CHEBI:167211 - fumisoquin A

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ChEBI Name fumisoquin A
ChEBI ID CHEBI:167211
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000085560803
Download Molfile XML SDF
Formula C13H16N2O5
Net Charge 0
Average Mass 280.280
Monoisotopic Mass 280.10592
InChI InChI=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
InChIKey DGLVASJKYCTLGR-QAHWYCSRSA-N
SMILES [H][C@]12[C@@H](O)C[C@H](N)C(=O)N1CC1=C(C=CC(O)=C1O)[C@H]2O
Metabolite of Species Details
Aspergillus fumigatus (NCBI:txid746128) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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-one IUPAC
Manual Xref Database
C00051874 KNApSAcK
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Citation Type Source
27065235 PubMed citation Europe PMC
Last Modified
21 January 2021