WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 200284
Description: ARQ-501, also known as beta-lapachone, is a naphthoquinone compound derived from bark of Tabebuia sp., with antitumor, antibacterial, antifungal and antitrypanosomal activities. Beta-lapachone exerts its anti-tumor effect by indirect actions of inducing p53-independent apoptosis and cell cycle arrest mediated through altered activities of cell cycle control regulatory proteins; including down-regulating retinoblastoma protein (pRB), a transcriptional repressor target at transcription factor E2F-1, as well as induces expression of cyclin dependent kinase inhibitor 1A (CDKN1A or p21). Both E2F-1 and p21 are required for G1/S-phase transition during cell cycle. This agent also inhibits DNA topoisomerase I by a mechanism distinct from that of camptothecin, and thereby blocks the formation of a cleavable complex leading to enzyme inhibition and prevent DNA repair. Furthermore, beta-lapachone could induce reactive oxygen species in vivo, and result in cytotoxicity.
MedKoo Cat#: 200284
Chemical Formula: C15H14O3
Exact Mass: 242.09429
Molecular Weight: 242.27
Elemental Analysis: C, 74.36; H, 5.82; O, 19.81
Synonym: ARQ501; ARQ-501; ARQ 501; beta-lapachone
IUPAC/Chemical Name: 2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
InChi Key: QZPQTZZNNJUOLS-UHFFFAOYSA-N
InChi Code: InChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3
SMILES Code: O=C1C(CCC(C)(C)O2)=C2C3=CC=CC=C3C1=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 242.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
|Concentration / Solvent Volume / Mass||1 mg||5 mg||10 mg|
|1 mM||1.15 mL||5.76 mL||11.51 mL|
|5 mM||0.23 mL||1.15 mL||2.3 mL|
|10 mM||0.12 mL||0.58 mL||1.15 mL|
|50 mM||0.02 mL||0.12 mL||0.23 mL|
1: Kim JH, Lee SM, Myung CH, Lee KR, Hyun SM, Lee JE, Park YS, Jeon SR, Park JI, Chang SE, Hwang JS. Melanogenesis inhibition of β-lapachone, a natural product from Tabebuia avellanedae, with effective in vivo lightening potency. Arch Dermatol Res. 2015 Feb 8. [Epub ahead of print] PubMed PMID: 25663088.
2: Moore Z, Chakrabarti G, Luo X, Ali A, Hu Z, Fattah FJ, Vemireddy R, DeBerardinis RJ, Brekken RA, Boothman DA. NAMPT inhibition sensitizes pancreatic adenocarcinoma cells to tumor-selective, PAR-independent metabolic catastrophe and cell death induced by β-lapachone. Cell Death Dis. 2015 Jan 15;6:e1599. doi: 10.1038/cddis.2014.564. PubMed PMID: 25590809.
3: Menacho-MÃ¡rquez M, RodrÃguez-HernÃ¡ndez CJ, Villaronga MÃ