CHEBI:67610 - chaetoviridin A

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ChEBI Name chaetoviridin A
ChEBI ID CHEBI:67610
Definition An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a chloro group at position 5, a 3-hydroxy-2-methylbutanoyl group at position 9, a methyl group at position 6a and a 3-methylpent-1-en-1yl group at position 3. Isolated from Chaetomium globosum, it exhibits natifungal activity against plant pathogenic fungi.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H25ClO6
Net Charge 0
Average Mass 432.89400
Monoisotopic Mass 432.13397
InChI InChI=1S/C23H25ClO6/c1-6-11(2)7-8-14-9-15-16(10-29-14)18-17(20(26)12(3)13(4)25)22(28)30-23(18,5)21(27)19(15)24/h7-13,25H,6H2,1-5H3/b8-7+/t11-,12-,13+,23-/m0/s1
InChIKey HWSQVPGTQUYLEQ-CCBHEJLASA-N
SMILES CC[C@H](C)\C=C\C1=CC2=C(Cl)C(=O)[C@@]3(C)OC(=O)C(C(=O)[C@@H](C)[C@@H](C)O)=C3C2=CO1
Metabolite of Species Details
Chaetomium globosum (NCBI:txidtxid38033) Found in mycelium (BTO:0001436). Endophytic fungus in leaves of Viguiera robusta, EtOAc extract of culture broth and mycelium See: PubMed
Chaetomium globosum (NCBI:txidtxid38033) See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
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 chaetoviridin A (CHEBI:67610) has role Chaetomium metabolite (CHEBI:76960)
chaetoviridin A (CHEBI:67610) has role antifungal agent (CHEBI:35718)
chaetoviridin A (CHEBI:67610) is a β-hydroxy ketone (CHEBI:55380)
chaetoviridin A (CHEBI:67610) is a γ-lactone (CHEBI:37581)
chaetoviridin A (CHEBI:67610) is a azaphilone (CHEBI:50941)
chaetoviridin A (CHEBI:67610) is a enone (CHEBI:51689)
chaetoviridin A (CHEBI:67610) is a organic heterotricyclic compound (CHEBI:26979)
chaetoviridin A (CHEBI:67610) is a organochlorine compound (CHEBI:36683)
chaetoviridin A (CHEBI:67610) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(6aS)-5-chloro-9-[(2S,3R)-3-hydroxy-2-methylbutanoyl]-6a-methyl-3-[(1E,3S)-3-methylpent-1-en-1-yl]-6H-furo[2,3-h]isochromene-6,8(6aH)-dione
Manual Xref Database
4953135 ChemSpider
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Registry Numbers Types Sources
128252-98-2 CAS Registry Number ChemIDplus
3634068 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16209910 PubMed citation Europe PMC
21548578 PubMed citation Europe PMC
Last Modified
14 October 2013