 °C(Predicted)
[density ]

1.705
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

9.29±0.60(Predicted)
[color ]

Light Red to Brown
[Stability:]

Hygroscopic
[InChIKey]

XFZJEEAOWLFHDH-NFJBMHMQSA-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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Procyanidin B2 is a selective protein kinase C inhibitor and was also found to promote hair epithelial cell growth and stimulate anagen induction. Procyanidin B2 extracted from apples have also shown anti-inflammatory activities.
[Definition]

ChEBI: Procyanidin B2 is a proanthocyanidin consisting of two molecules of (-)-epicatechin joined by a bond between positions 4 and 8' in a beta-configuration. Procyanidin B2 can be found in Cinchona pubescens (Chinchona, in the rind, bark and cortex), in Cinnamomum verum (Ceylon cinnamon, in the rind, bark and cortex), in Crataegus monogyna (Common hawthorn, in the flower and blossom), in Uncaria guianensis (Cat's claw, in the root), in Vitis vinifera (Common grape vine, in the leaf), in Litchi chinensis (litchi, in the pericarp), in the apple, in Ecdysanthera utilis and in red wine. It has a role as a metabolite and an antioxidant. It is a hydroxyflavan, a proanthocyanidin, a biflavonoid and a polyphenol. It is functionally related to a (-)-epicatechin.
[Biological Activity]

Polyphenolic plant compound th at exhibits anti-inflammatoryanti-cancerantiviraland antioxidant properties.

Procyanidin B2 is a polyphenolic plant compound th at exhibits anti-inflammatoryanti-cancerantiviraland antioxidant properties. Procyanidin B2 attenuates dyslipidemiahyperglycemiaand oxidative stress in individuals with metabolic syndrome. Apparentlyit reduces fatty liver by remodeling intestinal flora in a high-fat-cholesterol diet fed rabbits.
[storage]

Store at -20℃
Spectrum DetailBack Directory
[Spectrum Detail]

PROCYANIDIN B2(29106-49-8)1HNMR
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