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CHEBI:74219 - fumicycline A

ChEBI IDCHEBI:74219
ChEBI Namefumicycline A
Stars
DefinitionAn 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.
Last Modified7 November 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC24H24O7
Net Charge0
Average Mass424.449
Monoisotopic Mass424.15220
SMILESCC(=O)/C=C1/CC2(O)Cc3c(c(O)c4c(O)cc(O)cc4c3CC=C(C)C)C(=O)C2O1
InChIInChI=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-
InChIKeyXHUOQLRFCHQNRS-NSIKDUERSA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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
Citations