Summary

IMPPAT Phytochemical identifier: IMPHY010099

Phytochemical name: Picroside I

Synonymous chemical names:
6'-cinnamoylcatalpol, picroside i, picrosides i

External chemical identifiers:
CID:6440892, ChEMBL:CHEMBL454577, ZINC:ZINC000044352341, MolPort-042-676-328

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Chemical structure information

SMILES:
OC[C@@]12O[C@H]2[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@@H]1O[C@H](COC(=O)/C=C/c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O)O

InChI:
InChI=1S/C24H28O11/c25-11-24-16-13(17(27)21(24)35-24)8-9-31-22(16)34-23-20(30)19(29)18(28)14(33-23)10-32-15(26)7-6-12-4-2-1-3-5-12/h1-9,13-14,16-23,25,27-30H,10-11H2/b7-6+/t13-,14-,16-,17+,18-,19+,20-,21+,22+,23+,24-/m1/s1

InChIKey:
XZGPUOQGERGURE-LUVHZPKESA-N

DeepSMILES:
OC[C@]O[C@H]3[C@H][C@H][C@@H]6[C@@H]OC=C6)))O[C@@H]O[C@H]COC=O)/C=C/cccccc6)))))))))))[C@H][C@@H][C@H]6O))O))O)))))))))O

Functional groups:
CO, CO[C@H](C)O[C@H]1CCC=CO1, C[C@]1(C)O[C@H]1C, c/C=C/C(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OCC1CCCC(OC2OC=CC3CC4OC4C32)O1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OCC1CCCC(OC2OCCC3CC4OC4C32)O1

Scaffold Graph level:
CC(CCC1CCCCC1)CCC1CCCC(CC2CCCC3CC4CC4C23)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Cinnamic acids and derivatives

ClassyFire Subclass: Cinnamic acid esters

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Iridoids monoterpenoids

NP-Likeness score: 2.481

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Chemical structure download