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Procyanidin B6

CAT: 0804-HY-N12984Size: InquireDry Ice: NoHazardous: No
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CAT#:0804-HY-N12984Size:Inquire
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CAS Number
12798-58-2
UNSPSC Description
Procyanidin B6 is a procyanidin that can be isolated from the bark of Solix sieboldiana[1].
Target Antigen
Others
Type
Natural Products
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/procyanidin-b6.html
Smiles
O[C@H]1[C@H](C2=C(O)C=C(O[C@H](C3=CC(O)=C(C=C3)O)[C@H](C4)O)C4=C2O)C5=C(O)C=C(O)C=C5O[C@@H]1C6=CC(O)=C(C=C6)O
Molecular Weight
578.52
References & Citations
[1]Feng-Lin Hsu; et al. Acylated flavanols and procyanidins from Salix sieboldiana.1985, 24(9):2089-2092.
Shipping Conditions
Room temperature
Clinical Information
No Development Reported

Chemical Information

Procyanidin B6

Procyanidin B6 is a proanthocyanidin consisting of two molecules of (+)-catechin joined by a bond between positions 4 and 6' in alpha-configuration. Procyanidin B6 is isolated from leaves and fruit of cowberry Vaccinium vitis-idaea and other plants. It can also be found in grape seeds and in beer. It has a role as a metabolite. It is a proanthocyanidin, a biflavonoid and a hydroxyflavan. It is functionally related to a (+)-catechin.

CAS Number12798-58-2
PubChem CID474540
IUPAC Name(2R,3S)-2-(3,4-dihydroxyphenyl)-6-[(2R,3S,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 FormulaC30H26O12
Molecular Weight578.5
XLogP2.4
Topological Polar Surface Area221
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count12
Rotatable Bond Count3
Heavy Atom Count42
Formal Charge0
Complexity925
SMILES
C1[C@@H]([C@H](OC2=C1C(=C(C(=C2)O)[C@H]3[C@@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)C6=CC(=C(C=C6)O)O)O
InChI
InChI=1S/C30H26O12/c31-13-7-19(36)24-23(8-13)42-30(12-2-4-16(33)18(35)6-12)28(40)26(24)25-20(37)10-22-14(27(25)39)9-21(38)29(41-22)11-1-3-15(32)17(34)5-11/h1-8,10,21,26,28-40H,9H2/t21-,26-,28-,29+,30+/m0/s1
InChIKey
GMISZFQPFDAPGI-ZBRHZRBFSA-N
Chemical Structure
2D Structure
2D structure of Procyanidin B6
CAS: 12798-58-2
CID: 474540
Formula: C30H26O12
MW: 578.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight578.5
XLogP32.4
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count12
Rotatable Bond Count3
Exact Mass578.14242626
Monoisotopic Mass578.14242626
Topological Polar Surface Area221 Ų
Heavy Atom Count42
Formal Charge0
Complexity925
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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