Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID001551

Phytochemical name: Orientin

Synonymous chemical names:
orientin, Lutexin, lutexin, luteolin 8-c-glucoside, 4h-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-beta-d-glucopyranosyl-5,7-dihydroxy-, Orientin, orientin (8-c-beta-d-glucopyranosylluteolin), luteolin-8-c-glucoside (orientin)

External chemical identifiers:
CID:CID_5281675, ChEMBL:CHEMBL520866, ChEBI:CHEBI:7781, ZINC:ZINC000004098560, FDASRS:IAX93XCW6C, SureChEMBL:SCHEMBL25942, MolPort-006-823-878

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Chemical structure information

SMILES:
OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)O

InChI:
InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1

InChIKey:
PLAPMLGJVGLZOV-VPRICQMDSA-N

DeepSMILES:
OC[C@H]O[C@H][C@@H][C@H][C@@H]6O))O))O))ccO)cccc6occc6=O)))cccccc6)O))O)))))))))O

Functional groups:
CO, COC, cO, coc, c=O

Link to spectral information:
MSBNK-Fiocruz-FIO00707, MSBNK-RIKEN_ReSpect-PS086302, MSBNK-RIKEN-PR020063, MSBNK-RIKEN_ReSpect-PM000408, MSBNK-RIKEN_ReSpect-PS086301, MSBNK-RIKEN_ReSpect-PS086303, MSBNK-RIKEN_ReSpect-PS086310, MSBNK-RIKEN_ReSpect-PS086305, MSBNK-RIKEN_ReSpect-PS086307, MSBNK-RIKEN_ReSpect-PS086308, MSBNK-RIKEN_ReSpect-PS086309, MSBNK-RIKEN_ReSpect-PS086311, MSBNK-RIKEN_ReSpect-PS086304, MSBNK-Fiocruz-FIO00706, MSBNK-Fiocruz-FIO00703, MSBNK-Fiocruz-FIO00704, MSBNK-BS-BS003370, MSBNK-Fiocruz-FIO00705, MSBNK-BS-BS003372, MSBNK-BS-BS003373, MSBNK-BS-BS003374, MSBNK-BS-BS003375, MSBNK-BS-BS003371, MSBNK-Fiocruz-FIO00698, MSBNK-Fiocruz-FIO00699, MSBNK-Fiocruz-FIO00700, MSBNK-Fiocruz-FIO00701, MSBNK-Fiocruz-FIO00702, MSBNK-BS-BS003376

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1cc(-c2ccccc2)oc2c(C3CCCCO3)cccc12

Scaffold Graph/Node level:
OC1CC(C2CCCCC2)OC2C1CCCC2C1CCCCO1

Scaffold Graph level:
CC1CC(C2CCCCC2)CC2C1CCCC2C1CCCCC1

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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: Flavones

NP-Likeness score: 2.014

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Chemical structure download