4-methylaeruginoic acid (CHEBI:66368)

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ChEBI Name	4-methylaeruginoic acid

ChEBI ID	CHEBI:66368

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C11H11NO3S

Net Charge

Average Mass

237.27500

Monoisotopic Mass

237.04596

InChI

InChI=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

InChIKey

OXCVIPGXPILNPT-LLVKDONJSA-N

SMILES

C[C@@]1(CSC(=N1)c1ccccc1O)C(O)=O

Metabolite of Species	Details
Streptomyces sp. (NCBI:txid1931)	of strain KCTC 9303 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.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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

Registry Number	Type	Source
10437963	Reaxys Registry Number	Reaxys

Last Modified

12 October 2012