MedKoo Cat#: 407388 | Name: Deoxynyboquinone

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Deoxynyboquinone, also known as DNQ, is a potent inducer of cancer cell death. DNQ potently induces death of cancer cells in culture, with IC(50) values between 16 and 210 nM. In addition, unlike the experimental therapeutic elesclomol, DNQ is still able to induce cancer cell death under hypoxic conditions. This mechanistic understanding of DNQ will allow for a more comprehensive evaluation of the potential of direct ROS generation as an anticancer strategy, and DNQ itself has potential as a novel anticancer agent.

Chemical Structure

Deoxynyboquinone
Deoxynyboquinone
CAS#96748-86-6

Theoretical Analysis

MedKoo Cat#: 407388

Name: Deoxynyboquinone

CAS#: 96748-86-6

Chemical Formula: C15H12N2O4

Exact Mass: 284.0797

Molecular Weight: 284.27

Elemental Analysis: C, 63.38; H, 4.26; N, 9.85; O, 22.51

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Deoxynyboquinone; DNQ; NSC 165572; NSC-165572; NSC165572.
IUPAC/Chemical Name
1,4,6-Trimethylpyrido[3,2-g]quinoline-2,5,8,10(1H,9H)-tetrone
InChi Key
KJYPAIRTXRKKHG-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H12N2O4/c1-6-4-8(18)16-12-10(6)14(20)11-7(2)5-9(19)17(3)13(11)15(12)21/h4-5H,1-3H3,(H,16,18)
SMILES Code
O=C1N(C)C2=C(C(C(C(C)=CC(N3)=O)=C3C2=O)=O)C(C)=C1
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
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 284.27 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.

Recalculate based on batch purity %
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: Kolossov VL, Ponnuraj N, Beaudoin JN, Leslie MT, Kenis PJ, Gaskins HR. Distinct responses of compartmentalized glutathione redox potentials to pharmacologic quinones targeting NQO1. Biochem Biophys Res Commun. 2017 Jan 29;483(1):680-686. doi: 10.1016/j.bbrc.2016.12.082. PubMed PMID: 27986568; PubMed Central PMCID: PMC5253246. 2: Lundberg AP, Francis JM, Pajak M, Parkinson EI, Wycislo KL, Rosol TJ, Brown ME, London CA, Dirikolu L, Hergenrother PJ, Fan TM. Pharmacokinetics and derivation of an anticancer dosing regimen for the novel anti-cancer agent isobutyl-deoxynyboquinone (IB-DNQ), a NQO1 bioactivatable molecule, in the domestic felid species. Invest New Drugs. 2016 Dec 14. [Epub ahead of print] PubMed PMID: 27975234. 3: Parkinson EI, Hergenrother PJ. Deoxynyboquinones as NQO1-Activated Cancer Therapeutics. Acc Chem Res. 2015 Oct 20;48(10):2715-23. doi: 10.1021/acs.accounts.5b00365. PubMed PMID: 26444384. 4: Cao L, Li LS, Spruell C, Xiao L, Chakrabarti G, Bey EA, Reinicke KE, Srougi MC, Moore Z, Dong Y, Vo P, Kabbani W, Yang CR, Wang X, Fattah F, Morales JC, Motea EA, Bornmann WG, Yordy JS, Boothman DA. Tumor-selective, futile redox cycle-induced bystander effects elicited by NQO1 bioactivatable radiosensitizing drugs in triple-negative breast cancers. Antioxid Redox Signal. 2014 Jul 10;21(2):237-50. doi: 10.1089/ars.2013.5462. PubMed PMID: 24512128; PubMed Central PMCID: PMC4060774. 5: Parkinson EI, Bair JS, Cismesia M, Hergenrother PJ. Efficient NQO1 substrates are potent and selective anticancer agents. ACS Chem Biol. 2013 Oct 18;8(10):2173-83. doi: 10.1021/cb4005832. PubMed PMID: 23937670. 6: Tian XP, Long LJ, Li SM, Zhang J, Xu Y, He J, Li J, Wang FZ, Li WJ, Zhang CS, Zhang S. Pseudonocardia antitumoralis sp. nov., a deoxynyboquinone-producing actinomycete isolated from a deep-sea sediment. Int J Syst Evol Microbiol. 2013 Mar;63(Pt 3):893-9. doi: 10.1099/ijs.0.037135-0. Erratum in: Int J Syst Evol Microbiol. 2013 May;63(Pt 5):1936. PubMed PMID: 22634702. 7: Huang X, Dong Y, Bey EA, Kilgore JA, Bair JS, Li LS, Patel M, Parkinson EI, Wang Y, Williams NS, Gao J, Hergenrother PJ, Boothman DA. An NQO1 substrate with potent antitumor activity that selectively kills by PARP1-induced programmed necrosis. Cancer Res. 2012 Jun 15;72(12):3038-47. doi: 10.1158/0008-5472.CAN-11-3135. PubMed PMID: 22532167; PubMed Central PMCID: PMC4795165. 8: Li S, Tian X, Niu S, Zhang W, Chen Y, Zhang H, Yang X, Zhang W, Li W, Zhang S, Ju J, Zhang C. Pseudonocardians A-C, new diazaanthraquinone derivatives from a deap-sea actinomycete Pseudonocardia sp. SCSIO 01299. Mar Drugs. 2011;9(8):1428-39. doi: 10.3390/md9081428. PubMed PMID: 21892356; PubMed Central PMCID: PMC3164384. 9: Bair JS, Palchaudhuri R, Hergenrother PJ. Chemistry and biology of deoxynyboquinone, a potent inducer of cancer cell death. J Am Chem Soc. 2010 Apr 21;132(15):5469-78. doi: 10.1021/ja100610m. PubMed PMID: 20345134.