Streptozotocin
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Category | Antibiotics |
Catalog number | BBF-03488 |
CAS | 18883-66-4 |
Molecular Weight | 265.22 |
Molecular Formula | C8H15N3O7 |
Purity | 95% (mixture of isomers) |
Ordering Information
Catalog Number | Size | Price | Stock | Quantity |
---|---|---|---|---|
BBF-03488 | 1 g | $289 | In stock |
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Streptozotocin is a monosaccharide antibiotic produced by Str. achromogenes 128 (NRRL 2697). It has antibacterial effect, and human serum and urine do not affect its activity. It can protect mice infected with Staphylococcus aureus, Pasteurella pestis and Proteus vulgaris. The same amount of antibiotic U-15774 can inhibit mouse sarcoma-180, sarcoma L5178Y, Walker-256 and Ehrlich carcinoma. Streptozotocin is a glucosamine-nitrosourea derivative, which is a DNA-methylating, carcinogenic, antibiotic and diabetes inducing agent. It is commonly used for the treatment of metastatic pancreatic islet cell carcinoma.
Specification
Synonyms | streptozosin; Estreptozocina |
Storage | Store at -20°C |
IUPAC Name | 1-methyl-1-nitroso-3-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea |
Canonical SMILES | CN(C(=O)NC1C(C(C(OC1O)CO)O)O)N=O |
InChI | 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 |
Source | Streptomyces achromogenes |
Properties
Appearance | Crystal |
Application | the treatment of metastatic pancreatic islet cell carcinoma |
Antibiotic Activity Spectrum | neoplastics (Tumor) |
Melting Point | 115°C(dec.) |
Density | 1.86 g/cm3 |
Solubility | Soluble in DMSO |
LogP | -1.45 |
Toxicity
Carcinogenicity | 2B, possibly carcinogenic to humans. |
Mechanism Of Toxicity | Streptozotocin is a naturally occurring chemical that is particularly toxic to the insulin-producing beta cells of the pancreas. It is used in medical research to produce an animal model for Type 1 diabetes in large dose as well as Type 2 diabetes with multiple low doses. Streptozotocin is similar enough to glucose to be transported into the cell by the glucose transport protein GLUT2, but is not recognized by the other glucose transporters. This explains its relative toxicity to beta cells, since these cells have relatively high levels of GLUT2. Streptozotocin is a glucosamine-nitrosourea (i.e. alkylating) compound. As with other alkylating agents in the nitrosourea class, it is toxic to cells by causing damage to the DNA, though other mechanisms may also contribute. |
Reference Reading
Spectrum
Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive
Experimental Conditions
Ionization Energy: 70 eV
Chromatography Type: Gas Chromatography Column (GC)
Instrument Type: Single quadrupole, spectrum predicted by CFM-ID(EI)
Mass Resolution: 0.0001 Da
Molecular Formula: C8H15N3O7
Molecular Weight (Monoisotopic Mass): 265.091 Da
Molecular Weight (Avergae Mass): 265.2206 Da
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C8H15N3O7
Molecular Weight (Monoisotopic Mass): 265.091 Da
Molecular Weight (Avergae Mass): 265.2206 Da
1H NMR Spectrum
Experimental Conditions
Nucleus: 1H
Frequency: 100
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2