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CHEBI:133843 - 7-deacetoxyyanuthone A

ChEBI IDCHEBI:133843
ChEBI Name7-deacetoxyyanuthone A
Stars
DefinitionA class I yanuthone that is 5,6-epoxy-4-hydroxy-3-methylcyclohex-2-en-1-one which is substituted at position 6 by an (E,E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl group (the R,R,R stereoisomer).
Last Modified21 November 2016
SubmitterJubra
DownloadsMolfile
FormulaC22H32O3
Net Charge0
Average Mass344.495
Monoisotopic Mass344.23514
SMILESCC(C)=CCC/C(C)=C/CC/C(C)=C/C[C@@]12O[C@@H]1[C@H](O)C(C)=CC2=O
InChIInChI=1S/C22H32O3/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22-19(23)14-18(5)20(24)21(22)25-22/h8,10,12,14,20-21,24H,6-7,9,11,13H2,1-5H3/b16-10+,17-12+/t20-,21-,22+/m1/s1
InChIKeyDKOXVDVXOYHFHV-ITGDQCKOSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger ATCC 1015 (ncbitaxon:380704) - PubMed (24684908)
Penicillium sp. (ncbitaxon:5081) - PubMed (14640527)
Penicillium chrysogenum (ncbitaxon:5076) - PubMed (15974609)
Gliomastix sp. ZSDS1-F7 (ncbitaxon:1769178) - PubMed (27417331) The fungus Gliomastix sp. ZSDS1-F7 was isolated from the sponge Phakellia fusca
Roles Classification
Biological Roles:
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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)
7-deacetoxyyanuthone A (CHEBI:133843) has role Aspergillus metabolite (CHEBI:76956)
7-deacetoxyyanuthone A (CHEBI:133843) is a class I yanuthone (CHEBI:133075)
7-deacetoxyyanuthone A (CHEBI:133843) is a secondary alcohol (CHEBI:35681)
Incoming Relation(s)
22-deacetylyanuthone A (CHEBI:133844) has functional parent 7-deacetoxyyanuthone A (CHEBI:133843)
yanuthone F (CHEBI:133835) has functional parent 7-deacetoxyyanuthone A (CHEBI:133843)
yanuthone K (CHEBI:133035) has functional parent 7-deacetoxyyanuthone A (CHEBI:133843)
IUPAC Name 
(1R,5R,6R)-5-hydroxy-4-methyl-1-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-2-one
Registry NumbersSources
Reaxys:9804191Reaxys
Citations