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CHEBI:156428 - curacozole

ChEBI IDCHEBI:156428
ChEBI Namecuracozole
Stars
DefinitionAn azamacrocycle obtained from a core peptide of sequence Phe-Ile-Ile-Gly-Ser-Thr-Cys-Cys encoded in the genome of several Streptomyces species. It exhibits potent cytotoxic activity against HCT116 and HOS cancer cells.
Last Modified15 April 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC36H36N8O6S2
Net Charge0
Average Mass740.868
Monoisotopic Mass740.21992
SMILESCCC(C)C1NC(=O)c2nc(oc2-c2ccccc2)-c2csc(n2)-c2csc(n2)-c2nc(oc2C)-c2coc(n2)CNC(=O)C(C(C)CC)NC1=O
InChIInChI=1S/C36H36N8O6S2/c1-6-17(3)25-30(45)37-13-24-38-21(14-48-24)33-43-27(19(5)49-33)36-40-23(16-52-36)35-39-22(15-51-35)34-44-28(29(50-34)20-11-9-8-10-12-20)32(47)42-26(18(4)7-2)31(46)41-25/h8-12,14-18,25-26H,6-7,13H2,1-5H3,(H,37,45)(H,41,46)(H,42,47)
InChIKeyGARMIUZCKGLXIH-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Streptomyces curacoi (ncbitaxon:146536) - PubMed (30310179) Genbank: WP_107116988.1 Strain: NBRC 12761
Streptomyces viridochromogenes (ncbitaxon:1938) - PubMed (30310179) Genbank: WP_003997107.1
Streptomyces aurantiacus (ncbitaxon:47760) - PubMed (30310179) Genbank: WP_016640788.1
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
curacozole (CHEBI:156428) has role antineoplastic agent (CHEBI:35610)
curacozole (CHEBI:156428) has role bacterial metabolite (CHEBI:76969)
curacozole (CHEBI:156428) is a 1,3-oxazoles (CHEBI:46812)
curacozole (CHEBI:156428) is a 1,3-thiazoles (CHEBI:38418)
curacozole (CHEBI:156428) is a azamacrocycle (CHEBI:52898)
curacozole (CHEBI:156428) is a benzenes (CHEBI:22712)
curacozole (CHEBI:156428) is a heterodetic cyclic peptide (CHEBI:24533)
IUPAC Name 
20,23-di(butan-2-yl)-4-methyl-16-phenyl-3,15,28-trioxa-7,11-dithia-19,22,25,30,31,32,33,34-octaazahexacyclo[25.2.1.12,5.16,9.110,13.114,17]tetratriaconta-1(29),2(34),4,6(33),8,10(32),12,14(31),16,27(30)-decaene-18,21,24-trione
Citations