Menadione (NSC 4170)

Catalog No.S1949 Synonyms: Vitamin K3,NSC 4170

For research use only.

Menadione (NSC 4170, Vitamin K3), a fat-soluble compound, is an inhibitor of Cdc25 phosphatase and mitochondrial DNA polymerase γ (pol γ), used as a nutritional supplement.

Menadione (NSC 4170) Chemical Structure

CAS No. 58-27-5

Selleck's Menadione (NSC 4170) has been cited by 7 Publications

Purity & Quality Control

Choose Selective phosphatase Inhibitors

Biological Activity

Description Menadione (NSC 4170, Vitamin K3), a fat-soluble compound, is an inhibitor of Cdc25 phosphatase and mitochondrial DNA polymerase γ (pol γ), used as a nutritional supplement.
Targets
Cdc25 phosphatase [6] DNA polymerase γ [7]
In vitro

Menadione prevents mitochondrial Ca(2+) uptake in normal pancreatic acinar cells, which permits rapid spread of Ca(2+) throughout the cell. Menadione-induced mitochondrial depolarisation is due to induction of the permeability transition pore. [1] Menadione (nontoxic concentration) results in a brief activation of extracellular signal-regulated kinase (ERK) and c-Jun N-terminal kinase (JNK) in the RALA255-10G rat hepatocyte cell line. [2] Menadione is equipotent against multidrug-resistant and parental leukemia cell lines with IC50 values of 13.5 mM and 18 mM, respectively. Menadione inhibits the incorporation of radioactive thymidine, uridine and amino acids into DNA, RNA and protein, respectively, in three humancancer cell lines. [3] Menadione at 1-20 mM dose- and time-dependently inhibits cell proliferation of AR4-2J cells. Menadione (100 mM) causes rapid cell death. Menadione (100 mM) induces DNA smear in electrophoresis indicative of necrosis, while lower concentrations (10-20 mM) induces a DNA ladder indicative of apoptosis. Menadione at 1-20 mM induces wild-type P53, whereas the 100 mM menadione has a minor effect on wild-type P53. [4] Menadione treatment clearly affects the mitochondrial function of Jurkat T cells by inducing a collapse of the inner transmembrane potential (DeltaPsi(m)) and a decrease in inner membrane mass, which could be completely reversed by N-acetylcysteine. [5]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
HT22 cells NFzVb|dHfW6ldHnvckBie3OjeR?= M{TUeW5mfXKxcILveIVkfGm4ZTDhZ5Rqfmm2eTDpckBud3W|ZTDIWFIzKGOnbHzzJIF{e2W|c3XkJIF{KHC{ZY\lcpRqd25iZoLvcUBodHW2YX3heIUucW6mdXPl[EBwgGmmYYTpeoUh[2WubDDk[YF1cCCkeTDNWHMh[XO|YYmsJHBFPTB;MD63PVch|ryP MXGyN|MzPzR4OB?=
HeLa cell NWjLWHRuS3m2b4TvfIlkcXS7IHHzd4F6 NFLhU4tEgXSxdH;4bYNqfHliYXfhbY5{fCCKZVzhJINmdGxibHnu[ZMtKEWFNUC9N{44KM7:TR?= M4LkS|E2OzZ7NECw
PaCa2 cell MlTSVJJwdGmoZYLheIlwdiCjc4PhfS=> NF\IV21CdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIIDhcoNz\WG2aXOgZ4Fz[2mwb33hJG1q[SCSYVPhNkBk\WyuIHzpcoUh[nliY3;sc5JqdWW2cnnjJIF{e2G7LDDJR|UxRTZwMjFOwG0> MkfWNVYzOTZ3MEC=
HT-29 cells M1PjbWN6fG:2b4jpZ4l1gSCjc4PhfS=> MVu3NkBp Ml3nR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTHQuOjliY3XscJMh[XO|ZYPz[YQh[XNiZ4Lve5RpKGmwaHnibZRqd25iYX\0[ZIhPzJiaILzJIJ6KE2WUzDhd5NigSxiSVO1NF06NjZ7IN88US=> MmL0NlM4QTF|Nke=
DU145 cells NGW5UpNEgXSxdH;4bYNqfHliYYPzZZk> MYC3NkBp MoWwR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gSHUyPDViY3XscJMh[XO|ZYPz[YQh[XNiZ4Lve5RpKGmwaHnibZRqd25iYX\0[ZIhPzJiaILzJIJ6KE2WUzDhd5NigSxiSVO1NF06Njh4IN88US=> NYXjZ3dVOjN5OUGzOlc>
MDA-MB-231 cells MWDDfZRwfG:6aXPpeJkh[XO|YYm= NYTsT3NOPzJiaB?= M4j5V2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1FSS2PQj2yN|Eh[2WubIOgZZN{\XO|ZXSgZZMh\3Kxd4ToJIlvcGmkaYTpc44h[W[2ZYKgO|IhcHK|IHL5JG1VWyCjc4PhfUwhUUN3ME2xNk43QCEQvF2= MlWxNlM4QTF|Nke=
human A2058 cells MnnVR5l1d3SxeHnjbZR6KGG|c3H5 M2rFdmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGEzODV6IHPlcIx{KGG|c3Xzd4VlKGG|IHnubIljcXSrb36gc4Yh\m:{bXH6ZY4h\m:{bXH0bY9vKGG2IHThfUA2KGK7IH3lZZN2emmwZzDhZpNwemKjbnPlJIF1KDR|MDDucUwhUUN3ME2xN{41KM7:TR?= NX7ZWJF[OTl7Nkm0NFA>
SAS cells NGTYcmpEgXSxdH;4bYNqfHliYYPzZZk> M{T3T|Q5KGh? M4XBbmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJHNCWyClZXzsd{Bie3Onc4Pl[EBieyC{ZXT1Z5Rqd25iaX6gZ4VtdCC4aXHibYxqfHliYX\0[ZIhPDhiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yPCEQvF2= MUeyOFkyOzdzMh?=
HaCaT cells NXfZenR1TnWwY4Tpc44h[XO|YYm= MWW0PEBp NITJSJFCdnSraInw[ZJxem:uaX\ldoF1cX[nIHHjeIl3cXS7IHHnZYlve3RiaIXtZY4hUGGFYWSgZ4VtdHNiYYPz[ZN{\WRiYYOgbY5pcWKrdHnvckBw\iClZXzsJIdzd3e2aDDh[pRmeiB2ODDodpMh[nlicHjhd4Uh[2:wdILhd5QhdWmlcn;zZ49xgSxiSVO1NF0yPS56IN88US=> MXiyOFk3PDJ2Nh?=
HeLa cells NVvSUmMxS3m2b4TvfIlkcXS7IHHzd4F6 MWe0PEBp M2PSW2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmVGFiY3XscJMh[XO|ZYPz[YQh[XNicnXkeYN1cW:wIHnuJINmdGxidnnhZoltcXS7IHHmeIVzKDR6IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:OThizszN NVLxeZR[OjR7MUO3NVI>
CRL2796 cells NWSwd2ZZS3m2b4TvfIlkcXS7IHHzd4F6 NHPP[GdEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBEWkx{N{m2JINmdGy|IHHzd4V{e2WmIHHzJIlvcGmkaYTpc44hd2ZiZn;ycYF7[W5iZn;ycYF1cW:wIHH0JIRigSB2IHL5JI1m[XO3cnnu[{Bi[nOxcnLhcoNmKGG2IESzNEBvdSxiSVO1NF0zOSEQvF2= M37uO|E6QTZ7NECw
HL60 cells MnrRSpVv[3Srb36gZZN{[Xl? NUXP[5FJPTBizszN NVu4V25xUW6mdXP0bY9vKG:oIH7lZ5Jwe2m|IHnuJIlvfGGldDDoeY1idiCKTE[wJINmdGy|IHHzd4V{e2WmIHHzJIN6fG:|b3zpZ{BNTEhicnXs[YF{\SCjdDC1NEB2VQ>? NGTScVEzPTR4MkK3Ny=>
Assay
Methods Test Index PMID
Western blot p-JNK / JNK / p-c-Jun / c-Jun / p-ERK / ERK ; Cyclin B1 / CDK1 / CDC25C ; c-Fos / HO-1 20578144 28077999 25414256

Protocol (from reference)

Solubility (25°C)

In vitro

Chemical Information

Molecular Weight 172.18
Formula

C11H8O2

CAS No. 58-27-5
Storage 3 years -20°C powder
2 years -80°C in solvent
Smiles CC1=CC(=O)C2=CC=CC=C2C1=O

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Molarity Calculator

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Clinical Trial Information

NCT Number Recruitment Interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01094444 Completed Other: Vitamin K3 Folliculitis Per Pfeiffer|Odense University Hospital May 2010 Phase 2
NCT00656786 Completed Drug: Menadione Topical Lotion EGFR Inhibitor-associated Rash Spectrum Pharmaceuticals Inc April 3 2008 Phase 1

(data from https://clinicaltrials.gov, updated on 2022-08-01)

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