CHEBI:65375 - agrochelin

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ChEBI Name agrochelin
ChEBI ID CHEBI:65375
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C23H34N2O4S2
Net Charge 0
Average Mass 466.65700
Monoisotopic Mass 466.19600
InChI InChI=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
InChIKey QZBCDLLHQSDFIG-ZEVBXJOLSA-N
SMILES [H][C@]1(CS[C@]([H])(N1C)[C@@]1([H])CSC(=N1)c1c(O)cccc1CCCCC)[C@@H](O)C(C)(C)C(O)=O
Metabolite of Species Details
Agrobacterium sp. (NCBI:txid361) Marine Agrobacterium See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
8520154 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10656570 PubMed citation Europe PMC
Last Modified
05 September 2012