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CHEBI:141359 - fusarithioamide A

Default Structure
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:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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