CHEBI:9288 - streptozocin

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ChEBI Name streptozocin
ChEBI ID CHEBI:9288
Definition An N-nitrosourea that is an antibiotic produced by Streptomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C8H15N3O7
Net Charge 0
Average Mass 265.22072
Monoisotopic Mass 265.091
InChI InChI=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
InChIKey ZSJLQEPLLKMAKR-GKHCUFPYSA-N
SMILES CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 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 Sources
estreptozocina ChemIDplus
streptozocin KEGG DRUG
streptozocine DrugBank
streptozocinum DrugBank
Synonyms Sources
2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose ChemIDplus
2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose ChEBI
N-D-Glucosyl-(2)-N'-nitrosomethylharnstoff ChemIDplus
N-D-Glucosyl-(2)-N'-nitrosomethylurea ChemIDplus
Streptozocinium DrugBank
Streptozotocin ChemIDplus
Zanosar KEGG COMPOUND
Database Links Databases
C07313 KEGG COMPOUND
D05932 KEGG DRUG
DB00428 DrugBank
FR1434920 Patent
HMDB0014572 HMDB
Streptozocin Wikipedia
US2005271747 Patent
US2005272738 Patent
US2008085882 Patent
US4156777 Patent
View more database links
Registry Numbers Types Sources
18883-66-4 CAS Registry Number KEGG COMPOUND
18883-66-4 CAS Registry Number ChemIDplus
2060675 Reaxys Registry Number Reaxys
2060675 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
12613763 PubMed citation Europe PMC
23151907 PubMed citation Europe PMC
23333576 PubMed citation Europe PMC
23600389 PubMed citation Europe PMC
23612842 PubMed citation Europe PMC
23662406 PubMed citation Europe PMC
2954873 PubMed citation Europe PMC
Last Modified
08 May 2017