CHEBI:38225 - fumonisin B2

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ChEBI Name fumonisin B2
ChEBI ID CHEBI:38225
ChEBI ASCII Name fumonisin B2
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C34H59NO14
Net Charge 0
Average Mass 705.83060
Monoisotopic Mass 705.394
InChI InChI=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
InChIKey UXDPXZQHTDAXOZ-STOIETHLSA-N
SMILES CCCC[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
Metabolite of Species Details
Aspergillus niger (NCBI:txid5061) From Aspergillus niger on grapes and raisins. 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 )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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.
mycotoxin
Poisonous substance produced by fungi.
(via fumonisin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
FB2 ChEBI
Fumonisin B2 ChemIDplus
Manual Xrefs Databases
C19242 KEGG COMPOUND
LMSP01080023 LIPID MAPS
View more database links
Registry Numbers Types Sources
116355-84-1 CAS Registry Number ChemIDplus
7327126 Reaxys Registry Number Reaxys
Last Modified
28 November 2016