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: [C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)(NC(N(N=O)C)=O)C=O

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
• 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

Streptozotocin, 97+%

CAS: 18883-66-4

Streptozotocin, 18883-66-4, is an N-nitrosourea antibiotic produced by Streptomyces achromogenes which acts by alkylating DNA and inhibiting DNA synthesis. Learn more.

Formula: C₈H₁₅N₃O₇

Purity: 97+%

Color and Shape: White to pale yellow, Powder

Molecular weight: 265.22

Ref: 02-J61601

D-Glucose, 2-deoxy-2-[[(methylnitrosoamino)carbonyl]amino]-

CAS: 18883-66-4

Formula: C₈H₁₅N₃O₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 265.2206

Ref: IN-DA002HDO

Streptozotocin

CAS: 18883-66-4

Streptozotocin is an antibiotic that induces DNA methylation.

Formula: C₈H₁₅N₃O₇

Purity: 98.89% - ≥98%

Color and Shape: Pale Yellow Crystalline Powder

Molecular weight: 265.22

Ref: TM-T1507

Streptozotocin

CAS: 18883-66-4

Streptozotocin

Formula: C₈H₁₅N₃O₇

Purity: By hplc: 99.8% by area (Typical Value in Batch COA)

Color and Shape: faint yellow solid

Molecular weight: 265.22g/mol

Ref: 54-BIS4356

Streptozocin

CAS: 18883-66-4

Streptozocin

Purity: ≥95%

Molecular weight: 265.22g/mol

Ref: 54-BUP14713

Streptozocin

CAS: 18883-66-4

Formula: C₈H₁₅N₃O₇

Purity: ≥ 98.0%

Color and Shape: White to light-yellow powder

Molecular weight: 265.22

Ref: 7W-GA1956

Streptozotocin

Controlled Product

CAS: 18883-66-4

Applications Streptozotocin is used in the treatment metastatic cancer of the pancreatic islet cells. Streptozotocin has a highlrisk of toxicity and is generally limited to cancers that are inoperable.
References Meyer, D.J. et al.: Am. J. Vet. Res., 37, 1221 (1976); Kouvaraki, M.A. et al.: J. Clin. Oncol., 22, 4762 (2004); Moore, A.S. et al.: Am. Vet. Med. Assoc., 221, 811 (2002):

Formula: C₈H₁₅N₃O₇

Color and Shape: Neat

Molecular weight: 265.22

Ref: TR-S687550

Streptozocin

CAS: 18883-66-4

A toxic glucosamine derivative, widely used for the induction of diabetes in experimental animals. The compound enters the pancreatic β cells in Langerhans islets via glucose transporter GLUT2. It has the ability to alkylate DNA and trigger the production of ROS and nitric oxide, which contribute to DNA and mitochondrial damage. Moreover, streptozocin inhibits N-acetyl-β-D-glucosaminidase and disrupts O-GlcNAc cycling. This molecule has also been used as antimicrobial compound and chemotherapeutic agent for some types of pancreatic cancer.

Formula: C₈H₁₅N₃O₇

Purity: Min. 98 Area-%

Color and Shape: Off-White Powder

Molecular weight: 265.2 g/mol

Ref: 3D-MS07936

Streptozotocin (STZ) extrapure, 98%

CAS: 18883-66-4

Formula: C₈H₁₅N₃O₇

Purity: min. 98%

Color and Shape: White to off-white to pale yellow, Crystalline powder

Molecular weight: 265.22

Ref: SR-14653

Streptozotocin (STZ) for cell culture, 98%, Endotoxin (BET) 0.05EU/mg

CAS: 18883-66-4

Formula: C₈H₁₅N₃O₇

Purity: min. 98%

Color and Shape: White to off-white to pale yellow, Crystalline powder

Molecular weight: 265.22

Ref: SR-68350

Streptozotocin

CAS: 18883-66-4

M02540 - Streptozotocin

Formula: C₈H₁₅N₃O₇

Purity: 98% ≥85% α-anomer basis

Color and Shape: Solid

Molecular weight: 265.222

Ref: 10-M02540