EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:65375 - agrochelin

ChEBI IDCHEBI:65375
ChEBI Nameagrochelin
Stars
DefinitionA member of the class thiazolidines that is (3S)-3-hydroxy-2,2-dimethyl-3-[(4R)-3-methyl-1,3-thiazolidin-4-yl]propanoic acid which is substituted at position 2 by a (4R)-2-(2-hydroxy-6-pentylphenyl)-4,5-dihydro-1,3-thiazol-4-yl group. A cytotoxic antibiotic, it is produced by the fermentation of Agrobacterium.
Last Modified5 September 2012
DownloadsMolfile
FormulaC23H34N2O4S2
Net Charge0
Average Mass466.669
Monoisotopic Mass466.19600
SMILES[H][C@@]1([C@@H](O)C(C)(C)C(=O)O)CS[C@@]([H])([C@@]2([H])CSC(c3c(O)cccc3CCCCC)=N2)N1C
InChIInChI=1S/C23H34N2O4S2/c1-5-6-7-9-14-10-8-11-17(26)18(14)20-24-15(12-30-20)21-25(4)16(13-31-21)19(27)23(2,3)22(28)29/h8,10-11,15-16,19,21,26-27H,5-7,9,12-13H2,1-4H3,(H,28,29)/t15-,16+,19-,21+/m1/s1
InChIKeyQZBCDLLHQSDFIG-ZEVBXJOLSA-N
Species of MetaboliteComponentSourceComments
Agrobacterium sp. (ncbitaxon:361) - PubMed (10656570) Marine Agrobacterium
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
agrochelin (CHEBI:65375) has role antimicrobial agent (CHEBI:33281)
agrochelin (CHEBI:65375) has role metabolite (CHEBI:25212)
agrochelin (CHEBI:65375) is a 3-hydroxy monocarboxylic acid (CHEBI:35969)
agrochelin (CHEBI:65375) is a phenols (CHEBI:33853)
agrochelin (CHEBI:65375) is a thiazolidines (CHEBI:35622)
IUPAC Name 
(3S)-3-hydroxy-3-{(2S,4R)-2-[(4R)-2-(2-hydroxy-6-pentylphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidin-4-yl}-2,2-dimethylpropanoic acid
Registry NumbersSources
Reaxys:8520154Reaxys
Citations