Procyanidin B2
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Procyanidin B2
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CAS No:
29106-49-8
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Formula:
C30H26O12
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Chemical Name:
Procyanidin B2
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Synonyms:
[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′R,4R)-;[4,8′′-Biflavan]-3,3′,3′′,3′′′,4′,4′′′,5,5′′,7,7′′-decol,stereoisomer;[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-[2α,3α,4β(2′R*,3′R*)]]-;(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;Procyanidin B2;Procyanidol B2;Proanthocyanidin B2;(-)-Epicatechin-(4β→8)-(-)-epicatechin;(+)-Procyanidin B2;75923-52-3
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CAS No:
Description
Procyanidin B2 is a natural flavonoid, with anti-cancer, antioxidant activities.
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 derives from a (-)-epicatechin.
Characteristics
221
2.4
1.7±0.1 g/cm3
197-198 °C (decomp)
955.3°C at 760 mmHg
531.6±34.3 °C
1.803
2-8°C
Procyanidin B2 Use and Manufacturing
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.
Polyketides [PK] -> Flavonoids [PK12] -> Proanthocyanidins [PK1203]
Computed Properties
Molecular Weight:578.5
XLogP3:2.4
Hydrogen Bond Donor Count:10
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:3
Exact Mass:578.14242626
Monoisotopic Mass:578.14242626
Topological Polar Surface Area:221
Heavy Atom Count:42
Complexity:925
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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