Summary

IMPPAT Phytochemical identifier: IMPHY008209

Phytochemical name: methyl (1S,4aR,5S,7aS)-5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Synonymous chemical names:
paederosidic acid methyl ester

External chemical identifiers:
CID:636566, ZINC:ZINC000138069539

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Chemical structure information

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

InChI:
InChI=1S/C19H26O12S/c1-27-16(25)8-6-28-17(31-18-15(24)14(23)13(22)10(4-20)30-18)11-7(3-9(21)12(8)11)5-29-19(26)32-2/h3,6,9-15,17-18,20-24H,4-5H2,1-2H3/t9-,10-,11+,12+,13+,14+,15+,17-,18-/m0/s1

InChIKey:
JNDNZIPLLDTLQK-KSXVZMDZSA-N

DeepSMILES:
OC[C@@H]O[C@@H]O[C@@H]OC=C[C@H][C@H]6C=C[C@@H]5O)))COC=O)SC))))))))C=O)OC))))))))[C@@H][C@@H][C@@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2C(C=COC2OC2CCCCO2)C1

Scaffold Graph/Node level:
C1CCC(OC2OCCC3CCCC32)OC1

Scaffold Graph level:
C1CCC(CC2CCCC3CCCC32)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: 2.46

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Chemical structure download