CHEBI:67611 - chaetoviridin B

ChEBI IDCHEBI:67611
ChEBI Namechaetoviridin B
Stars
DefinitionAn organic heterotetracyclic compound with formula C23H27ClO6 isolated from Chaetomium globosum. It exhibits antifungal activity against plant pathogenic fungi.
Secondary ChEBI IDCHEBI:68718
Last Modified23 November 2016
DownloadsMolfile
FormulaC23H27ClO6
Net Charge0
Average Mass434.916
Monoisotopic Mass434.14962
SMILES[H][C@]12C3=COC(/C=C/C(C)CC)=CC3=C(Cl)C(=O)[C@@]1(C)O[C@]1(O)[C@H](C)[C@@H](C)OC(=O)[C@]21[H]
InChIInChI=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
InChIKeyVFAOIGZBHFMFIU-WGJHMWEWSA-N
Species of MetaboliteComponentSourceComments
Chaetomium globosum (ncbitaxon:38033)
mycelium (BTO:0001436) PubMed (21548578) Endophytic fungus in leaves of Viguiera robusta, EtOAc extract of culture broth and mycelium
- PubMed (21854043)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 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)
chaetoviridin B (CHEBI:67611) is a δ-lactone (CHEBI:18946)
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 NumbersSources
Reaxys:19210016Reaxys
CAS:128230-03-5ChemIDplus
Citations