P7262
Plumbagin from Plumbago indica
Synonym(s):
5-Hydroxy-2-methyl-1,4-naphthoquinone
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About This Item
Empirical Formula (Hill Notation):
C11H8O3
CAS Number:
Molecular Weight:
188.18
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
207-569-6
MDL number:
biological source
Plumbago indica
Quality Level
form
powder
color
faint orange to dark orange
mp
76-78 °C (lit.)
storage temp.
−20°C
SMILES string
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
General description
Plumbagin is a bioactive naphthoquinone present majorly in Plumbago indica L. It is a quinoid and is also derived from the roots of Plumbago zeylanica roots.
Application
Plumbagin from Plumbago indica has been used:
- as a reactive oxygen species agent (ROS) to induce cytotoxicity in mouse embryonic fibroblasts
- as an oxidative stress inducer to generate superoxide anion in Saccharomyces cerevisiae
- as a reference standard in thin layer chromatography and in spectrophotometric analysis for quantification of plumbagin in Plumbago auriculate samples
Biochem/physiol Actions
Plumbagin exhibits various pharmacological activities including antimicrobial, anticancer, anti-atherosclerotic, antidiabetic, anti-inflammatory, hypolipidemic, and neuroprotective activities. It inhibits the signal transducer and activator of transcription 3 (STAT3) signaling and halts the proliferation of esophageal squamous cell carcinoma (ESCC). Plumbagin elicits protective antioxidative functionality in 4-nitroquinoline-N-oxide (NQNO) induced stress in lymphoma. Plumbagin in a nanoemulsion formulation has antiproliferative effect towards prostate cancer.
Exhibits cytotoxicity in rodent models of carcinogenesis and carcinoma; has antifungal, antiviral, and antibacterial action.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Related Content
María Marcén et al.
International journal of food microbiology, 241, 198-205 (2016-10-30)
Heat treatments are widely used by the food industry to inactivate microorganisms, however their mode of action on microbial cells is not fully known. In the last years, it has been proposed that the generation of oxidative species could be
Plumbagin inhibits the proliferation and survival of esophageal cancer cells by blocking STAT3-PLK1-AKT signaling
Cao YY, et al.
Cell Death & Disease, 9(2), 17-17 (2018)
Plumbagin-Loaded Nanoemulsion Drug Delivery Formulation and Evaluation of Antiproliferative Effect on Prostate Cancer Cells
Chrastina A, et al.
BioMed Research International, 2018 (2018)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P7262-250MG | 04061833275900 |
| P7262-100MG | 04061834394518 |
| P7262-1G | 04061834394525 |