Summary

IMPPAT Phytochemical identifier: IMPHY006255

Phytochemical name: (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-3-one

Synonymous chemical names:
cernuoside

External chemical identifiers:
CID:6450182, ZINC:ZINC000033985279

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)/C(=C/c2ccc(c(c2)O)O)/O3)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C21H20O11/c22-7-15-18(27)19(28)20(29)21(32-15)31-13-6-9(23)5-12-16(13)17(26)14(30-12)4-8-1-2-10(24)11(25)3-8/h1-6,15,18-25,27-29H,7H2/b14-4-/t15-,18-,19+,20-,21-/m1/s1

InChIKey:
ZZERRGHHDDWLEN-YRDFTBLNSA-N

DeepSMILES:
OC[C@H]O[C@@H]OcccO)ccc6C=O)/C=C/cccccc6)O))O))))))/O5))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CO, c/C=C1OccC1=O, cO, cO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C(=Cc2ccccc2)Oc2cccc(OC3CCCCO3)c21

Scaffold Graph/Node level:
OC1C(CC2CCCCC2)OC2CCCC(OC3CCCCO3)C21

Scaffold Graph level:
CC1C(CC2CCCCC2)CC2CCCC(CC3CCCCC3)C21

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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: Aurones

NP-Likeness score: 1.813

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Chemical structure download