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J4137

Sigma-Aldrich

JS-K

≥97%

Synonym(s):

O2-(2,4-Dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate

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About This Item

Empirical Formula (Hill Notation):
C13H16N6O8
CAS Number:
205432-12-8
Molecular Weight:
384.30
MDL number:
MFCD06407868
UNSPSC Code:
12352200
PubChem Substance ID:
24724519
NACRES:
NA.77

Quality Level

100

Assay

≥97%

storage condition

desiccated

solubility

DMSO: soluble 9.3 mg/mL
H2O: insoluble

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCOC(=O)N1CCN(CC1)\[N+]([O-])=N\Oc2ccc(cc2[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C13H16N6O8/c1-2-26-13(20)15-5-7-16(8-6-15)19(25)14-27-12-4-3-10(17(21)22)9-11(12)18(23)24/h3-4,9H,2,5-8H2,1H3/b19-14-

InChI key

DNJRNBYZLPKSHV-RGEXLXHISA-N

Biochem/physiol Actions

JS-K belongs to the class of diazeniumdiolate prodrug. It generates nitric oxide when metabolized by glutathione S-transferases (GST), which ensures optimal activity of JS-K. It has tumor growth inhibition action in human prostate cancer and leukemia.
Nitric oxide donor; antiproliferative.

Legal Information

Covered by US Patent No 6,610,660

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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JS-K, a GST-activated nitric oxide generator, induces DNA double-strand breaks, activates DNA damage response pathways, and induces apoptosis in vitro and in vivo in human multiple myeloma cells
Kiziltepe T, et al.s
Blood, 110(2), 709-718 (2007)
Bin Liu et al.
BMC cancer, 19(1), 645-645 (2019-07-03)
Ovarian cancer (OC) is the second most frequent gynecological cancer and is associated with a poor prognosis because OC progression is often asymptoma-tic and is detected at a late stage. There remains an urgent need for novel targeted therapies to
Rui Zhang et al.
Macromolecular bioscience, 16(1), 121-128 (2015-07-30)
There is a need for new treatment strategies of acute myeloid leukemia (AML). In this study, four different drugs, including cytarabine, daunorubicin, GDC-0980, and JS-K, were investigated in vitro for the two-drug combinations treatment of AML. The results revealed that
Yuwan Zhao et al.
Journal of Cancer, 11(13), 3701-3712 (2020-04-25)
Metformin (MET) is taken as a principal medication for remedying Type 2 diabetes mellitus. Its anti-tumor effect has been reported increasingly, but the precise mechanism of it remains unclear. This study aims to explore the efficacy of MET and MET
Zeqing Song et al.
Oncology reports, 41(6), 3475-3487 (2019-04-20)
Lung cancer is one of the most common malignancies worldwide, with high mortality and morbidity rates. O2‑​(2,4‑​dinitrophenyl)‑1‑​[(4‑ethoxycarbonyl)piperazin‑1‑yl]diazen‑1‑ium‑1,2‑diolate (JS‑K) is a potent anticancer agent that acts against a subset of human non‑small cell lung cancer (NSCLC) cell lines; however, the underlying
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