CHEBI:48080 - brefeldin A

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ChEBI Name brefeldin A
ChEBI ID CHEBI:48080
Definition A metabolite from Penicillium brefeldianum that exhibits a wide range of antibiotic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H24O4
Net Charge 0
Average Mass 280.35936
Monoisotopic Mass 280.167
InChI InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
InChIKey KQNZDYYTLMIZCT-KQPMLPITSA-N
SMILES [H][C@@]12C[C@H](O)C[C@@]1([H])[C@H](O)\C=C\C(=O)O[C@@H](C)CCC\C=C\2
Roles Classification
Biological Role(s): Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing brefeldin A (CHEBI:48080) has role Penicillium metabolite (CHEBI:76964)
brefeldin A (CHEBI:48080) is a macrolide antibiotic (CHEBI:25105)
Incoming TX-1875 (CHEBI:134260) has functional parent brefeldin A (CHEBI:48080)
IUPAC Name
(1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
Synonyms Sources
ascotoxin ChemIDplus
Brefeldin A ChemIDplus
cyanein ChemIDplus
decumbin ChemIDplus
Registry Numbers Types Sources
20350-15-6 CAS Registry Number ChemIDplus
25191 Beilstein Registry Number Beilstein
5282047 Beilstein Registry Number Beilstein
Last Modified
12 April 2017