CHEBI:65444 - AS-186b

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name AS-186b
Definition A dibenzodioxocine that is the 1'-O-acetyl derivative of penicillide. It is isolated from Penicillium purpurogenum and acts as an acyl-CoA:cholesterol acyltransferase inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H26O7
Net Charge 0
Average Mass 414.44830
Monoisotopic Mass 414.16785
InChI InChI=1S/C23H26O7/c1-12(2)8-19(29-14(4)24)16-6-7-18-20(22(16)27-5)23(26)28-11-15-9-13(3)10-17(25)21(15)30-18/h6-7,9-10,12,19,25H,8,11H2,1-5H3/t19-/m0/s1
SMILES COc1c(ccc2Oc3c(O)cc(C)cc3COC(=O)c12)[C@H](CC(C)C)OC(C)=O
Metabolite of Species Details
Penicillium purpurogenum (NCBI:txid28575) of strain FO 6081 See: PubMed
Roles Classification
Biological Role(s): Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in Penicillium.
EC (sterol O-acyltransferase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of acyl-CoA:cholesterol acyltransferase (EC
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing AS-186b (CHEBI:65444) has functional parent AS-186a (CHEBI:65443)
AS-186b (CHEBI:65444) has role Penicillium metabolite (CHEBI:76964)
AS-186b (CHEBI:65444) has role antimicrobial agent (CHEBI:33281)
AS-186b (CHEBI:65444) has role EC (sterol O-acyltransferase) inhibitor (CHEBI:64696)
AS-186b (CHEBI:65444) is a acetate ester (CHEBI:47622)
AS-186b (CHEBI:65444) is a aromatic ether (CHEBI:35618)
AS-186b (CHEBI:65444) is a dibenzodioxocine (CHEBI:71064)
AS-186b (CHEBI:65444) is a lactone (CHEBI:25000)
AS-186b (CHEBI:65444) is a phenols (CHEBI:33853)
(1S)-1-(11-hydroxy-4-methoxy-9-methyl-5-oxo-5H,7H-dibenzo[b,g][1,5]dioxocin-3-yl)-3-methylbutyl acetate
Synonyms Sources
1'-O-acetylpenicillide ChEBI
Purpactin A ChemIDplus
vermixocin B ChEBI
Registry Numbers Types Sources
133806-59-4 CAS Registry Number ChemIDplus
18624666 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17390588 PubMed citation Europe PMC
1750931 PubMed citation Europe PMC
2010354 PubMed citation Europe PMC
2010355 PubMed citation Europe PMC
8119857 PubMed citation Europe PMC
Last Modified
13 January 2014