Summary

IMPPAT Phytochemical identifier: IMPHY006824

Phytochemical name: 1alpha-(beta-D-Glucopyranosyloxy)-7-[(4-hydroxybenzoyl)oxymethyl]-3beta-methoxy-1,3,4,4aalpha,5,7aalpha-hexahydrocyclopenta[c]pyran-5alpha-ol

Synonymous chemical names:
nishindaside

External chemical identifiers:
CID:21724410, ZINC:ZINC000100735762, SureChEMBL:SCHEMBL382085

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Chemical structure information

SMILES:
CO[C@@H]1O[C@@H](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]2[C@@H](C1)[C@H](O)C=C2COC(=O)c1ccc(cc1)O

InChI:
InChI=1S/C23H30O12/c1-31-16-7-13-14(26)6-11(9-32-21(30)10-2-4-12(25)5-3-10)17(13)22(34-16)35-23-20(29)19(28)18(27)15(8-24)33-23/h2-6,13-20,22-29H,7-9H2,1H3/t13-,14+,15+,16+,17+,18+,19-,20+,22-,23-/m0/s1

InChIKey:
RPIYNUXBYSWXNA-TXNASDCWSA-N

DeepSMILES:
CO[C@@H]O[C@@H]O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))[C@H][C@@H]C6)[C@H]O)C=C5COC=O)cccccc6))O

Functional groups:
CC(C)=CC, CO, CO[C@@H](C)O[C@H](C)O[C@@H](C)OC, cC(=O)OC, cO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OCC1=CCC2CCOC(OC3CCCCO3)C12)c1ccccc1

Scaffold Graph/Node level:
OC(OCC1CCC2CCOC(OC3CCCCO3)C21)C1CCCCC1

Scaffold Graph level:
CC(CCC1CCC2CCCC(CC3CCCCC3)C21)C1CCCCC1

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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: 2.175

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Chemical structure download