Procyanidin B2

CAT: 0572-TRC-P755830-1MGSize: 1 mgDry Ice: NoHazardous: No

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CAT#:0572-TRC-P755830-1MGSize:1 mg

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CAS Number

29106-49-8

Hazard Statement

Causes serious eye irritation

Purity

>95% (HPLC)

Smiles

O[C@@H]1Cc2c(O)cc(O)c([C@@H]3[C@@H](O)[C@H](Oc4cc(O)cc(O)c34)c5ccc(O)c(O)c5)c2O[C@@H]1c6ccc(O)c(O)c6

Molecular Formula

C30 H26 O12

Molecular Weight

578.52

InChI

InChI=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

Additionnal Information

IUPAC name: (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

Shipping Conditions

Room Temperature

Storage Conditions

-20°C

Chemical Information

Procyanidin B2

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 an antioxidant and a metabolite. It is a polyphenol, a proanthocyanidin, a biflavonoid and a hydroxyflavan. It is functionally related to a (-)-epicatechin.

CAS Number	29106-49-8
PubChem CID	122738
IUPAC Name	(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
Molecular Formula	C30H26O12
Molecular Weight	578.5
XLogP	2.4
Topological Polar Surface Area	221
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	3
Heavy Atom Count	42
Formal Charge	0
Complexity	925

SMILES

C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O

InChI

InChIKey

XFZJEEAOWLFHDH-NFJBMHMQSA-N

Chemical Structure

2D Structure

CAS: 29106-49-8

CID: 122738

Formula: C30H26O12

MW: 578.5

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
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 Å²
Heavy Atom Count	42
Formal Charge	0
Complexity	925
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Procyanidin B2

Chemical Information

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