Summary

IMPPAT Phytochemical identifier: IMPHY003323

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

Synonymous chemical names:
ajugoside

External chemical identifiers:
CID:179611

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Chemical structure information

SMILES:
OC[C@@]1(O)O[C@H](OC2OC=C[C@@H]3C2C(C)(CC3)OC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C17H26O10/c1-8(19)26-16(2)5-3-9-4-6-24-14(10(9)16)25-15-12(21)11(20)13(22)17(23,7-18)27-15/h4,6,9-15,18,20-23H,3,5,7H2,1-2H3/t9-,10?,11-,12-,13+,14?,15+,16?,17-/m1/s1

InChIKey:
GXCOLULDKUAXJY-BVZVNTKGSA-N

DeepSMILES:
OC[C@@]O)O[C@H]OCOC=C[C@@H]C6CC)CC5))OC=O)C)))))))))))[C@@H][C@H][C@@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CCCC2C(OC2CCCCO2)O1

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: 2.987

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Chemical structure download