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procyanidin B3

Structure via PubChem · Public domain (PubChem)

EntityQ7247553· pop 6· linked from 25 articles

procyanidin B3

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chemical compound

Chemical data

Formula
C30H26O12
Molecular weight
578.5 g/mol
IUPAC name
(2R,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
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
InChIKey
XFZJEEAOWLFHDH-AVFWISQGSA-N
XLogP
2.4
Polar surface area
221 Ų
H-bond donors
10
H-bond acceptors
12
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
procyanidin
Mass
578.142426
Show 5 more facts
found in taxon
Vitis vinifera
chemical formula
C₃₀H₂₆O₁₂
isomeric 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
canonical SMILES
C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
has characteristic
bitterness
Sources (2)

via Wikidata · CC0

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via Wikidata sitelinks · CC0