Summary

IMPPAT Phytochemical identifier: IMPHY008714

Phytochemical name: Genipin 1-gentiobioside

Synonymous chemical names:
genipin-1-β-d-gentiobioside, genipin-1β-d-gentiobioside

External chemical identifiers:
CID:3082301, ChEMBL:CHEMBL504969, ChEBI:80829, ZINC:ZINC000049898130, FDASRS:0NI5399RDZ, MolPort-019-937-326

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Chemical structure information

SMILES:
OCC1=CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C23H34O15/c1-33-20(32)10-6-34-21(13-8(4-24)2-3-9(10)13)38-23-19(31)17(29)15(27)12(37-23)7-35-22-18(30)16(28)14(26)11(5-25)36-22/h2,6,9,11-19,21-31H,3-5,7H2,1H3/t9-,11-,12-,13-,14-,15-,16+,17+,18-,19-,21+,22-,23+/m1/s1

InChIKey:
FYZYXYLPBWLLGI-AUOPOVQUSA-N

DeepSMILES:
OCC=CC[C@H][C@@H]5[C@@H]OC=C6C=O)OC))))))O[C@@H]O[C@H]CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2C(C=COC2OC2CCCC(COC3CCCCO3)O2)C1

Scaffold Graph/Node level:
C1CCC(OCC2CCCC(OC3OCCC4CCCC43)O2)OC1

Scaffold Graph level:
C1CCC(CCC2CCCC(CC3CCCC4CCCC43)C2)CC1

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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: 2.245

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Chemical structure download