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CHEBI:31850 - militarinone A

ChEBI IDCHEBI:31850
ChEBI Namemilitarinone A
Stars
DefinitionA pyridine alkaloid that is 1,4-dihydroxypyridin-2(1H)-one substituted by a cis-1,4-dihydroxycyclohexyl group at position 5 and a (2E,4E,6E,8R,10R)-6,8,10-trimethyldodeca-2,4,6-trienoyl moiety at position 3. It is isolated from the mycelium of the entomogenous fungus, Paecilomyces militaris and has been found to induce pronounced neurite sprouting.
Secondary ChEBI IDsCHEBI:66390, CHEBI:70183
Last Modified7 November 2013
DownloadsMolfile
FormulaC26H37NO6
Net Charge0
Average Mass459.583
Monoisotopic Mass459.26209
SMILESCC[C@@H](C)C[C@@H](C)/C=C(C)/C=C/C=C/C(=O)c1c(O)c([C@]2(O)CC[C@@H](O)CC2)cn(O)c1=O
InChIInChI=1S/C26H37NO6/c1-5-17(2)14-19(4)15-18(3)8-6-7-9-22(29)23-24(30)21(16-27(33)25(23)31)26(32)12-10-20(28)11-13-26/h6-9,15-17,19-20,28,30,32-33H,5,10-14H2,1-4H3/b8-6+,9-7+,18-15+/t17-,19-,20-,26+/m1/s1
InChIKeyTURMFSNDIZERMD-FOBKFMRFSA-N
Species of MetaboliteComponentSourceComments
Paecilomyces militaris (ncbitaxon:33202) mycelium (BTO:0001436) PubMed (11796049) Entomogenous fungus
Isaria farinosa (ncbitaxon:89141) - PubMed (21158423) EtOAc extract of fermented material of fungus inhabiting fruiting bodieds of Cordyceps sinensis
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)
militarinone A (CHEBI:31850) has role metabolite (CHEBI:25212)
militarinone A (CHEBI:31850) is a aromatic ketone (CHEBI:76224)
militarinone A (CHEBI:31850) is a dihydroxypyridine (CHEBI:23793)
militarinone A (CHEBI:31850) is a enone (CHEBI:51689)
militarinone A (CHEBI:31850) is a pyridine alkaloid (CHEBI:26416)
militarinone A (CHEBI:31850) is a pyridone (CHEBI:38183)
militarinone A (CHEBI:31850) is a secondary alcohol (CHEBI:35681)
militarinone A (CHEBI:31850) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
5-(cis-1,4-dihydroxycyclohexyl)-1,4-dihydroxy-3-[(2E,4E,6E,8R,10R)-6,8,10-trimethyldodeca-2,4,6-trienoyl]pyridin-2(1H)-one
Synonym  Source
Militarinone AKEGG COMPOUND
Manual XrefsDatabases
C12333KEGG COMPOUND
Registry NumbersSources
Reaxys:9098094Reaxys
Citations