Summary

IMPPAT Phytochemical identifier: IMPHY008961

Phytochemical name: ((1R,6S)-2-((2S,3R,4R,5S,6S)-3,4,5,6-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-3-oxabicyclo(4.3.0)nona-4,8-dien-9-yl)methyl benzoate

Synonymous chemical names:
melampyroside

External chemical identifiers:
CID:180531

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Chemical structure information

SMILES:
OC[C@]1(O)O[C@H](OC2OC=C[C@@H]3[C@H]2C(=CC3)COC(=O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C22H26O10/c23-11-22(28)18(26)16(24)17(25)21(32-22)31-20-15-12(8-9-29-20)6-7-14(15)10-30-19(27)13-4-2-1-3-5-13/h1-5,7-9,12,15-18,20-21,23-26,28H,6,10-11H2/t12-,15+,16-,17-,18+,20?,21+,22+/m1/s1

InChIKey:
NYNUGFOKJKFILZ-HKKMPEBQSA-N

DeepSMILES:
OC[C@]O)O[C@H]OCOC=C[C@@H][C@H]6C=CC5))COC=O)cccccc6)))))))))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC=C(C)C, CO, C[C@](C)(O)O[C@@H](C)OC1CCC=CO1, cC(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OCC1=CCC2C=COC(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: 1.98

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Chemical structure download