CAS 1404-15-5|Nogalamycin
| Common Name | Nogalamycin | ||
|---|---|---|---|
| CAS Number | 1404-15-5 | Molecular Weight | 787.80 |
| Density | 1.49g/cm3 | Boiling Point | 899.9ºC at 760mmHg |
| Molecular Formula | C39H49NO16 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 498.1ºC |
| Symbol | GHS07, GHS08 | Signal Word | Danger |
Names
| Name | nogalamycin |
|---|---|
| Synonym | More Synonyms |
Nogalamycin BiologicalActivity
| Description | Nogalamycin is an anthracyclinone antibiotic. Nogalamycin is a potent antibiotic against Gram-positive bacteria, also has cytotoxicity against certain tumor cells. Nogalamycin is produced by Streptomyces nogalater var. Nogalater. Nogalamycin selectively inhibits RNA synthesis after binding to DNA template. Nogalamycin can be used for researching anticancer[1][2]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA SynthesisSignaling Pathways >>Anti-infection >>Bacterial |
| Target | RNA Synthesis[2] |
| In Vitro | Nogalamycin (0-10 μg/ml; 2 hours) exhibits lethality against CHO, L1210 and B16 with LD50s of 2.74 μg/ml, 0.25 μg/ml and 0.15 μg/ml[1]. Cell Cytotoxicity Assay Cell Line: CHO, L1210 and B16 cells[1] Concentration: 0-10 μg/ml Incubation Time: 2 hours Result: Exhibited lethality against CHO, L1210 and B16 with LD50s of 2.74 μg/ml, 0.25 μg/ml and 0.15 μg/ml. |
| In Vivo | Nogalamycin (0-1000 mug/kg; IP) can regress chemically-induced fibrosarcoma tumors and tumors of spontaneous origin in rats[3]. Animal Model: Rats[1] Dosage: 0-1000 mug/kg Administration: IP Result: Regressed chemically-induced fibrosarcoma tumors and tumors of spontaneous origin in rats, and the most effective concentration was 556 mug/kg. |
| References | [1]. Bhuyan BK, et al. Cell kill kinetics of several nogalamycin analogs and adriamycin for Chinese hamster ovary, L1210 leukemia, and B16 melanoma cells in culture. Cancer Res. 1981;41(1):18-24. [2]. Bhuyan BK, et al. Differential interaction of nogalamycin with DNA of varying base composition. Proc Natl Acad Sci U S A. 1965;54(2):566-572. [3]. Bempong MA. Cytological effect of nogalamycin in mammals and regression of methylcholanthrene-induced and spontaneous tumors in rats. Int J Clin Pharmacol Biopharm. 1976;14(1):6-14. |
Chemical & Physical Properties
| Density | 1.49g/cm3 |
|---|---|
| Boiling Point | 899.9ºC at 760mmHg |
| Molecular Formula | C39H49NO16 |
| Molecular Weight | 787.80 |
| Flash Point | 498.1ºC |
| Exact Mass | 787.30500 |
| PSA | 229.44000 |
| LogP | 1.13800 |
| Vapour Pressure | 7.49E-35mmHg at 25°C |
| Index of Refraction | 1.648 |
| InChIKey | KGTDRFCXGRULNK-UHFFFAOYSA-N |
| SMILES | COC(=O)C1c2cc3c(c(O)c2C(OC2OC(C)C(OC)C(C)(OC)C2OC)CC1(C)O)C(=O)c1c(O)cc2c(c1C3=O)OC1OC2(C)C(O)C(N(C)C)C1O |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 500 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 4600 ug/kg
- TOXIC EFFECTS :
- Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- >300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 13750 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 8500 ug/kg
- TOXIC EFFECTS :
- Skin and Appendages - other glands Nutritional and Gross Metabolic - weight loss or decreased weight gain
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 250 ug/kg
- TOXIC EFFECTS :
- Behavioral - muscle weakness Lungs, Thorax, or Respiration - acute pulmonary edema Lungs, Thorax, or Respiration - respiratory depression
MUTATION DATA - TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Mammal - species unspecified Lymphocyte
- DOSE/DURATION :
- 12 umol/L
- REFERENCE :
- CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 36,1,1981 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973
- TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Mammal - species unspecified Lymphocyte
- DOSE/DURATION :
- 12 umol/L
- REFERENCE :
- CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 36,1,1981 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973
Safety Information
| Symbol | GHS07, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H302-H312-H332-H350-H360 |
| Precautionary Statements | P201-P280-P308 + P313 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | T: Toxic; |
| Risk Phrases | 45-46-61-20/21/22 |
| Safety Phrases | 53-22-36/37/39-45 |
| RIDADR | NONH for all modes of transport |
| RTECS | RA4550000 |
Articles30
More Articles| Kinetic characterization of small DNA-binding molecules interacting with a DNA strand on a quartz crystal microbalance. Anal. Biochem. 492 , 34-42, (2015) Quantitative studies of the binding of various DNA-binding antibiotics with dsDNA are useful for drug design, not only for effective antibiotics, but also for antitumor drugs. We studied the binding k... | |
| The intercalation of DNA double helices with doxorubicin and nogalamycin. J. Mol. Graph. Model. 26(1) , 14-9, (2007) A variety of molecules bind to DNA in its major and minor grooves, and some, like the anthraquinoids, are known to form intercalates in which these molecules are inserted directly into the double heli... | |
| Engineering anthracycline biosynthesis toward angucyclines. Antimicrob. Agents Chemother. 47(4) , 1291-6, (2003) The biosynthesis pathways of two anthracyclines, nogalamycin and aclacinomycin, were directed toward angucyclines by using an angucycline-specific cyclase, pgaF, isolated from a silent antibiotic bios... |
Synonyms
| antibiotic205t3 |
| nogalomycin |
| NOGALAMYCIN |
| NOGALAMYCIN,STREPTOMYCES NOGALATER |
