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CHEBI:9288 - streptozocin

ChEBI IDCHEBI:9288
ChEBI Namestreptozocin
Stars
DefinitionAn N-nitrosourea that is an antibiotic produced by Streptomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals.
Last Modified7 October 2021
DownloadsMolfile
FormulaC8H15N3O7
Net Charge0
Average Mass265.222
Monoisotopic Mass265.09100
SMILESCN(N=O)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O
InChIInChI=1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1
InChIKeyZSJLQEPLLKMAKR-GKHCUFPYSA-N
Wikipedia
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
streptozocin (CHEBI:9288) has role antimicrobial agent (CHEBI:33281)
streptozocin (CHEBI:9288) has role antineoplastic agent (CHEBI:35610)
streptozocin (CHEBI:9288) has role DNA synthesis inhibitor (CHEBI:59517)
streptozocin (CHEBI:9288) has role metabolite (CHEBI:25212)
streptozocin (CHEBI:9288) is a N-acylglucosamine (CHEBI:21638)
streptozocin (CHEBI:9288) is a N-nitrosoureas (CHEBI:76551)
IUPAC Name 
2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-α-D-glucopyranose
INNs  Source
streptozocinKEGG DRUG
streptozocinumDrugBank
streptozocineDrugBank
estreptozocinaChemIDplus
Synonyms  Source
2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranoseChemIDplus
2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranoseChEBI
N-D-Glucosyl-(2)-N'-nitrosomethylureaChemIDplus
StreptozotocinChemIDplus
StreptozociniumDrugBank
N-D-Glucosyl-(2)-N'-nitrosomethylharnstoffChemIDplus
UniProt Name  Source
streptozocinUniProt
Manual XrefsDatabases
C07313KEGG COMPOUND
D05932KEGG DRUG
DB00428DrugBank
FR1434920Patent
StreptozocinWikipedia
US4156777Patent
US2008085882Patent
US2005271747Patent
US2005272738Patent
HMDB0014572HMDB
Registry NumbersSources
Reaxys:2060675Reaxys
CAS:18883-66-4KEGG COMPOUND
CAS:18883-66-4ChemIDplus
Citations