Summary

IMPPAT Phytochemical identifier: IMPHY010967

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

Synonymous chemical names:
gardenoside

External chemical identifiers:
CID:24721095, ZINC:ZINC000071789802

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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@](O)(CO)C=C3)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9+,10-,11+,12-,13+,15+,16-,17+/m0/s1

InChIKey:
XJMPAUZQVRGFRE-ZYEJEXACSA-N

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

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2C=COC(OC3CCCCO3)C2C1

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: 2.728

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Chemical structure download