Plumbagin
Names
[ CAS No. ]:
481-42-5
[ Name ]:
Plumbagin
[Synonym ]:
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
Biological Activity
[Description]:
[Related Catalog]:
[In Vitro]
[In Vivo]
[References]
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
[ Storage condition ]:
−20°C
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- QL8500000
- CHEMICAL NAME :
- 1,4-Naphthoquinone, 5-hydroxy-2-methyl-
- CAS REGISTRY NUMBER :
- 481-42-5
- BEILSTEIN REFERENCE NO. :
- 1870475
- LAST UPDATED :
- 199709
- DATA ITEMS CITED :
- 12
- MOLECULAR FORMULA :
- C11-H8-O3
- MOLECULAR WEIGHT :
- 188.19
- WISWESSER LINE NOTATION :
- L66 BV EVJ C1 GQ
HEALTH HAZARD DATA
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
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
Synthetic Route
Precursor & DownStream
Precursor
DownStream
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%
Articles
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...