CHEBI:91276 - saintopin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name saintopin
ChEBI ID CHEBI:91276
Definition A 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class of tetracenequinones that is tetracene-5,12-dione in which the hydrogens at positions 1, 3, 8, 10, and 11 have been replaced by hydroxy groups.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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C18H10O7
Net Charge 0
Average Mass 338.268
Monoisotopic Mass 338.04265
InChI InChI=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
InChIKey CGFVUVWMYIHGHS-UHFFFAOYSA-N
SMILES C12=C(C(=C3C(=C1)C=C(C=C3O)O)O)C(C4=C(C2=O)C=C(C=C4O)O)=O
Roles Classification
Biological Role(s): 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.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-naphthacenedione ChemIDplus
Registry Numbers Types Sources
131190-63-1 CAS Registry Number ChemIDplus
6664222 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1646001 PubMed citation Europe PMC
17017857 PubMed citation Europe PMC
2175304 PubMed citation Europe PMC
7890748 PubMed citation Europe PMC
7961822 PubMed citation Europe PMC
8625310 PubMed citation Europe PMC
Last Modified
22 February 2016