Summary

IMPPAT Phytochemical identifier: IMPHY000790

Phytochemical name: Proanthocyanidin A-6

Synonymous chemical names:
3-o-(4-hydroxybenzoyl)-(2r,3r)-3,3,4,5,7-pentahydroxyflavan

External chemical identifiers:
CID:45359583, ZINC:ZINC000067903315

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Chemical structure information

SMILES:
Oc1cc(O)c2c(c1)O[C@@]1([C@@H]([C@H]2c2c(O1)cc1c(c2O)C[C@H]([C@H](O1)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O

InChI:
InChI=1S/C30H24O12/c31-13-7-19(36)24-22(8-13)41-30(12-2-4-16(33)18(35)6-12)29(39)26(24)25-23(42-30)10-21-14(27(25)38)9-20(37)28(40-21)11-1-3-15(32)17(34)5-11/h1-8,10,20,26,28-29,31-39H,9H2/t20-,26-,28-,29-,30+/m1/s1

InChIKey:
BEPYKTSNKZMROV-FEEPWOQDSA-N

DeepSMILES:
OcccO)ccc6)O[C@@][C@@H][C@H]6ccO6)cccc6O))C[C@H][C@H]O6)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(C2CCc3cc4c(cc3O2)OC2(c3ccccc3)CC4c3ccccc3O2)cc1

Scaffold Graph/Node level:
C1CCC(C2CCC3CC4C(CC3O2)OC2(C3CCCCC3)CC4C3CCCCC3O2)CC1

Scaffold Graph level:
C1CCC(C2CCC3CC4C(CC3C2)CC2(C3CCCCC3)CC3CCCCC3C4C2)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: 2.144

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Chemical structure download