CHEBI:167214 - fumisoquin B

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ChEBI Name fumisoquin B
ChEBI ID CHEBI:167214
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 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000085560803
Download Molfile XML SDF
Formula C13H16N2O8S
Net Charge 0
Average Mass 360.340
Monoisotopic Mass 360.06274
InChI InChI=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
InChIKey BGFQBPLLFWLCBB-ZOWUKKRWSA-N
SMILES [H][C@]12[C@@H](O)C[C@H](N)C(=O)N1CC1=C(C=CC(OS(O)(=O)=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 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 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 acid IUPAC
Citation Type Source
27065235 PubMed citation Europe PMC
Last Modified
21 January 2021