Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID003332

Phytochemical name: Procyanidin B2

Synonymous chemical names:
(2r,2r,3s,3s,4s)-3,3,4,5,7-pentahydroxyflavan(4?8)-3,3,4,5,7-pentah+, Procyanidin dimer B2, Procyanidin B2, procyanidol b2, 3,3,4,5,7-pentahydroxyflavan(4?8)-3,4,5,7-tetrahydroxyflavan, procyanidin-b-2, procyanidins b2, procyanidin b2, Procyanidin B-2, procyanidin b-2, procyanidin dimer b2

External chemical identifiers:
CID:CID_122738, ChEMBL:CHEMBL38714, ChEBI:CHEBI:75632, ZINC:ZINC000026490614, FDASRS:L88HKE854X, SureChEMBL:SCHEMBL288579, MolPort-003-932-480

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Chemical structure information

SMILES:
Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O

InChI:
InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1

InChIKey:
XFZJEEAOWLFHDH-NFJBMHMQSA-N

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

Functional groups:
cO, CO, cOC

Link to spectral information:
MSBNK-RIKEN-PR305981, MSBNK-RIKEN-PR305939, MSBNK-RIKEN-PR305946, MSBNK-RIKEN-PR305953, MSBNK-RIKEN-PR305960, MSBNK-RIKEN-PR305967, MSBNK-RIKEN-PR305974, MSBNK-RIKEN-PR305988, MSBNK-RIKEN_ReSpect-PS045807, MSBNK-RIKEN-PR306002, MSBNK-RIKEN-PR308824, MSBNK-RIKEN-PR310520, MSBNK-RIKEN_ReSpect-PS045801, MSBNK-RIKEN_ReSpect-PS045802, MSBNK-RIKEN-PR305932, MSBNK-RIKEN_ReSpect-PS045808, MSBNK-RIKEN_ReSpect-PS045810, MSBNK-RIKEN-PR305995, MSBNK-RIKEN-PR305925, MSBNK-RIKEN-PR302308, MSBNK-RIKEN-PR302332, MSBNK-BS-BS003937, MSBNK-BS-BS003938, MSBNK-BS-BS003940, MSBNK-BS-BS003941, MSBNK-RIKEN-PR302338, MSBNK-RIKEN-PR100265, MSBNK-RIKEN-PR100690, MSBNK-RIKEN-PR302273, MSBNK-BS-BS003942, MSBNK-RIKEN-PR302285, MSBNK-RIKEN-PR302291, MSBNK-RIKEN-PR302296, MSBNK-RIKEN-PR302302, MSBNK-RIKEN-PR302314, MSBNK-RIKEN-PR302320, MSBNK-RIKEN-PR302326, MSBNK-RIKEN-PR302279, MSBNK-BS-BS003939

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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: Proanthocyanins

NP-Likeness score: 1.929

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Chemical structure download