Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID001049

Phytochemical name: Bergapten

Synonymous chemical names:
bergapten, psoralen, 5-methoxy, 5-methoxypsoralen, bergaptene, Bergapten, 5-methoxy-psoralen, 5-methoxy psoralen, majudin (bergapten)

External chemical identifiers:
CID:CID_2355, ChEMBL:CHEMBL24171, ChEBI:CHEBI:18293, ZINC:ZINC000000057731, FDASRS:4FVK84C92X, SureChEMBL:SCHEMBL50066, MolPort-000-880-879

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Chemical structure information

SMILES:
COc1c2ccc(=O)oc2cc2c1cco2

InChI:
InChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3

InChIKey:
BGEBZHIAGXMEMV-UHFFFAOYSA-N

DeepSMILES:
COccccc=O)oc6ccc%10cco5

Functional groups:
coc, cOC, c=O

Link to spectral information:
MSBNK-NaToxAq-NA001328, MSBNK-NaToxAq-NA001829, MSBNK-NaToxAq-NA001713, MSBNK-NaToxAq-NA001712, MSBNK-NaToxAq-NA001711, MSBNK-NaToxAq-NA001710, MSBNK-NaToxAq-NA001709, MSBNK-NaToxAq-NA001588, MSBNK-NaToxAq-NA001587, MSBNK-NaToxAq-NA001585, MSBNK-NaToxAq-NA001453, MSBNK-NaToxAq-NA001452, MSBNK-NaToxAq-NA001451, MSBNK-NaToxAq-NA001450, MSBNK-NaToxAq-NA001449, MSBNK-NaToxAq-NA001830, MSBNK-NaToxAq-NA001586, MSBNK-NaToxAq-NA001832, MSBNK-NaToxAq-NA001833, MSBNK-NaToxAq-NA001327, MSBNK-Washington_State_Univ-BML80817, MSBNK-Washington_State_Univ-BML80815, MSBNK-Washington_State_Univ-BML00719, MSBNK-Washington_State_Univ-BML00710, MSBNK-Washington_State_Univ-BML00701, MSBNK-NaToxAq-NA002067, MSBNK-NaToxAq-NA001831, MSBNK-NaToxAq-NA002066, MSBNK-NaToxAq-NA002064, MSBNK-NaToxAq-NA002063, MSBNK-NaToxAq-NA001951, MSBNK-NaToxAq-NA001950, MSBNK-NaToxAq-NA001949, MSBNK-NaToxAq-NA001948, MSBNK-NaToxAq-NA001947, MSBNK-NaToxAq-NA002065, MSBNK-NaToxAq-NA001326, MSBNK-NaToxAq-NA001584, MSBNK-NaToxAq-NA001324, MSBNK-NaToxAq-NA000816, MSBNK-MPI_for_Chemical_Ecology-CE000162, MSBNK-MPI_for_Chemical_Ecology-CE000161, MSBNK-MPI_for_Chemical_Ecology-CE000160, MSBNK-MPI_for_Chemical_Ecology-CE000158, MSBNK-LCSB-LU106806, MSBNK-LCSB-LU106805, MSBNK-NaToxAq-NA000817, MSBNK-LCSB-LU106804, MSBNK-LCSB-LU106801, MSBNK-IPB_Halle-PB006145, MSBNK-IPB_Halle-PB006144, MSBNK-IPB_Halle-PB006143, MSBNK-EPA-ENTACT_AGILENT000393, MSBNK-EPA-ENTACT_AGILENT000392, MSBNK-EPA-ENTACT_AGILENT000391, MSBNK-LCSB-LU106802, MSBNK-NaToxAq-NA000818, MSBNK-MPI_for_Chemical_Ecology-CE000159, MSBNK-NaToxAq-NA000820, MSBNK-NaToxAq-NA001201, MSBNK-NaToxAq-NA001200, MSBNK-NaToxAq-NA000819, MSBNK-NaToxAq-NA001198, MSBNK-NaToxAq-NA001197, MSBNK-NaToxAq-NA001074, MSBNK-NaToxAq-NA001073, MSBNK-NaToxAq-NA001072, MSBNK-NaToxAq-NA001199, MSBNK-NaToxAq-NA001325, MSBNK-NaToxAq-NA001070, MSBNK-NaToxAq-NA000945, MSBNK-NaToxAq-NA000944, MSBNK-NaToxAq-NA000943, MSBNK-NaToxAq-NA000942, MSBNK-NaToxAq-NA000941, MSBNK-NaToxAq-NA001071

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1ccc2cc3ccoc3cc2o1

Scaffold Graph/Node level:
OC1CCC2CC3CCOC3CC2O1

Scaffold Graph level:
CC1CCC2CC3CCCC3CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Coumarins and derivatives

ClassyFire Subclass: Furanocoumarins

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Coumarins

NP Classifier Class: Furocoumarins, Simple coumarins

NP-Likeness score: 1.039

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Chemical structure download