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CHEBI:167214 - fumisoquin B

ChEBI IDCHEBI:167214
ChEBI Namefumisoquin B
Stars
DefinitionA pyridoisoquinoline that is (11aR)-1,3,4,6,11,11a-hexahydro-2H-pyrido[1,2-b]isoquinoline substituted by hydoxy groups at positions 1S,7 and 11R, by an amino group at position 3S, oxo group at position 4 and a sulfooxy group at position 8. It is produced by a biosynthetic gene cluster called fsq in the human pathogen Aspergillus fumigatus.
Last Modified21 January 2021
SubmitterAdnan
DownloadsMolfile
FormulaC13H16N2O8S
Net Charge0
Average Mass360.344
Monoisotopic Mass360.06274
SMILES[H][C@@]12[C@H](O)c3ccc(OS(=O)(=O)O)c(O)c3CN1C(=O)[C@@H](N)C[C@@H]2O
InChIInChI=1S/C13H16N2O8S/c14-7-3-8(16)10-12(18)5-1-2-9(23-24(20,21)22)11(17)6(5)4-15(10)13(7)19/h1-2,7-8,10,12,16-18H,3-4,14H2,(H,20,21,22)/t7-,8-,10+,12+/m0/s1
InChIKeyBGFQBPLLFWLCBB-ZOWUKKRWSA-N
Species of MetaboliteComponentSourceComments
Aspergillus fumigatus (ncbitaxon:746128) - PubMed (27065235)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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)
fumisoquin B (CHEBI:167214) has role Aspergillus metabolite (CHEBI:76956)
fumisoquin B (CHEBI:167214) is a aryl sulfate (CHEBI:37919)
fumisoquin B (CHEBI:167214) is a isoquinoline alkaloid (CHEBI:24921)
fumisoquin B (CHEBI:167214) is a phenols (CHEBI:33853)
fumisoquin B (CHEBI:167214) is a primary amino compound (CHEBI:50994)
fumisoquin B (CHEBI:167214) is a pyridoisoquinoline (CHEBI:61692)
fumisoquin B (CHEBI:167214) is a triol (CHEBI:27136)
fumisoquin B (CHEBI:167214) is tautomer of fumisoquin B zwitterion (CHEBI:167200)
Incoming Relation(s)
fumisoquin B zwitterion (CHEBI:167200) is tautomer of fumisoquin B (CHEBI:167214)
IUPAC Name 
(1S,3S,11R,11aR)-3-amino-1,7,11-trihydroxy-4-oxo-1,3,4,6,11,11a-hexahydro-2H-pyrido[1,2-b]isoquinolin-8-yl hydrogen sulfate
Synonym  Source
[(1S,3S,11R,11aR)-3-amino-1,7,11-trihydroxy-4-oxo-1H,2H,3H,4H,6H,11H,11aH-pyrido[1,2-b]isoquinolin-8-yl]oxidanesulfonic acidIUPAC
Citations