Summary

IMPPAT Phytochemical identifier: IMPHY007756

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

Synonymous chemical names:
bractein

External chemical identifiers:
CID:14430150

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)/C(=C/c2cc(O)c(c(c2)O)O)/O3)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)32-12-5-8(23)4-11-15(12)17(27)13(31-11)3-7-1-9(24)16(26)10(25)2-7/h1-5,14,18-26,28-30H,6H2/b13-3-/t14-,18-,19+,20-,21-/m1/s1

InChIKey:
CNLUHMGCIFZWFM-KJOZQHLTSA-N

DeepSMILES:
OC[C@H]O[C@@H]OcccO)ccc6C=O)/C=C/cccO)ccc6)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: 1.806

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Chemical structure download