CHEBI:9287 - streptonigrin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name streptonigrin
ChEBI ID CHEBI:9287
Definition Complex cytotoxic antibiotic obtained from Streptomyces flocculus or S. rufochronmogenus. It is used in advanced carcinoma and causes leukopenia.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:108632
Supplier Information
Download Molfile XML SDF
Formula C25H22N4O8
Net Charge 0
Average Mass 506.46420
Monoisotopic Mass 506.14376
InChI InChI=1S/C25H22N4O8/c1-9-14(10-6-8-13(35-2)23(36-3)20(10)30)15(26)19(29-17(9)25(33)34)12-7-5-11-18(28-12)22(32)16(27)24(37-4)21(11)31/h5-8,30H,26-27H2,1-4H3,(H,33,34)
InChIKey PVYJZLYGTZKPJE-UHFFFAOYSA-N
SMILES COc1ccc(c(O)c1OC)-c1c(C)c(nc(c1N)-c1ccc2C(=O)C(OC)=C(N)C(=O)c2n1)C(O)=O
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing streptonigrin (CHEBI:9287) has role antimicrobial agent (CHEBI:33281)
streptonigrin (CHEBI:9287) has role antineoplastic agent (CHEBI:35610)
streptonigrin (CHEBI:9287) is a pyridines (CHEBI:26421)
streptonigrin (CHEBI:9287) is a quinolone (CHEBI:23765)
IUPAC Name
5-amino-6-(7-amino-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpyridine-2-carboxylic acid
INNs Sources
rufocromomicina ChemIDplus
rufocromomycin KEGG DRUG
rufocromomycine ChemIDplus
rufocromomycinum ChemIDplus
Synonyms Sources
5-Amino-6-(7-amino-5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-(2-hydroxy-3,4-dimethoxyphenyl)-3-methylpicolinic acid ChemIDplus
Streptonigran ChemIDplus
Manual Xrefs Databases
C00026485 KNApSAcK
C02081 KEGG COMPOUND
D05931 KEGG DRUG
View more database links
Registry Numbers Types Sources
1240693 Gmelin Registry Number Gmelin
3930-19-6 CAS Registry Number KEGG COMPOUND
3930-19-6 CAS Registry Number ChemIDplus
599390 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10328288 PubMed citation ChEMBL
10465544 PubMed citation ChEMBL
1905760 PubMed citation ChEMBL
2738877 PubMed citation ChEMBL
Last Modified
28 July 2014