EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:133844 - 22-deacetylyanuthone A

ChEBI IDCHEBI:133844
ChEBI Name22-deacetylyanuthone A
Stars
DefinitionA class I yanuthone that is 7-deacetoxyyanuthone A in which the methyl group attached to the epoxy-cyclohexenone ring has been oxidised to the corresponding hydroxymethyl group.
Last Modified21 November 2016
SubmitterJubra
DownloadsMolfile
FormulaC22H32O4
Net Charge0
Average Mass360.494
Monoisotopic Mass360.23006
SMILESCC(C)=CCC/C(C)=C/CC/C(C)=C/C[C@@]12O[C@@H]1[C@H](O)C(CO)=CC2=O
InChIInChI=1S/C22H32O4/c1-15(2)7-5-8-16(3)9-6-10-17(4)11-12-22-19(24)13-18(14-23)20(25)21(22)26-22/h7,9,11,13,20-21,23,25H,5-6,8,10,12,14H2,1-4H3/b16-9+,17-11+/t20-,21-,22+/m1/s1
InChIKeyNXKIAZOEVGWPKT-UXNGKKSFSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger ATCC 1015 (ncbitaxon:380704) - PubMed (24684908)
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)
22-deacetylyanuthone A (CHEBI:133844) has functional parent 7-deacetoxyyanuthone A (CHEBI:133843)
22-deacetylyanuthone A (CHEBI:133844) has role Aspergillus metabolite (CHEBI:76956)
22-deacetylyanuthone A (CHEBI:133844) is a class I yanuthone (CHEBI:133075)
22-deacetylyanuthone A (CHEBI:133844) is a primary alcohol (CHEBI:15734)
22-deacetylyanuthone A (CHEBI:133844) is a secondary alcohol (CHEBI:35681)
Incoming Relation(s)
yanuthone E (CHEBI:133840) has functional parent 22-deacetylyanuthone A (CHEBI:133844)
yanuthone H (CHEBI:133836) has functional parent 22-deacetylyanuthone A (CHEBI:133844)
IUPAC Name 
(1R,5R,6R)-5-hydroxy-4-(hydroxymethyl)-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:8729636Reaxys
Citations