Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID004870

Phytochemical name: 1-O-Sinapoyl-beta-D-glucose

Synonymous chemical names:
beta-d-glucopyranosyl ester-(e)-sinapic acid, 1-o-sinapoyl-beta-d-glucose, trans-sinapic acid glucoside

External chemical identifiers:
CID:CID_5280406, ChEBI:CHEBI:16546, ZINC:ZINC000004095571, SureChEMBL:SCHEMBL546910

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Chemical structure information

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

InChI:
InChI=1S/C17H22O10/c1-24-9-5-8(6-10(25-2)13(9)20)3-4-12(19)27-17-16(23)15(22)14(21)11(7-18)26-17/h3-6,11,14-18,20-23H,7H2,1-2H3/b4-3+/t11-,14-,15+,16-,17+/m1/s1

InChIKey:
XRKBRPFTFKKHEF-DGDBGZAXSA-N

DeepSMILES:
OC[C@H]O[C@@H]OC=O)/C=C/cccOC))ccc6)OC)))O)))))))))[C@@H][C@H][C@@H]6O))O))O

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

Link to spectral information:
MSBNK-RIKEN_ReSpect-PS118109, MSBNK-RIKEN_ReSpect-PS118108, MSBNK-RIKEN_ReSpect-PS118107, MSBNK-RIKEN_ReSpect-PS118106, MSBNK-RIKEN_ReSpect-PS118105, MSBNK-RIKEN-PR101056, MSBNK-RIKEN_ReSpect-PS118103, MSBNK-RIKEN_ReSpect-PS118102, MSBNK-RIKEN_ReSpect-PS118101, MSBNK-RIKEN_ReSpect-PS118110, MSBNK-RIKEN-PR101004, MSBNK-RIKEN_ReSpect-PS118104, MSBNK-RIKEN_ReSpect-PS118111

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCCCO1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCCCO1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Cinnamic acids and derivatives

ClassyFire Subclass: Hydroxycinnamic acids and derivatives

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives

NP-Likeness score: 1.796

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Chemical structure download