| Weight | 265.222 g/mol |
|---|---|
| Formula | C8H15N3O7 |
| Hydrogen Acceptors | 8 |
| Hydrogen Donors | 5 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 3 |
streptozocin (18883-66-4, 66395-18-4)
Streptozotocin · Zanosar · 2-Deoxy-2-((methylnitrosoamino)carbonyl)amino-D-glucose
Score:
#224 in Neuroscience
,
#272 in Biochemistry
,
#1055 in Biology
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#1177 in Chemistry
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- The Mechanism of Alloxan and Streptozotocin Action in B Cells of the Rat Pancreas (Physiological Research, 2001)
- The mechanisms of alloxan- and streptozotocin-induced diabetes. (Diabetologia, 2008)
- Insulin-secreting cells derived from embryonic stem cells normalize glycemia in streptozotocin-induced diabetic mice. (Diabetes, 2000)
- Combination of high-fat diet-fed and low-dose streptozotocin-treated rat: a model for type 2 diabetes and pharmacological screening. (Pharmacological Research, 2005)
- Streptozotocin-induced pancreatic insulitis: new model of diabetes mellitus (Science, 1976)
- Diabetogenic action of streptozotocin: relationship of dose to metabolic response (Journal of Clinical Investigation, 1969)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - H301: Toxic if swallowed
Danger Acute toxicity, oral - Category 3 - H351: Suspected of causing cancer
Warning Carcinogenicity - Category 2 - H370: Causes damage to organs
Danger Specific target organ toxicity, single exposure - Category 1 - Streptozotocin
- Zanosar
- 2-Deoxy-2-((methylnitrosoamino)carbonyl)amino-D-glucose
- Streptozotocine
-
SMILESCN(C(=O)NC1C(C(C(OC1O)CO)O)O)N=O
-
InChIKeyZSJLQEPLLKMAKR-UHFFFAOYSA-N
- Pubchem - streptozocin
- Wikipedia - -streptozocin
Streptozotocin or streptozocin (INN, USP) (STZ) is a naturally occurring chemical that is particularly toxic to the insulin-producing beta cells of the pancreas in mammals. It is used in medicine for treating certain cancers of the islets of Langerhans and used in medical research to produce an animal model for hyperglycemia in a large dose, as well as type 2 diabetes or type 1 diabetes with multiple low doses.
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Synthesis
Reactant
+
Methylnitrosamine
(Schotten-Baumann amide from acid)
Methylboronic acid
+
Reactant
(Chan-Lam coupling reaction)
Reactant
+
dimethyl sulfide
(Corey-Kim oxidation of secondary alcohols)
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streptozocin
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