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> Main
CHEBI:9288 - streptozocin
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ChEBI Ontology
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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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Wikipedia
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Read full article at Wikipedia
Formula
C8H15N3O7
Net Charge
0
Average Mass
265.22072
Monoisotopic Mass
265.09100
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.
View more via ChEBI Ontology
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
streptozocin
UniProt
Streptozocinium
DrugBank
Streptozotocin
ChemIDplus
Zanosar
KEGG COMPOUND
Manual Xrefs
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
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
07 October 2021