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CHEBI:136464 - acetylerucifoline

ChEBI IDCHEBI:136464
ChEBI Nameacetylerucifoline
Stars
DefinitionA pyrrolizine alkaloid that is erucifoline in which the primary hydroxy hydrogen has been replaced by an acetyl group.
Last Modified9 February 2018
SubmitterKeeva
DownloadsMolfile
FormulaC20H25NO7
Net Charge0
Average Mass391.420
Monoisotopic Mass391.16310
SMILES[H][C@]12C3=CCN1CC[C@H]2OC(=O)/C(=C\C)C[C@@]1(COC(C)=O)O[C@@]1(C)C(=O)OC3
InChIInChI=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
InChIKeyPSLAXCVGXXVNFJ-YUGYSJAISA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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-acetylerucifolineChEBI
Citations