Merck
All Photos(7)

S0130

Sigma-Aldrich

Streptozocin

≥75% α-anomer basis, ≥98% (HPLC), powder

Synonym(s):
N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin
Empirical Formula (Hill Notation):
C8H15N3O7
CAS Number:
Molecular Weight:
265.22
Beilstein:
2060675
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥75% α-anomer basis
≥98% (HPLC)

form

powder

color

white to light yellow

mp

121 °C (dec.) (lit.)

antibiotic activity spectrum

neoplastics

Mode of action

DNA synthesis | interferes

originator

Pfizer

storage temp.

−20°C

SMILES string

CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O

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

InChI key

ZSJLQEPLLKMAKR-GKHCUFPYSA-N

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General description

Streptozocin or streptozotocin, is obtained from Streptomyces achromogenes. Streptozotocin, a glucosamine-nitrosourea, is a DNA alkylating agent that enters cells exclusively via the GLUT2 glucose transport protein. Streptozocin, a diabetagen, is especially toxic to pancreatic islet insulin-producing β-cells. It is toxic to GLUT2 positive neuroendocrine tumor cells.

Application

Streptozocin or streptozotocin is used to induce type 1 diabetes for medical research.

Packaging

50, 100, 500 mg in glass bottle
1, 5 g in glass bottle

Biochem/physiol Actions

An N-nitroso-containing compound that acts as a nitric oxide donor in pancreatic islets; induces death of insulin-secreting cells, producing an animal model of diabetes. Potent DNA methylating agent that induces chromosomal breakage. Cytotoxic to neuroendocrine tumor cell lines that express the GLUT2 glucose transporter.
Clinically, the chemical is used for the treatment of pancreatic β cell carcinoma.

Features and Benefits

This compound was developed by Pfizer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

Mixed anomers

Pictograms

FlameHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2 - Flam. Sol. 2 - Muta. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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