Summary

IMPPAT Phytochemical identifier: IMPHY012333

Phytochemical name: Proanthocyanidin A2

Synonymous chemical names:
proanthocyanidin a-2, proanthocyanidin a₂, procyanidin a2

External chemical identifiers:
CID:124025, ChEMBL:CHEMBL286933, ChEBI:28472, ZINC:ZINC000004098619, FDASRS:UQN6668Q4R, SureChEMBL:SCHEMBL981582, MolPort-046-426-712

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Chemical structure information

SMILES:
Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc(c1c2O[C@@H]([C@@H](C1)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O

InChI:
InChI=1S/C30H24O12/c31-13-7-20(37)24-22(8-13)41-30(12-2-4-16(33)19(36)6-12)29(39)26(24)25-23(42-30)10-17(34)14-9-21(38)27(40-28(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,21,26-27,29,31-39H,9H2/t21-,26-,27-,29-,30+/m1/s1

InChIKey:
NSEWTSAADLNHNH-LSBOWGMISA-N

DeepSMILES:
OcccO)ccc6)O[C@@][C@@H][C@H]6ccO6)cccc6O[C@@H][C@@H]C6)O))cccccc6)O))O)))))))))O))))))O))cccccc6)O))O

Functional groups:
CO, cO, cOC, cO[C@@](c)(C)Oc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc(C2CCc3ccc4c(c3O2)C2CC(c3ccccc3)(Oc3ccccc32)O4)cc1

Scaffold Graph/Node level:
C1CCC(C2CCC3CCC4OC5(C6CCCCC6)CC(C6CCCCC6O5)C4C3O2)CC1

Scaffold Graph level:
C1CCC(C2CCC3CCC4CC5(C6CCCCC6)CC6CCCCC6C(C5)C4C3C2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Flavonoids

ClassyFire Subclass: Biflavonoids and polyflavonoids

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Flavonoids

NP Classifier Class: Proanthocyanins

NP-Likeness score: 2.154

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Chemical structure download