Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID006074

Phytochemical name: Naringin

Synonymous chemical names:
Naringin, naringin

External chemical identifiers:
CID:CID_442428, ChEMBL:CHEMBL451532, ChEBI:CHEBI:28819, ZINC:ZINC000008143604, FDASRS:N7TD9J649B, SureChEMBL:SCHEMBL23432, MolPort-001-742-592

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O

InChI:
InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

InChIKey:
DFPMSGMNTNDNHN-ZPHOTFPESA-N

DeepSMILES:
OC[C@H]O[C@@H]OcccO)ccc6)O[C@@H]CC6=O)))cccccc6))O)))))))))))))[C@@H][C@H][C@@H]6O))O))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O

Functional groups:
CO, CO[C@@H](C)OC, cO[C@@H](C)OC, cO, cOC, cC(=O)C

Link to spectral information:
MSBNK-IPB_Halle-PB005726, MSBNK-Washington_State_Univ-BML81786, MSBNK-Washington_State_Univ-BML81785, MSBNK-Washington_State_Univ-BML01179, MSBNK-Washington_State_Univ-BML01170, MSBNK-Washington_State_Univ-BML01161, MSBNK-Univ_Toyama-TY000029, MSBNK-RIKEN_ReSpect-PM000416, MSBNK-Washington_State_Univ-BML81788, MSBNK-MPI_for_Chemical_Ecology-CE000190, MSBNK-MPI_for_Chemical_Ecology-CE000189, MSBNK-MPI_for_Chemical_Ecology-CE000188, MSBNK-MPI_for_Chemical_Ecology-CE000187, MSBNK-MPI_for_Chemical_Ecology-CE000186, MSBNK-IPB_Halle-PB005725, MSBNK-IPB_Halle-PB000784, MSBNK-IPB_Halle-PB005723, MSBNK-IPB_Halle-PB005724, MSBNK-BS-BS003381, MSBNK-BS-BS003382, MSBNK-BS-BS003383, MSBNK-BS-BS003384, MSBNK-BS-BS003385, MSBNK-BS-BS003386, MSBNK-IPB_Halle-PB000785, MSBNK-IPB_Halle-PB000801, MSBNK-IPB_Halle-PB000802, MSBNK-IPB_Halle-PB000803, MSBNK-IPB_Halle-PB000804, MSBNK-IPB_Halle-PB005722, MSBNK-IPB_Halle-PB000783

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC(c2ccccc2)Oc2cc(OC3OCCCC3OC3CCCCO3)ccc21

Scaffold Graph/Node level:
OC1CC(C2CCCCC2)OC2CC(OC3OCCCC3OC3CCCCO3)CCC12

Scaffold Graph level:
CC1CC(C2CCCCC2)CC2CC(CC3CCCCC3CC3CCCCC3)CCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Flavonoids

ClassyFire Subclass: Flavonoid glycosides

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Flavonoids

NP Classifier Class: Flavanones

NP-Likeness score: 2.246

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Chemical structure download