Summary

IMPPAT Phytochemical identifier: IMPHY006829

Phytochemical name: [5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (2E)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

Synonymous chemical names:
menthiafolin

External chemical identifiers:
CID:101289834

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Chemical structure information

SMILES:
C=CC1C(OC=C2C1CC(OC(=O)/C(=C/CCC(C=C)(O)C)/C)OC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

InChI:
InChI=1S/C26H36O12/c1-5-14-15-10-18(36-22(31)13(3)8-7-9-26(4,33)6-2)37-23(32)16(15)12-34-24(14)38-25-21(30)20(29)19(28)17(11-27)35-25/h5-6,8,12,14-15,17-21,24-25,27-30,33H,1-2,7,9-11H2,3-4H3/b13-8+/t14?,15?,17-,18?,19-,20+,21-,24?,25+,26?/m1/s1

InChIKey:
FPDCQAOWJZHIQX-PXEVUWNTSA-N

DeepSMILES:
C=CCCOC=CC6CCOC=O)/C=C/CCCC=C))O)C)))))/C))))OC6=O)))))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O

Functional groups:
C/C=C(C)C(=O)OC1CC2CC(O[C@@H](C)OC)OC=C2C(=O)O1, C=CC, CO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OCCC2CC(OC3CCCCO3)OC=C12

Scaffold Graph/Node level:
OC1OCCC2CC(OC3CCCCO3)OCC21

Scaffold Graph level:
CC1CCCC2CC(CC3CCCCC3)CCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Monoterpenoids

NP Classifier Class: Secoiridoid monoterpenoids

NP-Likeness score: 3.244

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Chemical structure download