Summary

IMPPAT Phytochemical identifier: IMPHY000119

Phytochemical name: ((1S,5R,6S)-5-(Benzoyloxy)-1,6-dihydroxy-2-oxocyclohex-3-en-1-yl)methyl benzoate

Synonymous chemical names:
zeylenone

External chemical identifiers:
CID:10571940, ChEMBL:CHEMBL4468212, ZINC:ZINC000039031821

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Chemical structure information

SMILES:
O=C(c1ccccc1)OC[C@@]1(O)C(=O)C=C[C@H]([C@@H]1O)OC(=O)c1ccccc1

InChI:
InChI=1S/C21H18O7/c22-17-12-11-16(28-20(25)15-9-5-2-6-10-15)18(23)21(17,26)13-27-19(24)14-7-3-1-4-8-14/h1-12,16,18,23,26H,13H2/t16-,18+,21-/m1/s1

InChIKey:
UUNZIGRBVXAOSR-PLMTUMEDSA-N

DeepSMILES:
O=Ccccccc6))))))OC[C@@]O)C=O)C=C[C@H][C@@H]6O))OC=O)cccccc6

Functional groups:
CC(=O)C=CC, CO, cC(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OCC1CC(OC(=O)c2ccccc2)C=CC1=O)c1ccccc1

Scaffold Graph/Node level:
OC1CCC(OC(O)C2CCCCC2)CC1COC(O)C1CCCCC1

Scaffold Graph level:
CC(CCC1CC(CC(C)C2CCCCC2)CCC1C)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Benzene and substituted derivatives

ClassyFire Subclass: Benzoic acids and derivatives

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenolic acids (C6-C1)

NP Classifier Class: Simple phenolic acids

NP-Likeness score: 1.342

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Chemical structure download