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CHEBI:65447 - AS-186d

ChEBI IDCHEBI:65447
ChEBI NameAS-186d
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
FormulaC44H50O13
Net Charge0
Average Mass786.871
Monoisotopic Mass786.32514
SMILESCOc1c(C(O)CC(C)C)ccc(O)c1C(=O)c1c(O)cc(C)cc1C1OC(=O)c2c(ccc(C(CC(C)C)OC(C)=O)c2OC)Oc2c(O)cc(C)cc2C1O
InChIInChI=1S/C44H50O13/c1-20(2)14-30(47)25-10-12-29(46)36(41(25)53-8)39(51)35-27(16-22(5)18-31(35)48)43-38(50)28-17-23(6)19-32(49)40(28)56-33-13-11-26(34(15-21(3)4)55-24(7)45)42(54-9)37(33)44(52)57-43/h10-13,16-21,30,34,38,43,46-50H,14-15H2,1-9H3
InChIKeyXHGXNCJQYFUJOZ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Penicillium asperosporum (ncbitaxon:70097) - PubMed (8119857) Strain: KY 1635
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
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).
ChEBI Ontology
Outgoing Relation(s)
AS-186d (CHEBI:65447) has role Penicillium metabolite (CHEBI:76964)
AS-186d (CHEBI:65447) has role EC 2.3.1.26 (sterol O-acyltransferase) inhibitor (CHEBI:64696)
AS-186d (CHEBI:65447) is a acetate ester (CHEBI:47622)
AS-186d (CHEBI:65447) is a aromatic ether (CHEBI:35618)
AS-186d (CHEBI:65447) is a benzophenones (CHEBI:22726)
AS-186d (CHEBI:65447) is a dibenzodioxonine (CHEBI:71155)
AS-186d (CHEBI:65447) is a lactone (CHEBI:25000)
AS-186d (CHEBI:65447) is a polyphenol (CHEBI:26195)
AS-186d (CHEBI:65447) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
1-(8,12-dihydroxy-7-{3-hydroxy-2-[6-hydroxy-3-(1-hydroxy-3-methylbutyl)-2-methoxybenzoyl]-5-methylphenyl}-4-methoxy-10-methyl-5-oxo-7,8-dihydro-5H-dibenzo[b,h][1,5]dioxonin-3-yl)-3-methylbutyl acetate
Registry NumbersSources
Reaxys:6840077Reaxys
Citations