(-)-secologanin

Term ID

CHEBI:18002

Synonyms

• (-)-Secologanin
• 3-Ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-4-(2-oxoethyl)-2H-pyran-5-carboxylic acid, methyl ester
• METHYL (2S,3R,4S)-2-(BETA-D-GLUCOPYRANOSYLOXY)-4-(2-OXOETHYL)-3-VINYL-3,4-DIHYDRO-2H-PYRAN-5-CARBOXYLATE
• methyl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
• methyl (2S,3R,4S)-4-(formylmethyl)-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-3-vinyl-2H-pyran-5-carboxylate
• secologanin

Definition

An iridoid monoterpenoid that is acetaldehyde in which on of the hydrogens of the methyl group has been replaced by a 2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-4-yl group which is substituted at positions 3 and 5 by a vinyl and a methoxycarbonyl group, respectively (the 2S,3R,4S stereoisomer).

References

• Beilstein:1441446
• CAS:19351-63-4
• KEGG:C01852
• KNApSAcK:C00003098
• LIPID_MAPS_instance:LMPR0102070002
• MetaCyc:SECOLOGANIN-CPD
• PDBeChem:SCG
• PMID:24104568
• PMID:26285573
• Reaxys:1441446
• Wikipedia:Secologanin

Ontology

ChEBI  ( EBI )

Resources

CTD