CAS 18883-66-4: Streptozotocin
Description:Streptozotocin is a naturally occurring compound that is primarily derived from the bacterium Streptomyces achromogenes. It is classified as a nitrosourea and is known for its selective toxicity to pancreatic beta cells, making it particularly relevant in the context of diabetes research and treatment. The chemical formula of streptozotocin is C₁₃H₂₃N₅O₇, and it has a molecular weight of approximately 265.3 g/mol. This compound is characterized by its ability to induce DNA damage, leading to cell death, which is why it is utilized in cancer therapy, particularly for pancreatic cancer. Streptozotocin is administered intravenously and is known to have a range of side effects, including nephrotoxicity and gastrointestinal disturbances. Its mechanism of action involves the alkylation of DNA, which disrupts cellular replication and function. Due to its specific targeting of insulin-producing cells, streptozotocin has also been used in experimental models to induce diabetes in laboratory animals, aiding in the study of diabetes and potential treatments.
Formula:C8H15N3O7
InChI:InChI=1S/C8H15N3O7/c1-11(10-18)8(17)9-4(2-12)6(15)7(16)5(14)3-13/h2,4-7,13-16H,3H2,1H3,(H,9,17)/t4-,5+,6+,7+/m0/s1
InChI key:InChIKey=AGRCPNMCOXLKFO-BDVNFPICSA-N
SMILES:O=NN(C(=O)NC(C=O)C(O)C(O)C(O)CO)C
- Synonyms:
- (5xi)-2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-D-lyxo-hexopyranose
- 2-Deoxy-2-(((Methylnitrosoamino)Carbonyl)Amino)-D-Glucose
- 2-Deoxy-2-[[(methylnitrosoamino)carbonyl]amino]-<span class="text-smallcaps">D</span>-glucose
- 2-Desoxy-2-(3-Methyl-3-Nitrosoureido)-D-Glucopyranose
- 2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-D-glucopyranose
- 2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-alpha-D-glucopyranose
- 2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-beta-D-glucopyranose
- <span class="text-smallcaps">D</span>-Glucose, 2-deoxy-2-[[(methylnitrosoamino)carbonyl]amino]-
- D-Glucose, 2-deoxy-2-[[(methylnitrosoamino)carbonyl]amino]-
- Estreptozocin
- See more synonyms
- Estreptozocina
- Glucopyranose, 2-deoxy-2-(3-methyl-3-nitrosoureido)
- Glucopyranose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-, <span class="text-smallcaps">D</span>-
- Glucopyranose, 2-deoxy-2-(3-methyl-3-nitrosoureido)-, D-
- Nsc 37917
- Nsc 85998
- STZ
- Streptozocine
- Streptozoticin
- Streptozotocin
- Strz
- U 9889
- Zanosar