Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID001687

Phytochemical name: Loganic acid

Synonymous chemical names:
Loganic acid, loganic acid

External chemical identifiers:
CID:CID_89640, ChEMBL:CHEMBL1081585, ChEBI:CHEBI:30632, ZINC:ZINC000003978795, SureChEMBL:SCHEMBL308008, MolPort-003-665-719

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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)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1

InChIKey:
JNNGEAWILNVFFD-CDJYTOATSA-N

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

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

Link to spectral information:
MSBNK-Keio_Univ-KO001303, MSBNK-Keio_Univ-KO001302, MSBNK-Keio_Univ-KO001304, MSBNK-Keio_Univ-KO001300, MSBNK-Keio_Univ-KO001301

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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: 2.93

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Chemical structure download