Summary

IMPPAT Phytochemical identifier: IMPHY000622

Phytochemical name: Proanthocyanidin

Synonymous chemical names:
proanthocyandin, proanthocyanidin, proanthocyanidin-a-type, proanthocyanidins

External chemical identifiers:
CID:108065, SureChEMBL:SCHEMBL4747623

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Chemical structure information

SMILES:
COc1c(O)cc(cc1O)C1Oc2c(C[C@H]1O)c(O)cc(c2[C@@H]1[C@@H](O)[C@H](Oc2c1c(O)cc(c2)O)c1ccc(cc1)O)O

InChI:
InChI=1S/C31H28O12/c1-41-31-20(37)6-13(7-21(31)38)28-22(39)10-16-17(34)11-19(36)25(30(16)43-28)26-24-18(35)8-15(33)9-23(24)42-29(27(26)40)12-2-4-14(32)5-3-12/h2-9,11,22,26-29,32-40H,10H2,1H3/t22-,26-,27-,28?,29-/m1/s1

InChIKey:
JPFCOVZKLAXXOE-XBNSMERZSA-N

DeepSMILES:
COccO)cccc6O)))COccC[C@H]6O)))cO)ccc6[C@@H][C@@H]O)[C@H]Occ6cO)ccc6)O)))))))cccccc6))O)))))))))O

Functional groups:
CO, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc(C2CC(c3cccc4c3OC(c3ccccc3)CC4)c3ccccc3O2)cc1

Scaffold Graph/Node level:
C1CCC(C2CC(C3CCCC4CCC(C5CCCCC5)OC43)C3CCCCC3O2)CC1

Scaffold Graph level:
C1CCC(C2CCC3CCCC(C4CC(C5CCCCC5)CC5CCCCC54)C3C2)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: Flavan-3-ols, Proanthocyanins

NP-Likeness score: 2.042

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Chemical structure download