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CHEBI:65679 - CT2108B

ChEBI IDCHEBI:65679
ChEBI NameCT2108B
Stars
DefinitionAn azaphilone that is 7,8-dihydro-6H-isochromene substituted by a hepta-1,3,5-trien-1-yl group at position 3, a [3-hydroxybutanoyl]oxy group at position 7, a methyl group at position 7 and oxo groups at positions 6 and 8 respectively (the 3S,7S stereoisomer). A fungal metabolite, it is isolated from the fermentation broth of Penicillium solitum strain CT2108 and exhibits inhibitory activity against fatty acid synthase as well as fungicidal activity.
Last Modified13 January 2014
DownloadsMolfile
FormulaC21H22O6
Net Charge0
Average Mass370.401
Monoisotopic Mass370.14164
SMILESC/C=C/C=C/C=C/C1=CC2=CC(=O)[C@](C)(OC(=O)C[C@H](C)O)C(=O)C2=CO1
InChIInChI=1S/C21H22O6/c1-4-5-6-7-8-9-16-11-15-12-18(23)21(3,20(25)17(15)13-26-16)27-19(24)10-14(2)22/h4-9,11-14,22H,10H2,1-3H3/b5-4+,7-6+,9-8+/t14-,21-/m0/s1
InChIKeyDWEOLLYPKQIHIN-JOAINMFFSA-N
Species of MetaboliteComponentSourceComments
Penicillium solitum (ncbitaxon:60172) - PubMed (12932120) Strain: CT2108
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
EC 2.3.1.85 (fatty acid synthase) inhibitor  An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of fatty acid synthase (EC 2.3.1.85), a multi-enzyme protein involved in fatty acid synthesis.
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.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
CT2108B (CHEBI:65679) has role Penicillium metabolite (CHEBI:76964)
CT2108B (CHEBI:65679) has role antifungal agent (CHEBI:35718)
CT2108B (CHEBI:65679) has role antimicrobial agent (CHEBI:33281)
CT2108B (CHEBI:65679) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476)
CT2108B (CHEBI:65679) is a azaphilone (CHEBI:50941)
CT2108B (CHEBI:65679) is a carboxylic ester (CHEBI:33308)
CT2108B (CHEBI:65679) is a cyclic ether (CHEBI:37407)
CT2108B (CHEBI:65679) is a enone (CHEBI:51689)
CT2108B (CHEBI:65679) is a isochromenes (CHEBI:38761)
CT2108B (CHEBI:65679) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(7S)-3-[(1E,3E,5E)-hepta-1,3,5-trien-1-yl]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl (3S)-3-hydroxybutanoate
Registry NumbersSources
Reaxys:9513719Reaxys
Citations