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CHEBI:69026 - preaustinoid A1

ChEBI IDCHEBI:69026
ChEBI Namepreaustinoid A1
Stars
DefinitionA meroterpenoid found in Penicillium rubrum and Penicillium species. It has been found to exhibit inhibitory activity against the production of interleukin 1-β from induced inflammasomes.
Last Modified18 August 2020
DownloadsMolfile
FormulaC26H36O7
Net Charge0
Average Mass460.567
Monoisotopic Mass460.24610
SMILES[H][C@@]12C[C@]3(C)C(=C)[C@@](C(=O)OC)(C(=O)[C@@](C)(O)C3=O)[C@@]1(C)CC[C@]1([H])C(C)(C)OC(=O)CC[C@@]21C
InChIInChI=1S/C26H36O7/c1-14-23(5)13-16-22(4)11-10-17(27)33-21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h15-16,31H,1,9-13H2,2-8H3/t15-,16+,22-,23-,24+,25+,26+/m1/s1
InChIKeyXBLDTXYFLHSWHN-RFMSQVAGSA-N
Species of MetaboliteComponentSourceComments
Penicillium sp. (ncbitaxon:5081) - PubMed (21916432)
Penicillium rubrum (ncbitaxon:1266769) - PubMed (21916432) Chloroform extract
Roles Classification
Biological Roles:
cysteine protease inhibitor  Any protease inhibitor that restricts the action of a cysteine protease.
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
preaustinoid A1 (CHEBI:69026) has role Penicillium metabolite (CHEBI:76964)
preaustinoid A1 (CHEBI:69026) has role cysteine protease inhibitor (CHEBI:64152)
preaustinoid A1 (CHEBI:69026) has role metabolite (CHEBI:25212)
preaustinoid A1 (CHEBI:69026) is a carboxylic ester (CHEBI:33308)
preaustinoid A1 (CHEBI:69026) is a cyclic terpene ketone (CHEBI:36130)
preaustinoid A1 (CHEBI:69026) is a meroterpenoid (CHEBI:64419)
preaustinoid A1 (CHEBI:69026) is a organic heterotetracyclic compound (CHEBI:38163)
preaustinoid A1 (CHEBI:69026) is a terpene lactone (CHEBI:37668)
preaustinoid A1 (CHEBI:69026) is a tertiary alcohol (CHEBI:26878)
preaustinoid A1 (CHEBI:69026) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
methyl (5aS,7aS,8R,10S,12R,13aS,13bS)-10-hydroxy-5,5,7a,10,12,13b-hexamethyl-14-methylidene-3,9,11-trioxotetradecahydro-8,12-methanocycloocta[3,4]benzo[1,2-c]oxepine-8(5H)-carboxylate
UniProt Name  Source
preaustinoid A1UniProt
Manual XrefsDatabases
8SXPDBeChem
Registry NumbersSources
Reaxys:21969350Reaxys
Citations