Ketcher 08162210072D 1   1.00000     0.00000     0

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M  END
> <ID>
CHEBI:9691

> <NAME>
piperyline

> <DEFINITION>
A N-acylpyrrolidine that is pyrollidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum.

> <STAR>
3

> <SYNONYM>
trichostachine; trichostachin; pyrroperine; piperyline; piperylin; piperiline; 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]pyrrolidine; (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one; (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(1-pyrrolidinyl)-2,4-pentadien-1-one

> <IUPAC_NAME>
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(pyrrolidin-1-yl)penta-2,4-dien-1-one

> <FORMULA>
C16H17NO3

> <MASS>
271.316

> <MONOISOTOPIC_MASS>
271.12084

> <CHARGE>
0

> <SMILES>
O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N1CCCC1

> <INCHI>
InChI=1S/C16H17NO3/c18-16(17-9-3-4-10-17)6-2-1-5-13-7-8-14-15(11-13)20-12-19-14/h1-2,5-8,11H,3-4,9-10,12H2/b5-1+,6-2+

> <INCHIKEY>
GQIJYUMTOUBHSH-IJIVKGSJSA-N

> <CAS_REGISTRY_NUMBER>
25924-78-1

> <REAXYS_REGISTRY_NUMBER>
29164

> <CHEMIDPLUS>
25924-78-1

> <KEGG_COMPOUND_ACCESSION>
C10174

> <KNAPSACK_ACCESSION>
C00002076

> <NIST_CHEMISTRY_WEBBOOK>
25924-78-1

> <PUBMED_CITATION>
11853747; 1271969; 18386929; 20085307; 21854175; 2618672; 27178634; 28185326; 29063362; 30073789; 30423994; 30931090; 31922049; 32992084; 33833371; 35729658

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