CHEBI:68744 - chaetoviridin D

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ChEBI Name chaetoviridin D
ChEBI ID CHEBI:68744
Definition An organic heterotetracyclic compound with formula C23H27ClO7 isolated from Chaetomium globosum. It is a diastereoisomer of chaetomugilin A (which has a significantly different optical rotation).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:67613
Supplier Information
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Formula C23H27ClO7
Net Charge 0
Average Mass 450.910
Monoisotopic Mass 450.14453
InChI InChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-29-14)17-18-21(27)30-13(4)11(2)23(18,28)31-22(17,5)20(26)19(15)24/h6-13,17-18,25,28H,1-5H3/b7-6+
InChIKey LNHWUFUMZSBRBY-VOTSOKGWSA-N
SMILES C12(OC3(C(C(Cl)=C4C(C3([H])C1(C(OC(C2C)C)=O)[H])=COC(=C4)/C=C/C(C(C)O)C)=O)C)O
Metabolite of Species Details
Chaetomium globosum (NCBI:txid38033) See: PubMed
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
Roles Classification
Biological Role(s): Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chaetoviridin D (CHEBI:68744) has role Chaetomium metabolite (CHEBI:76960)
chaetoviridin D (CHEBI:68744) is a δ-lactone (CHEBI:18946)
chaetoviridin D (CHEBI:68744) is a enone (CHEBI:51689)
chaetoviridin D (CHEBI:68744) is a lactol (CHEBI:38131)
chaetoviridin D (CHEBI:68744) is a organic heterotetracyclic compound (CHEBI:38163)
chaetoviridin D (CHEBI:68744) is a organochlorine compound (CHEBI:36683)
IUPAC Name
5-chloro-7a-hydroxy-3-[(1E)-4-hydroxy-3-methylpent-1-en-1-yl]-6a,8,9-trimethyl-6a,7a,8,9,11a,11b-hexahydro-6H,11H-pyrano[3',4':4,5]furo[2,3-h][2]benzopyran-6,11-dione
Citation Waiting for Citations Type Source
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.