CAS 481-42-5|Plumbagin
Introduction：Basic information about CAS 481-42-5|Plumbagin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Plumbagin | ||
|---|---|---|---|
| CAS Number | 481-42-5 | Molecular Weight | 188.17900 |
| Density | 1.354g/cm3 | Boiling Point | 383.9ºC at 760 mmHg |
| Molecular Formula | C11H8O3 | Melting Point | 76-78ºC(lit.) |
| MSDS | ChineseUSA | Flash Point | 200.2ºC |
| Symbol | GHS05, GHS06 | Signal Word | Danger |
Names
| Name | plumbagin |
|---|---|
| Synonym | More Synonyms |
Plumbagin BiologicalActivity
| Description | Plumbagin (2-Methyljuglone) is a naphthoquinone isolated from Plumbago zeylanica L, exhibits anticancer and antiproliferative activities[1]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
| In Vitro | Plumbagin (0, 5, 10, and 15 μM) induces apoptosis of prostate cancer cell lines, such as DU145, CWR22rv1 and LNCaP, in a dose-dependent manner[1]. Plumbagin (5, 20 μM) obviously inhibits the invasion of PC3, DU145, and CWR22rv1 cells[1]. Apoptosis Analysis[1] Cell Line: DU145, CWR22rv1, LNCaP and RWPE-1 cells Concentration: 0, 5, 10, and 15 μM Incubation Time: 24 hours Result: Dose-dependently induced apoptosis of DU145, CWR22rv1 and LNCaP, but showed no effect on RWPE-1 cells at up to 20 μM. |
| In Vivo | Plumbagin (2 mg/kg, i.p., five days a week for 11 weeks) inhibits the growth of tumor in male athymic nude mice[1]. Plumbagin (2 mg/kg, i.p., five days a week for 11 weeks) inhibits expression of PKCε, suppresses JAK-2 and Stat3 phosphorylation, and activates Stat3, PCNA, VEGF and MMP-9 in mice[1]. Animal Model: Male athymic nude mice bearing DU145 cells[1] Dosage: 2 mg/kg Administration: I.P. after 3 days post cell implantation, five days a week. Result: Delayed tumor growth by 3 weeks, and reduced tumor weight and volume in mice. |
| References | [1]. Aziz MH, et al. Plumbagin, a medicinal plant-derived naphthoquinone, is a novel inhibitor of the growth and invasion of hormone-refractory prostate cancer. Cancer Res. 2008 Nov 1;68(21):9024-32. |
Chemical & Physical Properties
| Density | 1.354g/cm3 |
|---|---|
| Boiling Point | 383.9ºC at 760 mmHg |
| Melting Point | 76-78ºC(lit.) |
| Molecular Formula | C11H8O3 |
| Molecular Weight | 188.17900 |
| Flash Point | 200.2ºC |
| Exact Mass | 188.04700 |
| PSA | 54.37000 |
| LogP | 1.71750 |
| Vapour Pressure | 1.92E-06mmHg at 25°C |
| Index of Refraction | 1.63 |
| InChIKey | VCMMXZQDRFWYSE-UHFFFAOYSA-N |
| SMILES | CC1=CC(=O)c2c(O)cccc2C1=O |
| Storage condition | −20°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 65 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 :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 16 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 :
- 5 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 100 mg/kg
- SEX/DURATION :
- female 10 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - ovaries, fallopian tubes
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 300 mg/kg
- SEX/DURATION :
- female 30 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 150 mg/kg
- SEX/DURATION :
- female 15 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - parturition
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 35 mg/kg
- SEX/DURATION :
- female 5-11 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - abortion
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 50 mg/kg
- SEX/DURATION :
- female 1-5 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 300 mg/kg
- SEX/DURATION :
- male 30 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Paternal Effects - testes, epididymis, sperm duct
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 10 mg/kg
- SEX/DURATION :
- female 1 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Fertility - other measures of fertility
MUTATION DATA - TYPE OF TEST :
- Mutation in microorganisms
- TEST SYSTEM :
- Bacteria - Escherichia coli
- DOSE/DURATION :
- 500 umol/L
- REFERENCE :
- JOBAAY Journal of Bacteriology. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1916- Volume(issue)/page/year: 164,1309,1985
- TYPE OF TEST :
- Mutation in microorganisms
- TEST SYSTEM :
- Bacteria - Escherichia coli
- DOSE/DURATION :
- 500 umol/L
- REFERENCE :
- JOBAAY Journal of Bacteriology. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1916- Volume(issue)/page/year: 164,1309,1985
Safety Information
| Symbol | GHS05, GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301-H314 |
| Precautionary Statements | P280-P305 + P351 + P338-P310 |
| 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 |
| Risk Phrases | R23/24/25 |
| Safety Phrases | 22-26-36/37/39-45 |
| RIDADR | UN 2923 8/PG 2 |
| WGK Germany | 3 |
| RTECS | QL8500000 |
| Packaging Group | II |
| Hazard Class | 6.1(a) |
| HS Code | 2914690090 |
Customs
| HS Code | 2914690090 |
|---|---|
| Summary | 2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0% |
Articles61
More Articles| Antitumorigenic effect of plumbagin by induction of SH2-containing protein tyrosine phosphatase 1 in human gastric cancer cells. Int. J. Oncol. 46 , 2380-8, (2015) A recent study reported that plumbagin downregulated the activity of Janus kinase 2 (JAK2)-signal transducer and activator of transcription 3 (STAT3) pathway to show various antitumor effects in multi... | |
| Binding and Anticancer Properties of Plumbagin with Human Serum Albumin. Chem. Biol. Drug Des. 86 , 362-9, (2015) Plumbagin has received extensive attention as a promising anticancer drug. Therefore, we investigated the binding and anticancer properties of plumbagin with human serum albumin. Fluorescence results ... | |
| Inhibition of ANO1/TMEM16A Chloride Channel by Idebenone and Its Cytotoxicity to Cancer Cell Lines. PLoS ONE 10 , e0133656, (2015) The expression levels of anoctamin 1 (ANO1, TMEM16A), a calcium-activated chloride channel (CaCC), are significantly increased in several tumors, and inhibition of ANO1 is known to reduce cell prolife... |
Synonyms
| 2-Methyljuglone |
| 5-hydroxy-2-methyl-[1,4]naphthoquinone |
| 2-methyl-5-hydroxy-1,4-naphthalenedione |
| Plumbagine |
| EINECS 207-569-6 |
| Plumbagin from Plumbago indica |
| 2-Methyl-5-hydroxy-1,4-naphthoquinone |
| Plumbagin |
| 5-hydroxy-2-methyl-1,4-NQ |
| Plumbagone |
| Plumbaein |
| 5-hydroxy-2-methylnaphthalene-1,4-dione |
| MFCD00001682 |
| 5-hydroxy-2-methyl-1,4-naphthalenedione |
| 5-Hydroxy-2-methyl-1,4-naphthoquinone |
