CHEBI:17734 - α-cyclopiazonic acid

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ChEBI Name α-cyclopiazonic acid
ChEBI ID CHEBI:17734
ChEBI ASCII Name alpha-cyclopiazonic acid
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:22449, CHEBI:10227
Supplier Information
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Formula C20H20N2O3
Net Charge 0
Average Mass 336.38448
Monoisotopic Mass 336.14739
InChI InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,23H,7H2,1-3H3/b14-9-/t12-,16+,17+/m1/s1
InChIKey CNZIQHGDUXRUJS-PTNHGACKSA-N
SMILES [H][C@@]12N(C(=O)\C(C1=O)=C(\C)O)C(C)(C)[C@]1([H])Cc3cccc4[nH]cc(c34)[C@]21[H]
Roles Classification
Biological Role(s): mycotoxin
Poisonous substance produced by fungi.
(via cyclopiazonic acid )
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ChEBI Ontology
Outgoing α-cyclopiazonic acid (CHEBI:17734) is a α-cyclopiazonic acids (CHEBI:12336)
α-cyclopiazonic acid (CHEBI:17734) is conjugate acid of α-cyclopiazonate (CHEBI:58256)
α-cyclopiazonic acid (CHEBI:17734) is tautomer of (6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one (CHEBI:22450)
Incoming α-cyclopiazonate (CHEBI:58256) is conjugate base of α-cyclopiazonic acid (CHEBI:17734)
(6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one (CHEBI:22450) is tautomer of α-cyclopiazonic acid (CHEBI:17734)
IUPAC Name
(6aR,10Z,11aS,11bR)-10-(1-hydroxyethylidene)-7,7-dimethyl-6a,7,11a,11b-tetrahydro-6H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,10H)-dione
Synonyms Sources
alpha-Cyclopiazonate KEGG COMPOUND
alpha-Cyclopiazonic acid KEGG COMPOUND
Manual Xref Database
C03032 KEGG COMPOUND
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Registry Numbers Types Sources
6874884 Beilstein Registry Number Beilstein
83136-88-3 CAS Registry Number ChemIDplus
Last Modified
23 December 2018