Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID010808

Phytochemical name: Xanthohumol

Synonymous chemical names:
xanthohumol, Xanthohumol

External chemical identifiers:
CID:CID_639665, ChEMBL:CHEMBL253896, ChEBI:CHEBI:66331, ZINC:ZINC000005158937, FDASRS:T4467YT1NT, SureChEMBL:SCHEMBL143683, MolPort-001-740-284

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Chemical structure information

SMILES:
COc1cc(O)c(c(c1C(=O)/C=C/c1ccc(cc1)O)O)CC=C(C)C

InChI:
InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+

InChIKey:
ORXQGKIUCDPEAJ-YRNVUSSQSA-N

DeepSMILES:
COcccO)ccc6C=O)/C=C/cccccc6))O)))))))))O))CC=CC)C

Functional groups:
cOC, cO, c/C=C/C(c)=O, CC=C(C)C

Link to spectral information:
MSBNK-MPI_for_Chemical_Ecology-CE000112, MSBNK-MPI_for_Chemical_Ecology-CE000111, MSBNK-MPI_for_Chemical_Ecology-CE000110, MSBNK-MPI_for_Chemical_Ecology-CE000109, MSBNK-IPB_Halle-PB005729, MSBNK-IPB_Halle-PB005728, MSBNK-IPB_Halle-PB005727, MSBNK-MPI_for_Chemical_Ecology-CE000108, MSBNK-IPB_Halle-PB004942, MSBNK-IPB_Halle-PB004941, MSBNK-IPB_Halle-PB004923, MSBNK-IPB_Halle-PB004922, MSBNK-IPB_Halle-PB004921, MSBNK-BS-BS003122, MSBNK-BS-BS003121, MSBNK-IPB_Halle-PB004943

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)c1ccccc1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)C1CCCCC1

Scaffold Graph level:
CC(CCC1CCCCC1)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Linear 1,3-diarylpropanoids

ClassyFire Subclass: Chalcones and dihydrochalcones

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Flavonoids

NP Classifier Class: Chalcones

NP-Likeness score: 1.633

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Chemical structure download