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CHEBI:167211 - fumisoquin A

ChEBI IDCHEBI:167211
ChEBI Namefumisoquin A
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,7,8 and 11R, by an amino group at position 3S and an oxo group at position 4. It is produced by a biosynthetic gene cluster called fsq in the human pathogen Aspergillus fumigatus.
Last Modified21 January 2021
SubmitterAdnan
DownloadsMolfile
FormulaC13H16N2O5
Net Charge0
Average Mass280.280
Monoisotopic Mass280.10592
SMILES[H][C@@]12[C@H](O)c3ccc(O)c(O)c3CN1C(=O)[C@@H](N)C[C@@H]2O
InChIInChI=1S/C13H16N2O5/c14-7-3-9(17)10-12(19)5-1-2-8(16)11(18)6(5)4-15(10)13(7)20/h1-2,7,9-10,12,16-19H,3-4,14H2/t7-,9-,10+,12+/m0/s1
InChIKeyDGLVASJKYCTLGR-QAHWYCSRSA-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 A (CHEBI:167211) has role Aspergillus metabolite (CHEBI:76956)
fumisoquin A (CHEBI:167211) is a isoquinoline alkaloid (CHEBI:24921)
fumisoquin A (CHEBI:167211) is a phenols (CHEBI:33853)
fumisoquin A (CHEBI:167211) is a primary amino compound (CHEBI:50994)
fumisoquin A (CHEBI:167211) is a pyridoisoquinoline (CHEBI:61692)
fumisoquin A (CHEBI:167211) is a tetrol (CHEBI:33573)
fumisoquin A (CHEBI:167211) is conjugate base of fumisoquin A(1+) (CHEBI:167199)
Incoming Relation(s)
fumisoquin A(1+) (CHEBI:167199) is conjugate acid of fumisoquin A (CHEBI:167211)
IUPAC Name 
(1S,3S,11R,11aR)-3-amino-1,7,8,11-tetrahydroxy-1,2,3,6,11,11a-hexahydro-4H-pyrido[1,2-b]isoquinolin-4-one
Synonym  Source
(1S,3S,11R,11aR)-3-amino-1,7,8,11-tetrahydroxy-1H,2H,3H,4H,6H,11H,11aH-pyrido[1,2-b]isoquinolin-4-oneIUPAC
Manual XrefsDatabases
C00051874KNApSAcK
Citations