procyanidin C1

Also known as Cinnamtannin A1, Proanthocyanidin C1, Procyanidol C1, [Epicatechin(4b->8)]2-epicatechin, Procyanidin trimer C1, Epicatechin-(4beta->8)-epicatechin-(4beta->8)-epicatechin, EC-(4b,8)-EC-(4b,8)-EC, [Epicatechin-(4beta->8)]2-epicatechin

chemical compound

Chemical data

Formula: C45H38O18
Molecular weight: 866.8 g/mol
IUPAC name: (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-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
SMILES: C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C(C(=CC(=C34)O)O)[C@@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O
InChIKey: MOJZMWJRUKIQGL-XILRTYJMSA-N
XLogP: 3.3
Polar surface area: 331 Å²
H-bond donors: 15
H-bond acceptors: 18
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: procyanidin
Mass: 866.205814

Show 5 more facts

chemical formula: C₄₅H₃₈O₁₈
found in taxon: Malus domestica
canonical SMILES: C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O
isomeric SMILES: C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C(C(=CC(=C34)O)O)[C@@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O
has characteristic: bitterness

Sources (2)

via Wikidata · CC0