CHEBI:65678 - CT2108A

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ChEBI Name CT2108A
ChEBI ID CHEBI:65678
Definition An azaphilone that is 7,8-dihydro-6H-oxireno[j]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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H22O7
Net Charge 0
Average Mass 386.39520
Monoisotopic Mass 386.13655
InChI InChI=1S/C21H22O7/c1-4-5-6-7-8-9-15-11-14-12-16(23)20(3,27-17(24)10-13(2)22)18(25)21(14)19(26-15)28-21/h4-9,11-13,19,22H,10H2,1-3H3/b5-4+,7-6+,9-8+/t13-,19?,20-,21?/m0/s1
InChIKey DHOBWLDZMMCUPR-QBINLZOGSA-N
SMILES C\C=C\C=C\C=C\C1=CC2=CC(=O)[C@](C)(OC(=O)C[C@H](C)O)C(=O)C22OC2O1
Metabolite of Species Details
Penicillium solitum (NCBI:txidtxid60172) of strain CT2108 See: PubMed
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via azaphilone )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing CT2108A (CHEBI:65678) has role Penicillium metabolite (CHEBI:76964)
CT2108A (CHEBI:65678) has role antifungal agent (CHEBI:35718)
CT2108A (CHEBI:65678) has role antimicrobial agent (CHEBI:33281)
CT2108A (CHEBI:65678) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476)
CT2108A (CHEBI:65678) is a azaphilone (CHEBI:50941)
CT2108A (CHEBI:65678) is a carboxylic ester (CHEBI:33308)
CT2108A (CHEBI:65678) is a enone (CHEBI:51689)
CT2108A (CHEBI:65678) is a epoxide (CHEBI:32955)
CT2108A (CHEBI:65678) is a organic heterotricyclic compound (CHEBI:26979)
CT2108A (CHEBI:65678) 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-oxireno[j]isochromen-7-yl (3S)-3-hydroxybutanoate
Registry Number Type Source
9514663 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12932120 PubMed citation Europe PMC
Last Modified
13 January 2014