Summary

IMPPAT Phytochemical identifier: IMPHY004609

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

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

External chemical identifiers:
CID:5280406, ChEBI:16546, ZINC:ZINC000004095571, SureChEMBL:SCHEMBL546910

---

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, cO, cOC

---

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

---

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

---

Chemical structure download