Summary

IMPPAT Phytochemical identifier: IMPHY013720

Phytochemical name: (1R,4aR,6R,7S,7aR)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-7-methyl-1-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Synonymous chemical names:
linearoside

External chemical identifiers:
CID:133554351

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Chemical structure information

SMILES:
OC[C@@H]1O[C@H](O[C@H]2OC=C([C@H]3[C@@H]2[C@H](C)[C@@H](C3)OC(=O)/C=C/c2ccc(cc2)O)C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C25H30O12/c1-11-16(35-18(28)7-4-12-2-5-13(27)6-3-12)8-14-15(23(32)33)10-34-24(19(11)14)37-25-22(31)21(30)20(29)17(9-26)36-25/h2-7,10-11,14,16-17,19-22,24-27,29-31H,8-9H2,1H3,(H,32,33)/b7-4+/t11-,14+,16-,17+,19+,20+,21-,22+,24-,25-/m1/s1

InChIKey:
OJAGBDHRHPCDLN-GQDYWIESSA-N

DeepSMILES:
OC[C@@H]O[C@H]O[C@H]OC=C[C@H][C@@H]6[C@H]C)[C@@H]C5)OC=O)/C=C/cccccc6))O)))))))))))))C=O)O)))))))[C@H][C@@H][C@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CC2C=COC(OC3CCCCO3)C2C1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CC2CCOC(OC3CCCCO3)C2C1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CC2CCCC(CC3CCCCC3)C2C1

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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: 2.398

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Chemical structure download