CHEBI:67555 - 15-O-desmethyl-(5Z)-7-oxozeaenol

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ChEBI Name 15-O-desmethyl-(5Z)-7-oxozeaenol
ChEBI ID CHEBI:67555
ChEBI ASCII Name 15-O-desmethyl-(5Z)-7-oxozeaenol
Definition A macrolide that is a 14-memebered macrocycle fused to a 1,3-dihydroxybenzene. Isolated from Fungi, it exhibits inhibitory activity against NF-κB.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H20O7
Net Charge 0
Average Mass 348.34720
Monoisotopic Mass 348.12090
InChI InChI=1S/C18H20O7/c1-10-4-2-6-13(20)17(23)14(21)7-3-5-11-8-12(19)9-15(22)16(11)18(24)25-10/h2-3,5-6,8-10,14,17,19,21-23H,4,7H2,1H3/b5-3+,6-2-/t10-,14-,17+/m0/s1
InChIKey PVEKMPNUMRVXDU-DWCLIQAISA-N
SMILES C[C@H]1C\C=C/C(=O)[C@@H](O)[C@@H](O)C\C=C\c2cc(O)cc(O)c2C(=O)O1
Metabolite of Species Details
Fungi MeOH-CHCl3(1:1) extract of Mycosynthetix fungus isolated from leaflitter of strain MSX 63935 See: PubMed
Roles Classification
Biological Role(s): NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) has role fungal metabolite (CHEBI:76946)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) has role NF-κB inhibitor (CHEBI:73240)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a macrolide (CHEBI:25106)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a resorcinols (CHEBI:33572)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a secondary α-hydroxy ketone (CHEBI:2468)
15-O-desmethyl-(5Z)-7-oxozeaenol (CHEBI:67555) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(3S,5Z,8S,9S,11E)-8,9,14,16-tetrahydroxy-3-methyl-3,4,9,10-tetrahydro-1H-2-benzoxacyclotetradecine-1,7(8H)-dione
Citation Waiting for Citations Type Source
21513293 PubMed citation Europe PMC
Last Modified
06 February 2018