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CHEBI:65375 - agrochelin

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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