Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID007626

Phytochemical name: Rotenone

Synonymous chemical names:
rotenone, Rotenone

External chemical identifiers:
CID:CID_6758, ChEMBL:CHEMBL429023, ChEBI:CHEBI:28201, ZINC:ZINC000003860715, FDASRS:03L9OT429T, SureChEMBL:SCHEMBL42253, MolPort-002-507-351

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Chemical structure information

SMILES:
COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C[C@@H](Oc1cc2)C(=C)C

InChI:
InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1

InChIKey:
JUVIOZPCNVVQFO-HBGVWJBISA-N

DeepSMILES:
COcccccc6OC))))OC[C@@H][C@H]6C=O)ccO6)cC[C@@H]Oc5cc9))))C=C)C

Functional groups:
cOC, cC(=O)C, C=C(C)C

Link to spectral information:
MSBNK-RIKEN_NPDepo-NGA00770, MSBNK-Washington_State_Univ-BML82102, MSBNK-Washington_State_Univ-BML82101, MSBNK-Washington_State_Univ-BML82100, MSBNK-Washington_State_Univ-BML82103, MSBNK-Washington_State_Univ-BML00720, MSBNK-Washington_State_Univ-BML00711, MSBNK-Washington_State_Univ-BML00702, MSBNK-RIKEN_NPDepo-NGA00772, MSBNK-RIKEN_NPDepo-NGA00771, MSBNK-RIKEN_NPDepo-NGA00769, MSBNK-MPI_for_Chemical_Ecology-CE000116, MSBNK-MPI_for_Chemical_Ecology-CE000122, MSBNK-MPI_for_Chemical_Ecology-CE000121, MSBNK-MPI_for_Chemical_Ecology-CE000120, MSBNK-MPI_for_Chemical_Ecology-CE000119, MSBNK-MPI_for_Chemical_Ecology-CE000118, MSBNK-MPI_for_Chemical_Ecology-CE000117, MSBNK-IPB_Halle-PB005743, MSBNK-IPB_Halle-PB005742, MSBNK-IPB_Halle-PB005741, MSBNK-RIKEN_NPDepo-CB000307

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1c2ccc3c(c2OC2COc4ccccc4C12)CCO3

Scaffold Graph/Node level:
OC1C2CCC3OCCC3C2OC2COC3CCCCC3C21

Scaffold Graph level:
CC1C2CCC3CCCC3C2CC2CCC3CCCCC3C21

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Isoflavonoids

ClassyFire Subclass: Rotenoids

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Isoflavonoids

NP Classifier Class: Rotenoids

NP-Likeness score: 1.842

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Chemical structure download