Summary

IMPPAT Phytochemical identifier: IMPHY005394

Phytochemical name: 8-O-Acetyl shanzhiside methyl ester

Synonymous chemical names:
8-o-acetyl-shanzhiside methyl ester, 8-o-acetyl-shanzhiside methylester (barlerin), barlerin

External chemical identifiers:
CID:162823, ChEMBL:CHEMBL463751, ZINC:ZINC000031475539, SureChEMBL:SCHEMBL3244727, MolPort-020-006-009

---

Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@](C)(OC(=O)C)C[C@H]3O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C19H28O12/c1-7(21)31-19(2)4-9(22)11-8(16(26)27-3)6-28-17(12(11)19)30-18-15(25)14(24)13(23)10(5-20)29-18/h6,9-15,17-18,20,22-25H,4-5H2,1-3H3/t9-,10-,11+,12-,13-,14+,15-,17+,18+,19+/m1/s1

InChIKey:
ARFRZOLTIRQFCI-NGQYDJQZSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@@]C)OC=O)C)))C[C@H]5O))))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC(=O)OC, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCCC2C(OC2CCCCO2)O1

Scaffold Graph/Node level:
C1CCC(OC2OCCC3CCCC32)OC1

Scaffold Graph level:
C1CCC(CC2CCCC3CCCC32)CC1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene glycosides

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Iridoids monoterpenoids

NP-Likeness score: 2.755

---

Chemical structure download