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Merck
CN

85882

Sigma-Aldrich

Streptozocin

≥98.0% (HPLC)

Synonym(s):

N-(Methylnitrosocarbamoyl)-α-D-glucosamine, Streptozotocin

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About This Item

Empirical Formula (Hill Notation):
C8H15N3O7
CAS Number:
18883-66-4
Molecular Weight:
265.22
Beilstein:
2060675
EC Number:
242-646-8
MDL number:
MFCD00006607
UNSPSC Code:
12352200
PubChem Substance ID:
329769421

Key Documents

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Assay

≥98.0% (HPLC)

mp

121 °C (dec.) (lit.)

Mode of action

DNA synthesis | interferes

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

Chemical structure: aminoglycoside

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.
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.

Other Notes

This product has been replaced by S0130-SIGMA | Streptozocin ≥75% α-anomer basis, ≥98% (HPLC), powder

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Warning

Hazard Statements

H228,H341,H351

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

Regulatory Information

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Bas Brouwers et al.
The Journal of biological chemistry, 288(38), 27200-27207 (2013-08-14)
Streptozotocin (STZ) is widely used as diabetogenic agent in animal models for diabetic nephropathy (DN). However, it is also directly cytotoxic to kidneys, making it difficult to distinguish between DN-related and STZ-induced nephropathy. Therefore, an improved protocol to generate mice
Keith Al-Hasani et al.
Developmental cell, 26(1), 86-100 (2013-07-03)
It was recently demonstrated that embryonic glucagon-producing cells in the pancreas can regenerate and convert into insulin-producing β-like cells through the constitutive/ectopic expression of the Pax4 gene. However, whether α cells in adult mice display the same plasticity is unknown.
Xiaoming Chen et al.
Carbohydrate polymers, 94(1), 378-385 (2013-04-03)
The present study was designed to investigate the effect of OJP1, a polysaccharide isolated from the roots of Ophiopogon japonica, on blood lipid metabolism, antioxidant activity, as well as its protective effect on the liver and kidneys in diabetic rats.
Greg Tesch et al.
Diabetologia, 57(9), 1977-1985 (2014-06-25)
The AGEs and the receptor for AGEs (RAGE) are known contributors to diabetic complications. RAGE also has a physiological role in innate and adaptive immunity and is expressed on immune cells. The aim of this study was to determine whether
Streptozocin: a review of its pharmacology, efficacy, and toxicity.
R B Weiss
Cancer treatment reports, 66(3), 427-438 (1982-03-01)
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