![5-Hydroxy-2-methyl-[1,4]naphthoquinone structure, CAS 481-42-5](/structures/20000/6561_1_481_42_5.png)
CAS Number481-42-5
Synonyms2-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
Molecular FormulaC11H8O3
Molecular Weight188.18
Purity95%
Density1.354g/cm3
Boiling Point383.9ºC at 760 mmHg
Melting Point76-78 °C (lit.)
Appearancepowder
EINECS207-569-6
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 481-42-5 |
| Catalog No. | 2A-9006561 |
| Chinese Name | 兰雪醌 |
| 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 |
| Molecular Formula | C11H8O3 |
| Molecular Weight | 188.18 |
| Purity | 95 |
| Density | 1.354g/cm3 |
| Boiling Point | 383.9ºC at 760 mmHg |
| Melting Point | 76-78 °C (lit.) |
| Appearance | powder |
| Storage Condition | Store at -20℃ |
| Packaging | II |
| Application | Plumbagin (2-Methyljuglone) is a naphthoquinone substance obtained from Plumbago zeylanica L. It has anti-tumor and anti-proliferative activities. |
| EINECS | 207-569-6 |
| HTC | 2914690090 |
| PubChem ID | 24898833 |
| MDL Number | MFCD00001682 |
| SMILES | CC1=CC(C2=C(C1=O)C=CC=C2O)=O |
| InChI | 1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 |
| InChI Key | VCMMXZQDRFWYSE-UHFFFAOYSA-N |
| NACRES Code | NA.79 |
| UNSPSC | 12352205 |
| Hazard Symbols | 6.1(a) |
| MSDS | msds/6561_1_481_42_5.pdf |
| Bioactivity | Plumbagin (2-Methyljuglone) is a naphthoquinone isolated from Plumbago zeylanica L, exhibits anticancer and antiproliferative activities[1]. Related Catalog Research Areas >> Cancer Signaling 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 |
| Use of | Plumbagin (2-Methyljuglone) is a naphthoquinone isolated from Plumbago zeylanica L, exhibits anticancer and antiproliferative activities[1]. Properties Articles61 Name plumbagin Synonym More Synonyms Plumbagin Biological Activity Description Plumbagin (2-Methyljuglone) is a naphthoquinone isolated from Plumbago zeylanica L, exhibits anticancer and antiproliferative activities[1]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Others >> Others 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 Molecular Formula C11H8O3 Exact Mass 188.04700 PSA 54.37000 LogP 1.71750 Index of Refraction 1.63 InChIKey VCMMXZQDRFWYSE-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2923 International Dangerous Regulations for sea transport: 2923 International Dangerous Regulations for air transport: 2923 14.2 United Nations shipping name European Land Transport Dangerous Regulations: CORROSIVE SOLID, TOXIC, N.O.S. (5-Hydroxy-2-methyl-1,4-naphthoquinone) IMDG: CORROSIVE SOLID, TOXIC, N.O.S. (5-Hydroxy-2-methyl-1,4-naphthoquinone) International air transport hazard regulations: Corrosive solid, toxic, n.o.s. (5-Hydroxy-2-methyl-1,4-naphthoquinone) 14.3 Transport hazard categories European Land Transport Dangerous Regulations: 8 (6.1) International Maritime Transport Dangerous Regulations: 8 (6.1) International Air Transport Dangerous Regulations: 8 (6.1) 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 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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