Summary

IMPPAT Phytochemical identifier: IMPHY007355

Phytochemical name: Gentiopicroside

Synonymous chemical names:
gentiopicrin, gentiopicroside

External chemical identifiers:
CID:88708, ChEMBL:CHEMBL508320, ChEBI:5321, ZINC:ZINC000004098340, FDASRS:0WE09Z21RC, SureChEMBL:SCHEMBL154304, MolPort-001-741-025

---

Chemical structure information

SMILES:
C=C[C@H]1[C@@H](OC=C2C1=CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1

InChIKey:
DUAGQYUORDTXOR-GPQRQXLASA-N

DeepSMILES:
C=C[C@H][C@@H]OC=CC6=CCOC6=O)))))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O

Functional groups:
C=CC, CO, CO[C@H](C)O[C@H]1CC2=CCOC(=O)C2=CO1

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OCC=C2CC(OC3CCCCO3)OC=C12

Scaffold Graph/Node level:
OC1OCCC2CC(OC3CCCCO3)OCC21

Scaffold Graph level:
CC1CCCC2CC(CC3CCCCC3)CCC12

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Carbohydrates and carbohydrate conjugates

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Secoiridoid monoterpenoids

NP-Likeness score: 3.348

---

Chemical structure download