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Plumbagin

CAT: 0013-GTR19159198-02Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159198-02Size:200 mg
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Description
Plumbagin is a yellow dye, formally derived from naphthoquinone. It is named after the plant genus Plumbago, from which it was originally isolated. It is also commonly found in the carnivorous plant genera Drosera and Nepenthes. It is also a component of the black walnut drupe. (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.Plumbagin (5, 20 μM) obviously inhibits the invasion of PC3, DU145, and CWR22rv1 cells. (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.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.
CAS Number
481-42-5
Product Name Alternative
Plumbagin
Purity
>98% (HPLC)
Solubility
DMSO : ≥ 150 mg/mL 797.11 mM H2O : < 0.1 mg/mL
Smiles
CC1=CC (=O) c2c (C1=O) cccc2O
Molecular Formula
C11H8O3
Molecular Weight
188.18
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
5-Hydroxy-2-methylnaphthalene-1,4-dione

Chemical Information

Plumbagin

Plumbagin is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 2 and 5 are substituted by methyl and hydroxy groups, respectively. It has a role as a metabolite, an antineoplastic agent, an anticoagulant and an immunological adjuvant. It is a hydroxy-1,4-naphthoquinone and a member of phenols.

CAS Number481-42-5
PubChem CID10205
IUPAC Name5-hydroxy-2-methylnaphthalene-1,4-dione
Molecular FormulaC11H8O3
Molecular Weight188.18
XLogP2.3
Topological Polar Surface Area54.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count14
Formal Charge0
Complexity316
SMILES
CC1=CC(=O)C2=C(C1=O)C=CC=C2O
InChI
InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3
InChIKey
VCMMXZQDRFWYSE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Plumbagin
CAS: 481-42-5
CID: 10205
Formula: C11H8O3
MW: 188.18
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight188.18
XLogP32.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass188.047344113
Monoisotopic Mass188.047344113
Topological Polar Surface Area54.4 Ų
Heavy Atom Count14
Formal Charge0
Complexity316
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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A4456-5.1Plumbagin

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