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CHEBI:91276 - saintopin

ChEBI IDCHEBI:91276
ChEBI Namesaintopin
Stars
DefinitionA member of the class of tetracenequinones that is tetracene-5,12-dione in which the hydrogens at positions 1, 3, 8, 10, and 11 have been replaced by hydroxy groups. Isolated from Paecilomyces.
Last Modified22 February 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC18H10O7
Net Charge0
Average Mass338.271
Monoisotopic Mass338.04265
SMILESO=C1c2cc(O)cc(O)c2C(=O)c2c1cc1cc(O)cc(O)c1c2O
InChIInChI=1S/C18H10O7/c19-7-1-6-2-9-15(17(24)13(6)11(21)4-7)18(25)14-10(16(9)23)3-8(20)5-12(14)22/h1-5,19-22,24H
InChIKeyCGFVUVWMYIHGHS-UHFFFAOYSA-N
Roles Classification
Biological Roles:
intercalator  A role played by a chemical agent which exhibits the capability of occupying space between DNA base pairs due to particular properties in size, shape and charge. Intercalation of chemical compounds in DNA helix can result in replication errors (shift, mutation) or DNA damages.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
EC 5.99.1.2 (DNA topoisomerase) inhibitor  A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
saintopin (CHEBI:91276) has role antineoplastic agent (CHEBI:35610)
saintopin (CHEBI:91276) has role EC 5.99.1.2 (DNA topoisomerase) inhibitor (CHEBI:50276)
saintopin (CHEBI:91276) has role fungal metabolite (CHEBI:76946)
saintopin (CHEBI:91276) has role intercalator (CHEBI:24853)
saintopin (CHEBI:91276) is a tetracenequinones (CHEBI:51286)
IUPAC Name 
1,3,8,10,11-pentahydroxytetracene-5,12-dione
Synonym  Source
1,3,8,10,11-pentahydroxy-5,12-naphthacenedioneChemIDplus
Registry NumbersSources
Reaxys:6664222Reaxys
CAS:131190-63-1ChemIDplus
Citations