CHEBI:2670 - ammodendrine

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ChEBI Name ammodendrine
ChEBI ID CHEBI:2670
Definition A piperidine alkaloid that is piperidine substituted by a 1-acetyl-1,4,5,6-tetrahydropyridin-3-yl group at position 2 (the 2R-stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C12H20N2O
Net Charge 0
Average Mass 208.30008
Monoisotopic Mass 208.15756
InChI InChI=1S/C12H20N2O/c1-10(15)14-8-4-5-11(9-14)12-6-2-3-7-13-12/h9,12-13H,2-8H2,1H3/t12-/m1/s1
InChIKey APKLQIQRPUDADG-GFCCVEGCSA-N
SMILES [H][C@@]1(CCCCN1)C1=CN(CCC1)C(C)=O
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.
teratogenic agent
A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ammodendrine (CHEBI:2670) has role plant metabolite (CHEBI:76924)
ammodendrine (CHEBI:2670) has role teratogenic agent (CHEBI:50905)
ammodendrine (CHEBI:2670) is a N-acylpiperidine (CHEBI:48591)
ammodendrine (CHEBI:2670) is a acetamides (CHEBI:22160)
ammodendrine (CHEBI:2670) is a piperidine alkaloid (CHEBI:26147)
IUPAC Name
1-{1,2,3,4-tetrahydro-5-[(2R)-piperidin-2-yl]pyridin-1-yl}ethanone
Synonyms Sources
(+)-ammodendrine KNApSAcK
(+)-spherocarpine KNApSAcK
1-[3,4-dihydro-5-(2R)-2-piperidinyl-1(2H)-pyridinyl]ethanone ChEBI
1-[5-[(2R)-piperidin-2-yl]-1,2,3,4-tetrahydropyridin-1-yl]ethan-1-one ChEBI
1-acetyl-5-[(2R)-piperidin-2-yl]-1,2,3,4-tetrahydropyridine IUPAC
ammodendrine KEGG COMPOUND
isoammodendrin ChEBI
isoammodendrine ChEBI
spherocarpine KEGG COMPOUND
Manual Xrefs Databases
C00002014 KNApSAcK
C10125 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
494-15-5 CAS Registry Number NIST Chemistry WebBook
494-15-5 CAS Registry Number ChemIDplus
84618 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11577932 PubMed citation Europe PMC
15921409 PubMed citation Europe PMC
18438757 PubMed citation Europe PMC
18539842 PubMed citation Europe PMC
20116429 PubMed citation Europe PMC
24339035 PubMed citation Europe PMC
27285814 PubMed citation Europe PMC
9678187 PubMed citation Europe PMC
Last Modified
15 September 2023