CHEBI:38221 - fumonisin B1

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name fumonisin B1
ChEBI ID CHEBI:38221
ChEBI ASCII Name fumonisin B1
Definition A diester that results from the condensation of the 1-carboxy groups of two molecules of propane-1,2,3-tricarboxylic acid with hydroxy groups at positions 14 and 15 of (2S,3S,5R,10R,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:94970
Supplier Information
Download Molfile XML SDF
Formula C34H59NO15
Net Charge 0
Average Mass 721.831
Monoisotopic Mass 721.388
InChI InChI=1S/C34H59NO15/c1-5-6-9-20(3)32(50-31(44)17-23(34(47)48)15-29(41)42)27(49-30(43)16-22(33(45)46)14-28(39)40)13-19(2)12-24(36)10-7-8-11-25(37)18-26(38)21(4)35/h19-27,32,36-38H,5-18,35H2,1-4H3,(H,39,40)(H,41,42)(H,45,46)(H,47,48)/t19-,20+,21-,22+,23+,24+,25+,26-,27-,32+/m0/s1
InChIKey UVBUBMSSQKOIBE-DSLOAKGESA-N
SMILES CCCC[C@H]([C@H]([C@H](C[C@H](C[C@@H](CCCC[C@H](C[C@@H]([C@H](C)N)O)O)O)C)OC(C[C@@H](CC(=O)O)C(=O)O)=O)OC(=O)C[C@@H](CC(O)=O)C(=O)O)C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 B1 (CHEBI:38221) has functional parent (2S,3S,5R,10R,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol (CHEBI:62519)
fumonisin B1 (CHEBI:38221) has role carcinogenic agent (CHEBI:50903)
fumonisin B1 (CHEBI:38221) has role metabolite (CHEBI:25212)
fumonisin B1 (CHEBI:38221) is a diester (CHEBI:51307)
fumonisin B1 (CHEBI:38221) is a fumonisin (CHEBI:38224)
fumonisin B1 (CHEBI:38221) is a primary amino compound (CHEBI:50994)
fumonisin B1 (CHEBI:38221) is a triol (CHEBI:27136)
fumonisin B1 (CHEBI:38221) is conjugate acid of fumonisin B1(3-) (CHEBI:62554)
Incoming fumonisin B1(3-) (CHEBI:62554) is conjugate base of fumonisin B1 (CHEBI:38221)
IUPAC Name
(2R,2'R)-2,2'-{[(5R,6R,7S,9S,11R,16R,18S,19S)-19-amino-11,16,18-trihydroxy-5,9-dimethylicosane-6,7-diyl]bis[oxy(2-oxoethane-2,1-diyl)]}dibutanedioic acid
Synonyms Sources
FB1 ChEBI
Fumonisin B1 ChemIDplus
Macrofusine ChemIDplus
Manual Xrefs Databases
C19241 KEGG COMPOUND
CPD-13181 MetaCyc
LMSP01080022 LIPID MAPS
LSM-6190 LINCS
View more database links
Registry Numbers Types Sources
116355-83-0 CAS Registry Number KEGG COMPOUND
116355-83-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11105999 PubMed citation Europe PMC
11304035 PubMed citation Europe PMC
11359696 PubMed citation Europe PMC
11522378 PubMed citation Europe PMC
11852482 PubMed citation Europe PMC
14729403 PubMed citation Europe PMC
15499968 PubMed citation Europe PMC
15703925 PubMed citation Europe PMC
15713342 PubMed citation Europe PMC
16221962 PubMed citation Europe PMC
18612046 PubMed citation Europe PMC
19354245 PubMed citation Europe PMC
19922747 PubMed citation Europe PMC
21266524 PubMed citation Europe PMC
Last Modified
28 November 2016
General Comment
2011-07-05 Fumonisin B1 is the major mycotoxin produced by the fungus Fusarium verticillioides (formerly Fusarium moniliforme) and is found in diverse crops such as corn, wheat, and barley.