Molecular structure of Vitamin K3, CAS Number: 58-27-5
Vitamin K3 (CAS 58-27-5)
See product citations (3)
Alternate Names:
Menadione
Application:
Vitamin K3 is an apoptotic inducer and Cdc2 (cdk1 inhibitor
CAS Number:
58-27-5
Purity:
≥98%
Molecular Weight:
172.18
Molecular Formula:
C11H8O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Vitamin K3 is a synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo. It induces apoptosis in various cultured cells including leukemia cells. It has been shown that vitamin K exerts anti-tumor activity by inhibiting Cdc2 (cdk1) activity and over expressing the c-myc gene to induce apoptotic cell death. Another hypothesis based on investigation done on the mode of actions of vitamin K suggests that VK3 induces apoptosis by promoting the generation of intracellular reactive oxygen intermediates and Fas/APO-1 expression.
Vitamin K3 (CAS 58-27-5) References
- Vitamin K2 induces apoptosis of a novel cell line established from a patient with myelodysplastic syndrome in blastic transformation. | Nishimaki, J., et al. 1999. Leukemia. 13: 1399-405. PMID: 10482991
- Vitamin K3 induces cell cycle arrest and cell death by inhibiting Cdc25 phosphatase. | Wu, FY. and Sun, TP. 1999. Eur J Cancer. 35: 1388-93. PMID: 10658532
- Cytotoxic effect through fas/APO-1 expression due to vitamin K in human glioma cells. | Sun, LK., et al. 2000. J Neurooncol. 47: 31-8. PMID: 10930097
- Vitamin K3 attenuates cerulein-induced acute pancreatitis through inhibition of the autophagic pathway. | Chinzei, R., et al. 2011. Pancreas. 40: 84-94. PMID: 20881898
- Interactions of vitamin K3 with herring-sperm DNA using spectroscopy and electrochemistry. | Huang, J., et al. 2010. Appl Spectrosc. 64: 1126-30. PMID: 20925982
- Vitamin K3 analogs induce selective tumor cytotoxicity in neuroblastoma. | Kitano, T., et al. 2012. Biol Pharm Bull. 35: 617-23. PMID: 22466570
- Vitamin K3 induces antiproliferative effect in cervical epithelial cells transformed by HPV 16 (SiHa cells) through the increase in reactive oxygen species production. | de Carvalho Scharf Santana, N., et al. 2016. Arch Gynecol Obstet. 294: 797-804. PMID: 27091196
- Vitamin k3 inhibits protein aggregation: Implication in the treatment of amyloid diseases. | Alam, P., et al. 2016. Sci Rep. 6: 26759. PMID: 27230476
- Vitamin K3 inhibits mouse uterine contraction in vitro via interference with the calcium transfer and the potassium channels. | Zhang, XX., et al. 2016. Biochem Biophys Res Commun. 476: 393-399. PMID: 27237971
- Structural Insights into Phylloquinone (Vitamin K1), Menaquinone (MK4, MK7), and Menadione (Vitamin K3) Binding to VKORC1. | Chatron, N., et al. 2019. Nutrients. 11: PMID: 30609653
- Photodynamic Effects of Vitamin K3 on Cervical Carcinoma Cells Activating Mitochondrial Apoptosis Pathways. | Xin, Y., et al. 2021. Anticancer Agents Med Chem. 21: 91-99. PMID: 32798378
- Identification of Vitamin K3 and its analogues as covalent inhibitors of SARS-CoV-2 3CLpro. | Wang, R., et al. 2021. Int J Biol Macromol. 183: 182-192. PMID: 33901557
- Effect of vitamin K3 supplementation on immunoglobulin G concentration in colostrum of periparturient Holstein dairy cows. | Kuroiwa, T., et al. 2022. Anim Sci J. 93: e13706. PMID: 35266246
- Vitamin K3 inhibits FtsZ assembly, disrupts the Z-ring in Streptococcus pneumoniae and displays anti-pneumococcal activity. | Pushpakaran, A., et al. 2022. Biochem J. 479: 1543-1558. PMID: 35789252
Inhibitor of:
4921521F21Rik, Aasdh, ACO2, Afamin, AKR1C14, AKR1C18, AKR1C6, AKR1CL1, AKR1CL2, AKR7, AKR7A4, AKR7A5, ALDH18A1, ALKBH7, AOX1, AOX3, AOX4, carbonyl reductase 2, CBR4, Cdc2, COA6, CYB561D1, CYB5D1, CYB5R2, DHDH, DHRS11, DHRS4, DHRS7C, dsg1β, G6PD, G6pd2, Glyoxalase I, Grx1, Grx5, GSH-1, GSH-2, GSTCD, GSTM3, Gstp2, GSTT2B, HAGHL, hole, HoxB6, ISCA1, L2HGDH, LIPT2, LOC100039210, MDH2, MGST2, Msn2, NCB5OR, NDH II, NKHC1, NTH1, Odf1, OXNAD1, P5CR2, PDH-E1β, Prdx6b, PUS3, RDH13, RDH9, SBP-2, Selenoprotein O, TNAP, TXNDC13, TXNDC14, UBA3, and ZCSL3.Activator of:
4921521F21Rik, AKR1C12, AKR1C19, ANT3, Apaf-1, ARKL1_Arkadia 2, BACH2, Bck2, C1orf141, Centaurin β5, CGBP, COX19, CXorf39, CYB561D1, CYB561D2, CYB5R2, CYB5R3, Cyp21a1, cytochrome b5 type B, DDX50, DUOX1, DUOX2, Enrofloxacin, Factor X, FANCA, FRP1, Gal11, GCSH, GRXCR2, GSTM2, GSTO1, Histone cluster 2 H3D, HRP-1, HSP 105, HSPC038, JIP-2, Kell, KRTAP5-9, kynurenine, Lex A, LSm7, Mcm1, Mex67, Mex67p, MICAL2, Mkk2, Mlp1, Mlp2, Mpk1, MsrB3, Myo2p, NDUFS4, NQO2, PAOX, PERK, PRX IV, Rga1, RP11-430L17.1, RP11-592B15.4, RPLL26L1, RPUSD1, Rsp5, RSRC1, SCCA2, SDHAF1, SDR39U1, SorCS3, Sum1, TFIIH p52, tNOX, TRIM30, TRIM40, Tup1, TXNDC16, TXNL1, VKOR, VKORC1L1, and YT521-B.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Vitamin K3, 5 g | sc-205990B | 5 g | $25.00 | |||
Vitamin K3, 10 g | sc-205990 | 10 g | $35.00 | |||
Vitamin K3, 25 g | sc-205990A | 25 g | $46.00 | |||
Vitamin K3, 100 g | sc-205990C | 100 g | $133.00 | |||
Vitamin K3, 500 g | sc-205990D | 500 g | $446.00 |