CHEBI:2372 - acalyphin

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ChEBI Name acalyphin
ChEBI ID CHEBI:2372
Definition A member of the class of tetrahydropyridines that is 2,3-dihydroxy-4-methoxy-1-methyl-6-oxo-1,2,3,6-tetrahydropyridine-3-carbonitrile having a β-D-glucosyl residue attached at position 3 via a glycosidic bond.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C14H20N2O9
Net Charge 0
Average Mass 360.31660
Monoisotopic Mass 360.11688
InChI InChI=1S/C14H20N2O9/c1-16-8(18)3-7(23-2)14(5-15,13(16)22)25-12-11(21)10(20)9(19)6(4-17)24-12/h3,6,9-13,17,19-22H,4H2,1-2H3/t6-,9-,10+,11-,12+,13+,14-/m1/s1
InChIKey QZRKNNXRNBTODR-JKTRLFLGSA-N
SMILES COC1=CC(=O)N(C)[C@@H](O)[C@@]1(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C#N
Metabolite of Species Details
Acalypha indica (NCBI:txid478095) See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acalyphin (CHEBI:2372) has role plant metabolite (CHEBI:76924)
acalyphin (CHEBI:2372) is a β-D-glucoside (CHEBI:22798)
acalyphin (CHEBI:2372) is a δ-lactam (CHEBI:77727)
acalyphin (CHEBI:2372) is a aliphatic nitrile (CHEBI:80291)
acalyphin (CHEBI:2372) is a enol ether (CHEBI:47985)
acalyphin (CHEBI:2372) is a tetrahydropyridine (CHEBI:26921)
IUPAC Name
3-(β-D-glucopyranosyloxy)-2-hydroxy-4-methoxy-1-methyl-6-oxo-1,2,3,6-tetrahydropyridine-3-carbonitrile
Synonyms Sources
3-(beta-D-glucopyranosyloxy)-1,2,3,6-tetrahydro-2-hydroxy-4-methoxy-1-methyl-6-oxo-3-pyridinecarbonitrile ChemIDplus
Acalyphin KEGG COMPOUND
Manual Xrefs Databases
C00001436 KNApSAcK
C08324 KEGG COMPOUND
View more database links
Registry Number Type Source
81861-72-5 CAS Registry Number KEGG COMPOUND
Citation Waiting for Citations Type Source
19157466 PubMed citation Europe PMC
Last Modified
01 May 2015