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CHEBI:65445 - AS-186c

ChEBI IDCHEBI:65445
ChEBI NameAS-186c
Stars
DefinitionA dibenzodioxonine isolated from the culture broth of Penicillium asperosporum that acts as an acyl-CoA:cholesterol acyltransferase inhibitor.
Last Modified13 January 2014
DownloadsMolfile
FormulaC43H46O12
Net Charge0
Average Mass754.829
Monoisotopic Mass754.29893
SMILESCOc1c(C(CC(C)C)OC(C)=O)ccc2c1C(=O)OC(c1cc(C)cc(O)c1C(=O)c1c(O)ccc(CC=C(C)C)c1O)C(O)c1cc(C)cc(O)c1O2
InChIInChI=1S/C43H46O12/c1-20(2)9-10-25-11-13-29(45)35(37(25)48)39(50)34-27(16-22(5)18-30(34)46)42-38(49)28-17-23(6)19-31(47)40(28)54-32-14-12-26(33(15-21(3)4)53-24(7)44)41(52-8)36(32)43(51)55-42/h9,11-14,16-19,21,33,38,42,45-49H,10,15H2,1-8H3
InChIKeyMQLUFEFCCDNPMA-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Penicillium asperosporum (ncbitaxon:70097) - PubMed (8119857) Strain: KY 1635
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
ChEBI Ontology
Outgoing Relation(s)
AS-186c (CHEBI:65445) has role Penicillium metabolite (CHEBI:76964)
AS-186c (CHEBI:65445) has role antimicrobial agent (CHEBI:33281)
AS-186c (CHEBI:65445) has role EC 2.3.1.26 (sterol O-acyltransferase) inhibitor (CHEBI:64696)
AS-186c (CHEBI:65445) is a acetate ester (CHEBI:47622)
AS-186c (CHEBI:65445) is a aromatic ether (CHEBI:35618)
AS-186c (CHEBI:65445) is a benzophenones (CHEBI:22726)
AS-186c (CHEBI:65445) is a dibenzodioxonine (CHEBI:71155)
AS-186c (CHEBI:65445) is a lactone (CHEBI:25000)
AS-186c (CHEBI:65445) is a polyphenol (CHEBI:26195)
IUPAC Name 
1-(7-{2-[2,6-dihydroxy-3-(3-methylbut-2-en-1-yl)benzoyl]-3-hydroxy-5-methylphenyl}-8,12-dihydroxy-4-methoxy-10-methyl-5-oxo-7,8-dihydro-5H-dibenzo[b,h][1,5]dioxonin-3-yl)-3-methylbutyl acetate
Registry NumbersSources
Reaxys:6839532Reaxys
Citations