CHEBI:69023 - preaustinoid A

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ChEBI Name preaustinoid A
ChEBI ID CHEBI:69023
Definition A meroterpenoid found in Penicillium rubrum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB8292656, ChemicalBook:CB5208584, eMolecules:475163, ZINC000008437654
Download Molfile XML SDF
Formula C26H36O6
Net Charge 0
Average Mass 444.568
Monoisotopic Mass 444.25119
InChI InChI=1S/C26H36O6/c1-14-23(5)13-16-22(4)11-10-17(27)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
InChIKey IRPHRMHQEPXQQF-RFMSQVAGSA-N
SMILES [H][C@]12CC[C@@]3(C)[C@@]([H])(C[C@]4(C)C(=C)[C@@]3(C(=O)OC)C(=O)[C@@](C)(O)C4=O)[C@]1(C)CCC(=O)C2(C)C
Metabolite of Species Details
Penicillium rubrum (NCBI:txid1266769) Chloroform extract See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via meroterpenoid )
Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing preaustinoid A (CHEBI:69023) has role Penicillium metabolite (CHEBI:76964)
preaustinoid A (CHEBI:69023) has role antibacterial agent (CHEBI:33282)
preaustinoid A (CHEBI:69023) has role metabolite (CHEBI:25212)
preaustinoid A (CHEBI:69023) is a carbopolycyclic compound (CHEBI:35294)
preaustinoid A (CHEBI:69023) is a carboxylic ester (CHEBI:33308)
preaustinoid A (CHEBI:69023) is a cyclic terpene ketone (CHEBI:36130)
preaustinoid A (CHEBI:69023) is a meroterpenoid (CHEBI:64419)
preaustinoid A (CHEBI:69023) is a tertiary α-hydroxy ketone (CHEBI:139592)
preaustinoid A (CHEBI:69023) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
methyl (4aS,6aS,7R,9S,11R,12aS,12bS)-9-hydroxy-4,4,6a,9,11,12b-hexamethyl-13-methylidene-3,8,10-trioxotetradecahydro-7,11-methanocycloocta[a]naphthalene-7(2H)-carboxylate
Synonym Source
preaustinoid A UniProt
Registry Number Type Source
9304223 Reaxys Registry Number Reaxys
Citations Types Sources
12453515 PubMed citation Europe PMC
21581839 PubMed citation Europe PMC
21916432 PubMed citation Europe PMC
23865690 PubMed citation Europe PMC
27809506 PubMed citation Europe PMC
Last Modified
20 August 2020
General Comment
2020-08-20 Structure updated as a result of PMID:23865690