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CHEBI:66368 - 4-methylaeruginoic acid

ChEBI IDCHEBI:66368
ChEBI Name4-methylaeruginoic acid
Stars
DefinitionA 1,3-thiazole that is 4,5-dihydro-1,3-thiazole-4-carboxylic acid substituted by a 2-hydroxyphenyl group at position 2 and a methyl group at position 4 (the 4S stereoisomer). It is isolated from the culture broth of Streptomyces sp.KCTC9303 and exhibits potent cytotoxic activites against number of tumour cell lines.
Last Modified12 October 2012
DownloadsMolfile
FormulaC11H11NO3S
Net Charge0
Average Mass237.280
Monoisotopic Mass237.04596
SMILESC[C@]1(C(=O)O)CSC(c2ccccc2O)=N1
InChIInChI=1S/C11H11NO3S/c1-11(10(14)15)6-16-9(12-11)7-4-2-3-5-8(7)13/h2-5,13H,6H2,1H3,(H,14,15)/t11-/m1/s1
InChIKeyOXCVIPGXPILNPT-LLVKDONJSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (9439697) Strain: KCTC 9303
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
4-methylaeruginoic acid (CHEBI:66368) has role antineoplastic agent (CHEBI:35610)
4-methylaeruginoic acid (CHEBI:66368) has role metabolite (CHEBI:25212)
4-methylaeruginoic acid (CHEBI:66368) is a 1,3-thiazoles (CHEBI:38418)
4-methylaeruginoic acid (CHEBI:66368) is a monocarboxylic acid (CHEBI:25384)
4-methylaeruginoic acid (CHEBI:66368) is a phenols (CHEBI:33853)
IUPAC Name 
(4S)-2-(2-hydroxyphenyl)-4-methyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid
Manual XrefsDatabases
10446249ChemSpider
Registry NumbersSources
Reaxys:10437963Reaxys
Citations