CHEBI:67611 - chaetoviridin B

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ChEBI Name chaetoviridin B
ChEBI ID CHEBI:67611
Definition An organic heterotetracyclic compound with formula C23H27ClO6 isolated from Chaetomium globosum. It exhibits antifungal activity against plant pathogenic fungi.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:68718
Supplier Information
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Formula C23H27ClO6
Net Charge 0
Average Mass 434.911
Monoisotopic Mass 434.14962
InChI InChI=1S/C23H27ClO6/c1-6-11(2)7-8-14-9-15-16(10-28-14)17-18-21(26)29-13(4)12(3)23(18,27)30-22(17,5)20(25)19(15)24/h7-13,17-18,27H,6H2,1-5H3/b8-7+/t11?,12-,13-,17-,18+,22+,23-/m1/s1
InChIKey VFAOIGZBHFMFIU-WGJHMWEWSA-N
SMILES [C@@]12(O[C@@]3(C(C(Cl)=C4C([C@]3([H])[C@]1(C(O[C@@H]([C@H]2C)C)=O)[H])=COC(=C4)/C=C/C(CC)C)=O)C)O
Metabolite of Species Details
Chaetomium globosum (NCBI:txid38033) Found in mycelium (BTO:0001436). Endophytic fungus in leaves of Viguiera robusta, EtOAc extract of culture broth and mycelium See: PubMed
Chaetomium globosum (NCBI:txid38033) 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chaetoviridin B (CHEBI:67611) has role Chaetomium metabolite (CHEBI:76960)
chaetoviridin B (CHEBI:67611) has role antifungal agent (CHEBI:35718)
chaetoviridin B (CHEBI:67611) is a δ-lactone (CHEBI:18946)
chaetoviridin B (CHEBI:67611) is a enone (CHEBI:51689)
chaetoviridin B (CHEBI:67611) is a lactol (CHEBI:38131)
chaetoviridin B (CHEBI:67611) is a organic heterotetracyclic compound (CHEBI:38163)
chaetoviridin B (CHEBI:67611) is a organochlorine compound (CHEBI:36683)
IUPAC Name
(6aS,7aR,8R,9R,11aR,11bS)-5-chloro-7a-hydroxy-6a,8,9-trimethyl-3-[(1E)-3-methylpent-1-en-1-yl]-6a,7a,8,9,11a,11b-hexahydro-6H,11H-pyrano[3',4':4,5]furo[2,3-h][2]benzopyran-6,11-dione
Registry Numbers Types Sources
128230-03-5 CAS Registry Number ChemIDplus
19210016 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10344570 PubMed citation Europe PMC
16209910 PubMed citation Europe PMC
21548578 PubMed citation Europe PMC
Last Modified
23 November 2016
General Comment
2016-11-23 For structural revision of the previously assigned heterotricyclic structure to the heterotetracyclic structure shown, see S. R. Kingsland and R. A. Barrow, Aust. J. Chem., 2009, 62, 269-274.