CHEBI:74219 - fumicycline A

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ChEBI Name fumicycline A
ChEBI ID CHEBI:74219
Definition An anthrafuran and meroterpenoid that is 2,3,11,11a-tetrahydroanthra[2,3-b]furan which is substituted by a 2-oxopropylidene group at position 2, a 3-methylbut-2-en-1-yl group at position 5, an oxo group at position 11, and hydroxy groups at positions 3a, 7, 9, and 10. It is one of the 'cryptic' secondary metabolites (i.e. expressed at very low levels in the absence of specific triggers and/or conditions) of Aspergillus fumogatus, obtained following the induction of the fungus with the actinomycete Streptomyces rapamycinicus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H24O7
Net Charge 0
Average Mass 424.44320
Monoisotopic Mass 424.15220
InChI InChI=1S/C24H24O7/c1-11(2)4-5-15-16-7-13(26)8-18(27)19(16)21(28)20-17(15)10-24(30)9-14(6-12(3)25)31-23(24)22(20)29/h4,6-8,23,26-28,30H,5,9-10H2,1-3H3/b14-6-
InChIKey XHUOQLRFCHQNRS-NSIKDUERSA-N
SMILES CC(=O)\C=C1\CC2(O)Cc3c(CC=C(C)C)c4cc(O)cc(O)c4c(O)c3C(=O)C2O1
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via meroterpenoid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fumicycline A (CHEBI:74219) has role metabolite (CHEBI:25212)
fumicycline A (CHEBI:74219) is a anthrafuran (CHEBI:71652)
fumicycline A (CHEBI:74219) is a aromatic ketone (CHEBI:76224)
fumicycline A (CHEBI:74219) is a enone (CHEBI:51689)
fumicycline A (CHEBI:74219) is a meroterpenoid (CHEBI:64419)
fumicycline A (CHEBI:74219) is a polyphenol (CHEBI:26195)
fumicycline A (CHEBI:74219) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(2Z)-3a,7,9,10-tetrahydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-oxopropylidene)-2,3,3a,11a-tetrahydroanthra[2,3-b]furan-11(4H)-one
Citation Waiting for Citations Type Source
23649940 PubMed citation Europe PMC
Last Modified
07 November 2013