CAS Number18883-66-4
SynonymsStreptozocin; Zanosar; 2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-α-D-glucopyranose; MFCD00006607; 2-deoxy-2-({[methyl(nitroso)amino]carbonyl}amino)-α-D-glucopyranose; Streptozotocin (STZ); STR; N-(Methylnitrosocarbamoyl)-α-D-glucosamine; EINECS 242-646-8; 2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-a-D-glucopyranose; STZ; U-9889; Streptozotocin; strz
Molecular FormulaC8H15N3O7
Molecular Weight265.22
Purity≥75 α-anomer basis%
Density1.9±0.1 g/cm3
Melting Point121 °C (dec.) (lit.)
Appearancepowder
EINECS242-646-8
Symbol
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 18883-66-4 |
| Catalog No. | 2A-9012515 |
| Chinese Name | 链脲霉素 |
| Synonyms | Streptozocin; Zanosar; 2-Deoxy-2-{[methyl(nitroso)carbamoyl]amino}-α-D-glucopyranose; MFCD00006607; 2-deoxy-2-({[methyl(nitroso)amino]carbonyl}amino)-α-D-glucopyranose; Streptozotocin (STZ); STR; N-(Methylnitrosocarbamoyl)-α-D-glucosamine; EINECS 242-646-8; 2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-a-D-glucopyranose; STZ; U-9889; Streptozotocin; strz |
| Molecular Formula | C8H15N3O7 |
| Molecular Weight | 265.22 |
| Purity | ≥75 α-anomer basis |
| Density | 1.9±0.1 g/cm3 |
| Melting Point | 121 °C (dec.) (lit.) |
| Appearance | powder |
| Water Solubility | Soluble |
| Storage Condition | Fill with argon and store in a dry and dark place |
| Packaging | III |
| Application | Streptozocin is a potent DNA methylation reagent with IC50 of 11.7, 904 and 1024 μg/mL in HL60, K562 and C1498 cells respectively. |
| EINECS | 242-646-8 |
| HTC | 2932999099 |
| PubChem ID | 57654595 |
| MDL Number | MFCD00006607 |
| SMILES | 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 |
| Beilstein/REAXYS | 2060675 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/12515_1_18883_66_4.pdf |
| Bioactivity | Streptozocin is a potent DNA-methylating agent, with IC50s of 11.7, 904 and 1024 μg/mL in HL60, K562 and C1498 cells respectively. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis Research Areas >> Cancer Natural Products >> Others Target DNA alkylator[1] In Vitro Streptozocin (STZ) shows higher cytotoxic effect in vitro on hematological cell lines compared to Alloxan (ALX). ALX appeares not to be toxic for the studied cell lines with estimated IC50 values of 2809, 3679 or over 4000 μg/mL for HL60, K562 and C1498 cells, respectively. Streptozocin is more toxic, especially for the human myeloid leukemia cell line, HL60. The IC50 values of Streptozocin are 11.7, 904 and 1024 μg/mL for HL60, K562 and C1498 cells, respectively. Results also show that the murine leukemic cells are more resistant to Streptozocin and ALX cytotoxicity than human leukemic cells[2]. In Vivo Streptozocin (STZ)-injected mice show tendency to have lower body weight than that observed in animals injected with ALX. Streptozocin -injected mice have significantly fewer splenocytes (22.2±3.2×106; n=10) compared to mice injected with ALX (60.7±4.3×106; n=15; p=0.01)[2]. Cell Assay Human and murine cell lines are cultured in triplicate in 96-well plates at a density of 2×104 cells/well in the absence (untreated control) or presence of various concentrations of ALX (20-3000 μg/mL) or STZ (1-3000 μg/mL) for 48 h at 37°C under a humidified atmosphere containing 5% CO2. Cells incubated in complete media including dH2O in a final concentration of 0.1% served as control for solvent toxicity and cells incubated in complete medium are used as a control for the experiments. The effects of the tested drugs on tumor cell growth or viability are determined employing the MTT assay in accordance with the manufacturer's instructions. The IC50values (drug concentration that induces 50% inhibition of the cell growth) are calculated using the GraphPad Prism 4 program[2]. Animal Admin Mice[2] Male C57BL/6 mice (10-16 weeks) are used.The age group distribution in the mouse group treated with Streptozocin and ALX as well as controls is as follows: Streptozocin xenograft (n=7, median age 14 weeks), ALX xenograft (n=11, median age 15 weeks), Streptozocin non-transplanted (n=7, median age 14 weeks), ALX non-transplanted (n=15, median age 15 weeks).Male C57BL/6 mice are under inhalation anesthesia injected via the penile vein with ALX (75 mg/mL) or Streptozocin (180 mg/kg). Control group contain male C57BL/6 mice. Blood glucose levels and body weight are measured before injection, after 6 h, then daily after drug injection. Rats[3] Thirty rats underwent oophorectomy to induce menopausal status. Oophorectomy is performed under sterile conditions via a midline incision after anesthetization using intraperitoneal injection of ketamine hydrochloride (90 mg/kg) and xylazine (10 mg/kg). The incisions are closed with 3.0 polyglactin sutures. The remaining 10 rats formed the control group (Group 1). Ten of the 30 rats that underwent oophorectomy constituted the menopause control group (Group 2). Beginning 1 week after the operation, methylprednisolone (1 mg/kg) is injected daily until the end of the study to mimic steroid treatment for rheumatologic diseases in 10 rats (Group 3). Group 4 consisted of rats that received intraperitoneal administration of Streptozocin (50 mg/kg) to induce diabetes mellitus (DM) 1 week after the oophorectomy. Blood glucose level is checked 3 days after Streptozocin administration, and values >250 mg/dL are considered as positive for DM. References [1]. Bennett RA, et al. Alkylation of DNA in rat tissues following administration of streptozotocin. Cancer Res. 1981 Jul;41(7):2786-90 [2]. Diab RA, et al. Immunotoxicological effects of streptozotocin and alloxan: in vitro and in vivo studies. Immunol Lett. 2015 Feb;163(2):193-8 [3]. Acer S, et al. Oxidative stress of crystalline lens in rat menopausal model. Arq Bras Oftalmol. 2016 Jul-Aug;79(4):222-5. Chemical & Physical Properties Density 1.9±0.1 g/cm3 Melting Point 121 °C (dec.)(lit.) Molecular Formula C8H15N3O7 Molecular Weight 265.221 Exact Mass 265.091003 PSA 151.92000 LogP -1.33 Index of Refraction 1.670 InChIKey ZSJLQEPLLKMAKR-BLYWCMIRSA-N SMILES CN(N=O)C(=O)NC1C(O)OC(CO)C(O)C1O Storage condition −20°C |
| Use of | Properties Articles511 Name streptozocin Synonym More Synonyms Streptozotocin Biological Activity Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis Research Areas >> Cancer Natural Products >> Others DNA alkylator[1] References [1]. Bennett RA, et al. Alkylation of DNA in rat tissues following administration of streptozotocin. Cancer Res. 1981 Jul;41(7):2786-90 [2]. Diab RA, et al. Immunotoxicological effects of streptozotocin and alloxan: in vitro and in vivo studies. Immunol Lett. 2015 Feb;163(2):193-8 [3]. Acer S, et al. Oxidative stress of crystalline lens in rat menopausal model. Arq Bras Oftalmol. 2016 Jul-Aug;79(4):222-5. Chemical & Physical Properties Molecular Formula C8H15N3O7 Exact Mass 265.091003 PSA 151.92000 LogP -1.33 Index of Refraction 1.670 InChIKey ZSJLQEPLLKMAKR-BLYWCMIRSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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