P7262
Sigma

Plumbagin from Plumbago indica

practical grade

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Synonym

5-Hydroxy-2-methyl-1,4-naphthoquinone

Molecular Formula

C₁₁H₈O₃

Molecular Weight

188.18

CAS Number

481-42-5

MDL number

MFCD00001682

PubChem Substance ID

24898833

EG/EC Number

207-569-6

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Descriptions

Biochem/physiol Actions

Exhibits cytotoxicity in rodent models of carcinogenesis and carcinoma; has antifungal, antiviral, and antibacterial action.

Properties

grade

practical grade

76-78 °C(lit.)

storage temp.

−20°C

References

Reference

Hsu, Y.L., et al., , Plumbagin (5-hydroxy-2-methyl-1,4-naphthoquinone) induces apoptosis and cell cycle arrest in A549 cells through p53 accumulation via c-Jun NH2-terminal kinase-mediated phosphorylation at serine 15 in vitro and in vivo. J. Pharmacol. Exp. Ther. 318, 484-494, (2006) abstract

Jaiswal, A.S., et al., Long-patch base excision repair of apurinic/apyrimidinic site DNA is decreased in mouse embryonic fibroblast cell lines treated with plumbagin: involvement of cyclin-dependent kinase inhibitor p21^Waf-1/Cip-1. Oncogene 21, 5912-5922, (2002)

Inbaraj, J.J., and Chignell, C.F., Cytotoxic action of juglone and plumbagin: a mechanistic study using HaCaT keratinocytes. Chem. Res. Toxicol. 17, 55-62, (2004)

Sugie, S., et al., Inhibitory effects of plumbagin and juglone on azoxymethane-induced intestinal carcinogenesis in rats. Cancer Lett. 127, 177-183, (1998)

Merck

Merck 13,7621

reference

Aldrich MSDS 1, 1506:D / Corp MSDS 1 (2), 2856:D / FT-IR 2 (2), 2486:A / FT-IR 1 (2), 94:A / FT-NMR 1 (2), 909:C / IR-Spectra (3), 905:B / NMR-Reference 2 (2), 85:D / RegBook 1 (2), 1685:A / Sigma FT-IR 1 (2), 855:A / Structure Index 1, 267:D:2

Safety

Hazard Codes

Risk Statements

25-34

Safety Statements

22-26-36/37/39-45

RIDADR

UN 2923 8/PG 2

WGK Germany

RTECS

QL8500000