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{{chembox {{chembox
| verifiedrevid = 423484890
| Watchedfields = changed
| Name = Procyanidin B2
| verifiedrevid = 410666400
| Reference =
| Name = Proanthocyanidin B2
| ImageFile = Structure_of_Procyanidin_B2.png
| Reference =
| ImageName = Chemical structure of procyanidin B2
| ImageFile = Procyanidin B2.svg
| ImageSize = 200px
| ImageName = Chemical structure of proanthocyanidin B2
| IUPACName = -(4→8)-
| ImageSize = 200px
| SystematicName = (2''R'',2′''R'',3''R'',3′''R'',4''R'')-2,2′-Bis(3,4-dihydroxyphenyl)-3,3′,4,4′-tetrahydro-2''H'',2′''H''--3,3′,5,5′,7,7′-hexol
| IUPACName =
| OtherNames = Procyanidin-B2<br>(−)-]-(4β→8)-(−)-epicatechin | OtherNames = Procyanidin-B2<br>(−)-]-(4β→8)-(−)-epicatechin
| Section1= {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = 29106-49-8 | CASNo = 29106-49-8
| CASOther = | CASNoOther =
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 122738
| UNII_Ref = {{fdacite|correct|FDA}}
| SMILES =
| UNII = L88HKE854X
| PubChem = 122738
| ChEBI = 75632
| SMILES = O1Cc2c(O)cc(O)c(3(O)(Oc4cc(O)cc(O)c34)c3ccc(O)c(O)c3)c2O1c1ccc(O)c(O)c1
| ChemSpiderID = 109417
| StdInChI = 1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
| StdInChIKey = XFZJEEAOWLFHDH-NFJBMHMQSA-N

}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>30</sub>H<sub>26</sub>O<sub>12</sub> | Formula = C<sub>30</sub>H<sub>26</sub>O<sub>12</sub>
| MolarMass = 578.52 g/mol | MolarMass = 578.52 g/mol
| Appearance=
| ExactMass = 578.142426 u
| Appearance= | Density=
| Density= | MeltingPtC=
| MeltingPtC= | BoilingPt=
| BoilingPt= | Solubility=
| Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}
'''Proanthocyanidin B2''' is a ] ((−)-]-(4β→8)-(−)-epicatechin). '''Procyanidin B2''' is a ]. Its structure is (−)-]-(4β→8)-(−)-epicatechin.

Procyanidin B2 can be found in '']'' (Chinchona: in the rind, bark, and cortex), in '']'' (Ceylon cinnamon: in the rind, bark, and cortex), in '']'' (Common hawthorn: in the flower and blossom), in '']'' (Cat's claw: in the root), in '']'' (Common grape vine: in the leaf),<ref></ref> in '']'' (litchi: in the pericarp),<ref name="Mouming"></ref> in the ],<ref></ref> and in '']''.<ref name="Lie-Chwen">{{cite journal|doi=10.1021/np010414l | volume=65 | issue=4 | title=Immunomodulatory Proanthocyanidins from Ecdysanthera u tilis | year=2002 | journal=Journal of Natural Products | pages=505–508 | vauthors=Lin LC | pmid=11975489}}</ref>

Procyanidin B2 can be converted into ] by radical oxidation using ] (DPPH) radicals under neutral conditions.<ref>{{cite journal | doi = 10.1016/S0040-4039(99)02097-3 | volume=41 | title=Conversion of procyanidin B-type (catechin dimer) to A-type: evidence for abstraction of C-2 hydrogen in catechin during radical oxidation | year=2000 | journal=Tetrahedron Letters | pages=485–488 | vauthors=Kondo K| issue=4 }}</ref>

Procyanidin B2 has been shown to inhibit the formation of the ]s ], ]&nbsp;(CML), and ]&nbsp;(MGO).<ref>{{cite journal |vauthors=Peng X, Ma J, Chao J, Sun Z, Chang RC, Tse I, Li ET, Chen F, Wang M | title=Beneficial effects of cinnamon proanthocyanidins on the formation of specific advanced glycation endproducts and methylglyoxal-induced impairment on glucose consumption| journal= Journal of Agricultural and Food Chemistry | volume=58 | issue=11 | year=2010 | pages=6692–6696 | pmid=20476737 | doi=10.1021/jf100538t}}</ref>


== See also ==
Proanthocyanidin B2 can be found in '']'' (Chinchona, in the rind, bark and cortex), in '']'' (Ceylon cinnamon, in the rind, bark and cortex), in '']'' (Common hawthorn, in the flower and blossom), in '']'' (Cat's claw, in the root), in '']'' (Common grape vine, in the leaf)<ref></ref>, in '']'' (litchi, in the pericarp)<ref name="Mouming"></ref>, in the ]<ref></ref>, and in '']''<ref name="Lie-Chwen"></ref>.
* ]


== References ==
Proanthocyanidin B2 has been shown to inhibit the formation of the ]s ], ]&nbsp;(CML), and ]&nbsp;(MGO).<ref>{{cite journal | author=Peng X, Ma J, Chao J, Sun Z, Chang RC, Tse I, Li ET, Chen F, Wang M | title=Beneficial effects of cinnamon proanthocyanidins on the formation of specific advanced glycation endproducts and methylglyoxal-induced impairment on glucose consumption| journal= JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | volume=58 | issue=11 | year=2010 | pages=6692–6696 | id= | pmid=20476737}}</ref>
{{reflist|2}}


{{procyanidin}}
==References==
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{{proanthocyanidin}}


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