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CHEBI:65444 - AS-186b

Default Structure
ChEBI IDCHEBI:65444
ChEBI NameAS-186b
Stars
DefinitionA 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.
Last Modified13 January 2014
DownloadsMolfile
FormulaC23H26O7
Net Charge0
Average Mass414.454
Monoisotopic Mass414.16785
SMILESCOc1c([C@H](CC(C)C)OC(C)=O)ccc2c1C(=O)OCc1cc(C)cc(O)c1O2
InChIInChI=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
InChIKeyNUYFKDBCHFKOBT-IBGZPJMESA-N
Species of MetaboliteComponentSourceComments
Penicillium purpurogenum (ncbitaxon:28575) - PubMed (2010354) Strain: FO 6081
Roles Classification
Biological Roles:
EC 2.3.1.26 (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 2.3.1.26).
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.
ChEBI Ontology
Outgoing Relation(s)
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 2.3.1.26 (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)
IUPAC Name 
(1S)-1-(11-hydroxy-4-methoxy-9-methyl-5-oxo-5H,7H-dibenzo[b,g][1,5]dioxocin-3-yl)-3-methylbutyl acetate
Synonyms  Source
1'-O-acetylpenicillideChEBI
Purpactin AChemIDplus
vermixocin BChEBI
Registry NumbersSources
Reaxys:18624666Reaxys
CAS:133806-59-4ChemIDplus
Citations