EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:141359 - fusarithioamide A

ChEBI IDCHEBI:141359
ChEBI Namefusarithioamide A
Stars
DefinitionA member of the class of benzamides that is 2-aminobenzoic acid in which the hydrogen atom of the carboxy group has been substituted by a [(1S)-1-hydroxy-3-mercaptopropyl]nitrilo group and in which one of the the hydrogens of the amino group has been substituted by a (2R)-2-aminopropanoyl group. It is a metabolite isolated from the endophytic fungus, Fusarium chlamydosporium.
Last Modified11 June 2019
SubmitterR. Stephan
DownloadsMolfile
FormulaC13H19N3O3S
Net Charge0
Average Mass297.380
Monoisotopic Mass297.11471
SMILESC[C@@H](N)C(=O)Nc1ccccc1C(=O)N[C@@H](O)CCS
InChIInChI=1S/C13H19N3O3S/c1-8(14)12(18)15-10-5-3-2-4-9(10)13(19)16-11(17)6-7-20/h2-5,8,11,17,20H,6-7,14H2,1H3,(H,15,18)(H,16,19)/t8-,11+/m1/s1
InChIKeyDQGIXJCPVVNGMY-KCJUWKMLSA-N
Species of MetaboliteComponentSourceComments
Fusarium chlamydosporum (ncbitaxon:86545) - PubMed (27634222)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
fusarithioamide A (CHEBI:141359) has functional parent D-alanine (CHEBI:15570)
fusarithioamide A (CHEBI:141359) has role antifungal agent (CHEBI:35718)
fusarithioamide A (CHEBI:141359) has role antineoplastic agent (CHEBI:35610)
fusarithioamide A (CHEBI:141359) has role fungal metabolite (CHEBI:76946)
fusarithioamide A (CHEBI:141359) is a benzamides (CHEBI:22702)
fusarithioamide A (CHEBI:141359) is a organic hydroxy compound (CHEBI:33822)
fusarithioamide A (CHEBI:141359) is a primary amino compound (CHEBI:50994)
fusarithioamide A (CHEBI:141359) is a secondary carboxamide (CHEBI:140325)
fusarithioamide A (CHEBI:141359) is a thiol (CHEBI:29256)
IUPAC Names 
2-(D-alanylamino)-N-[(1S)-1-hydroxy-3-mercaptopropyl]benzamide
2-(D-alanylamino)-N-[(1S)-1-hydroxy-3-sulfanylpropyl]benzamide
Registry NumbersSources
Reaxys:30208318Reaxys
Citations