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CHEBI:38225 - fumonisin B2

ChEBI IDCHEBI:38225
ChEBI Namefumonisin B2
Stars
ASCII Namefumonisin B2
DefinitionA fumonisin that is (2S,3S,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,14,15-triol in which the hydroxy groups at positions 14 and 15 have each been esterified by condensation with the 1-carboxy group of 3-carboxyglutaric acid (giving a 3-carboxyglutarate ester group with R configuration in each case).
Last Modified28 November 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC34H59NO14
Net Charge0
Average Mass705.839
Monoisotopic Mass705.39356
SMILESCCCC[C@@H](C)[C@@H](OC(=O)C[C@@H](CC(=O)O)C(=O)O)[C@H](C[C@@H](C)CCCCCC[C@@H](O)C[C@H](O)[C@H](C)N)OC(=O)C[C@@H](CC(=O)O)C(=O)O
InChIInChI=1S/C34H59NO14/c1-5-6-12-21(3)32(49-31(43)18-24(34(46)47)16-29(40)41)27(48-30(42)17-23(33(44)45)15-28(38)39)14-20(2)11-9-7-8-10-13-25(36)19-26(37)22(4)35/h20-27,32,36-37H,5-19,35H2,1-4H3,(H,38,39)(H,40,41)(H,44,45)(H,46,47)/t20-,21+,22-,23+,24+,25+,26-,27-,32+/m0/s1
InChIKeyUXDPXZQHTDAXOZ-STOIETHLSA-N
Species of MetaboliteComponentSourceComments
Aspergillus niger (ncbitaxon:5061) - PubMed (20014861) From Aspergillus niger on grapes and raisins.
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
carcinogenic agent  A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
Aspergillus metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
mycotoxin  Poisonous substance produced by fungi.
ChEBI Ontology
Outgoing Relation(s)
fumonisin B2 (CHEBI:38225) has role Aspergillus metabolite (CHEBI:76956)
fumonisin B2 (CHEBI:38225) has role carcinogenic agent (CHEBI:50903)
fumonisin B2 (CHEBI:38225) is a diester (CHEBI:51307)
fumonisin B2 (CHEBI:38225) is a diol (CHEBI:23824)
fumonisin B2 (CHEBI:38225) is a fumonisin (CHEBI:38224)
fumonisin B2 (CHEBI:38225) is a primary amino compound (CHEBI:50994)
IUPAC Name 
(2R,2'R)-2,2'-{[(5R,6R,7S,9S,16R,18S,19S)-19-amino-16,18-dihydroxy-5,9-dimethylicosane-6,7-diyl]bis[oxy(2-oxoethane-2,1-diyl)]}dibutanedioic acid
Synonyms  Source
Fumonisin B2ChemIDplus
FB2ChEBI
Manual XrefsDatabases
LMSP01080023LIPID MAPS
C19242KEGG COMPOUND
Registry NumbersSources
Reaxys:7327126Reaxys
CAS:116355-84-1ChemIDplus
CAS:116355-84-1KEGG COMPOUND