CHEBI:136464 - acetylerucifoline

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ChEBI Name acetylerucifoline
ChEBI ID CHEBI:136464
Definition A pyrrolizine alkaloid that is erucifoline in which the primary hydroxy hydrogen has been replaced by an acetyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H25NO7
Net Charge 0
Average Mass 391.416
Monoisotopic Mass 391.16310
InChI InChI=1S/C20H25NO7/c1-4-13-9-20(11-26-12(2)22)19(3,28-20)18(24)25-10-14-5-7-21-8-6-15(16(14)21)27-17(13)23/h4-5,15-16H,6-11H2,1-3H3/b13-4-/t15-,16-,19+,20+/m1/s1
InChIKey PSLAXCVGXXVNFJ-YUGYSJAISA-N
SMILES C/1(\C[C@]2(O[C@]2(C(=O)OCC3=CCN4CC[C@@H](OC1=O)[C@@]34[H])C)COC(=O)C)=C/C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): Jacobaea metabolite
Any plant metabolite that is produced by the genus Jacobaea.
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 acetylerucifoline (CHEBI:136464) has functional parent erucifoline (CHEBI:136462)
acetylerucifoline (CHEBI:136464) has role Jacobaea metabolite (CHEBI:139566)
acetylerucifoline (CHEBI:136464) is a acetate ester (CHEBI:47622)
acetylerucifoline (CHEBI:136464) is a epoxide (CHEBI:32955)
acetylerucifoline (CHEBI:136464) is a macrocyclic lactone (CHEBI:63944)
acetylerucifoline (CHEBI:136464) is a olefinic compound (CHEBI:78840)
acetylerucifoline (CHEBI:136464) is a organic heteropentacyclic compound (CHEBI:38164)
acetylerucifoline (CHEBI:136464) is a pyrrolizine alkaloid (CHEBI:38521)
acetylerucifoline (CHEBI:136464) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
[(5aR,8Z,9aS,10aR,13bR)-8-ethylidene-10a-methyl-7,11-dioxo-2,4,5,5a,8,9,10a,11,13,13b-decahydrooxireno[8,9][1,6]dioxacyclododecino[2,3,4-gh]pyrrolizin-9a(7H)-yl]methyl acetate
Synonym Source
O-acetylerucifoline ChEBI
Citations Waiting for Citations Types Sources
21819407 PubMed citation Europe PMC
29191163 PubMed citation Europe PMC
Last Modified
09 February 2018