CAS 52934-83-5|Nanafrocin
Introduction：Basic information about CAS 52934-83-5|Nanafrocin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Nanafrocin | ||
|---|---|---|---|
| CAS Number | 52934-83-5 | Molecular Weight | 302.279 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 601.5±55.0 °C at 760 mmHg |
| Molecular Formula | C16H14O6 | Melting Point | / |
| MSDS | / | Flash Point | 229.0±25.0 °C |
Names
| Name | nanaomycin A |
|---|---|
| Synonym | More Synonyms |
Nanafrocin BiologicalActivity
| Description | Nanaomycin A is the first selective DNMT3B inhibitor with an IC50 of 500 nM. Nanaomycin A, a quinone antibiotics, reactivates silenced tumor suppressor genes in human cancer cells[1]. Nanaomycin A inhibits in vitro growth of the human malaria parasite Plasmodium falciparum with an IC80 value of 33.1 nM[2]. |
|---|---|
| Related Catalog | Research Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Epigenetics >>DNA Methyltransferase |
| Target | DNMT3B:500 nM (IC50) |
| In Vitro | Nanaomycin A (10-10000 nM; 72 hours) has a distinct cytotoxic effect in all three cell lines[1]. Nanaomycin A (0.5, 5 μM; 72 hours) reveals induction of RASSF1A protein expression in A549 cells[1]. Nanaomycin A (5 μM; 72 hours) has an 18-fold relative induction[1]. Nanaomycin A not affects the enzymatic activity of DNMT1[1]. Cell Cytotoxicity Assay[1] Cell Line: HCT116 (colon), A549 (lung), and HL60 (bone marrow) human tumor cell lines Concentration: 10, 100, 1000, 10000 nM Incubation Time: 72 hours Result: Had a distinct cytotoxic effect in all three cell lines. Western Blot Analysis[1] Cell Line: A549 cells Concentration: 0.5, 5 μM Incubation Time: 72 hours Result: Revealed induction of RASSF1A protein expression. RT-PCR[1] Cell Line: A549 cells Concentration: 5 μM Incubation Time: 72 hours Result: Had an 18-fold relative induction. |
| References | [1]. Kuck D, et al.Nanaomycin A selectively inhibits DNMT3B and reactivates silenced tumor suppressor genes in human cancer cells.Mol Cancer Ther. 2010 Nov;9(11):3015-23. [2]. Tanaka Y, et al.Heme-dependent radical generation: possible involvement in antimalarial action of non-peroxide microbial metabolites, nanaomycin A and radicicol.J Antibiot (Tokyo). 1999 Oct;52(10):880-8. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 601.5±55.0 °C at 760 mmHg |
| Molecular Formula | C16H14O6 |
| Molecular Weight | 302.279 |
| Flash Point | 229.0±25.0 °C |
| Exact Mass | 302.079041 |
| PSA | 100.90000 |
| LogP | 2.60 |
| Vapour Pressure | 0.0±1.8 mmHg at 25°C |
| Index of Refraction | 1.649 |
| InChIKey | ZCJHPTKRISJQTN-JGVFFNPUSA-N |
| SMILES | CC1OC(CC(=O)O)CC2=C1C(=O)c1c(O)cccc1C2=O |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD - Lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >200 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 52 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 290 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 28,860,1975
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Administration onto the skin
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 52 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 28200 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 28,860,1975
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 56 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 52 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 33,728,1980
Safety Information
| Hazard Codes | Xi |
|---|---|
| Risk Phrases | 22-24 |
| RIDADR | UN 2811 6.1/PG 3 |
Synonyms
| (1S-E)-3,4,5,10-Tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-1H-naphtho[2,3-c]pyran-3-acetic Acid |
| 4-deoxykalafunginic acid |
| 1H-Naphtho[2,3-c]pyran-3-acetic acid, 3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-, (1S,3R)- |
| dihydrokalafungin |
| 2-[(1S,3R)-9-hydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetic acid |
| Rosanomycin A |
| Nanafrocine |
| Nanafrocinum |
| nanaomycin A |
| nanafrocinum [INN_la] |
| (1S,3R)-3,4,5,10-Tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-1H-naphtho[2,3-c]pyran-3-acetic Acid |
| OS 3966-A |
| [(1S,3R)-9-Hydroxy-1-methyl-5,10-dioxo-3,4,5,10-tetrahydro-1H-benzo[g]isochromen-3-yl]acetic acid |
| Nanafrocin |
