Page last updated: 2024-12-05

s-nitroso-n-acetylpenicillamine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

S-Nitroso-N-Acetylpenicillamine: A sulfur-containing alkyl thionitrite that is one of the NITRIC OXIDE DONORS. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6603945
CHEMBL ID73188
CHEBI ID77702
SCHEMBL ID2382771
MeSH IDM0119954
PubMed CID5231
CHEMBL ID27308
SCHEMBL ID139789
MeSH IDM0119954

Synonyms (106)

Synonym
79032-48-7
snap
NCGC00024673-01
tocris-0598
lopac-n-3398
NCGC00015734-01
s-nitroso-n-acetylpenicillamine
n-acetyl-s-nitrosopenicillamine
s-nitrosylacetylpenicillamine
n-acetyl-3-(nitrosothio)-d-valine
s-nonap
CHEMBL73188 ,
chebi:77702 ,
(2s)-2-acetamido-3-methyl-3-nitrososulfanylbutanoic acid
NCGC00015734-02
nsc 312630
d-valine, n-acetyl-3-(nitrosothio)-
s-nitrosoacetylpenicillamine
6e47vkf8b8 ,
unii-6e47vkf8b8
bdbm50366635
n-acetyl-3-(nitrososulfanyl)-d-valine
SCHEMBL2382771
d-valine,n-acetyl-3-(nitrosothio)-
DTXSID80897531
Q4048659
(r,s)-2-acetylamino-3-nitrososulfanyl-3-methyl-butyric acid
s-nitroso-acetyl d-penicillamine
s-nitroso-n-acetyl-d-beta,beta-dimethylcysteine
(s)-2-acetamido-3-methyl-3-(nitrosothio)butanoic acid
(2s)-2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid
AT25015
s-nitroso-n-acetyl-d-?,?-dimethylcysteine
AKOS040745368
2-acetamido-3-methyl-3-nitrososulfanylbutanoic acid
2-acetamido-3-methyl-3-nitrososulfanyl-butanoic acid
(+/-)-s-nitroso-n-acetylpenicillamine
DIVK1C_006901
nsc312630
s-nitroso-n-acetyl-dl-penicillamine, >=97%, powder
SPECTRUM_001453
s-nitroso-n-acetyl-d,l-penicillamine
HSCI1_000047
SPECTRUM5_001916
BSPBIO_002446
NCGC00024673-03
NCGC00024673-02
s-nitroso-n-acetyl-dl-penicillamine
dl-valine, n-acetyl-3-(nitrosothio)-
snap (amino acid)
n-acetyl-s-nitroso-dl-penicillamine
n-acetyl-3-(nitrosothio)-dl-valine
KBIO2_004501
KBIO2_001933
KBIOGR_001306
KBIO2_007069
KBIOSS_001933
KBIO1_001845
KBIO3_001666
SPECPLUS_000805
SPBIO_001391
SPECTRUM2_001466
SPECTRUM3_000773
SPECTRUM4_001043
SPECTRUM1502060
s-nitroso-n-acetyl-penicillamine
valine, n-acetyl-3-(nitrosothio)-
CHEMBL27308
snap (s-nitroso-n-acetylpenicillamine)
HMS1923O15
67776-06-1
unii-c4ax527ax8
c4ax527ax8 ,
s-nitroso-n-acetylpenicillamine, (+/-)
CCG-39274
NCGC00015734-04
NCGC00015734-03
FT-0672932
FT-0672933
152971-80-7
valine,n-acetyl-3-(nitrosothio)-
SCHEMBL139789
AKOS024458576
mfcd00272624
SR-01000597612-1
sr-01000597612
(r)-2-acetamido-3-methyl-3-(nitrosothio)butanoic acid
AS-60790
BCP21207
2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid
2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid (ac-dl-pen(no)-oh)
s-nitroso-n-acetyl-dl-penicillamine 98%
CS-0082469
HY-121526
n-(1-hydroxyethylidene)-3-(nitrososulfanyl)valine
DTXSID70987112
SB13130
AMY34711
snapsnap
n-acetyl-3-(nitrosothio)valine
snap (+/-)-
s-nitroso-n-acetylpenicillamine, (+/-)-
2-acetamido-3-methyl-3-(nitrosothio)butanoic acid
P19575
SY099074
snap;n-acetyl-3-(nitrosothio)-dl-valine

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Inclusion of sodium nitroprusside (Na2[Fe(2+)-(CN)5NO]) into the culture medium is toxic to cultured rat cerebellar granule neurons."( Inhibition of excitatory amino acid-induced phosphoinositide hydrolysis as a possible mechanism of nitroprusside neurotoxicity.
Chuang, DM; Yu, O, 1996
)
0.29
" In contrast, spermine/NO adduct (spermineNONOate) was shown to be more toxic under normoxic than under hypoxic conditions."( Enhanced release of nitric oxide causes increased cytotoxicity of S-nitroso-N-acetyl-DL-penicillamine and sodium nitroprusside under hypoxic conditions.
Bätz, M; De Groot, H; Ioannidis, I; Korth, HG; Paul, T; Sustmann, R, 1996
)
0.29
" These results demonstrate that (a) reduction in the availability of glucose and intracellular glutathione renders the cells more vulnerable to the cytotoxic effects of NO donors, (b) in this model of cytotoxicity, long-lived NO donors were more cytotoxic than short-lived NO donors, (c) the differential effects of N-acetylcysteine on S-nitroso-N-acetylpenicillamine-induced and bacterial lipopolysaccharide-mediated cytotoxicity support the existence of other toxic species different from NO or NO-related compounds with a potent cytotoxic activity in immunostimulated macrophages, and (d) other non-protein thiols like N-acetylcysteine may substitute for glutathione as a major component of the cellular antioxidant defense system."( The protective role of thiols against nitric oxide-mediated cytotoxicity in murine macrophage J774 cells.
Herman, AG; Matthys, KE; Zamora, R, 1997
)
0.3
" We conclude that exposures to toxic levels of NO cause prolonged disruption of [Ca2+]i homeostatic mechanisms, and that the resulting persistent [Ca2+]i elevations contribute to the delayed neurotoxicity of NO."( Disrupted [Ca2+]i homeostasis contributes to the toxicity of nitric oxide in cultured hippocampal neurons.
Brorson, JR; Zhang, H, 1997
)
0.3
"The results presented in this study indicate that the toxic response brought about by increasing concentrations of tert-butylhydroperoxide in CHP100 cells was mitigated significantly by exogenously added nitric oxide donors via a cyclic GMP-independent mechanism."( Different signalling pathways mediate the opposite effects of endogenous versus exogenous nitric oxide on hydroperoxide toxicity in CHP100 neuroblastoma cells.
Cantoni, O; Clementi, E; Guidarelli, A; Sciorati, C, 1999
)
0.3
" The reaction of NO and *O(2) (-), forming the toxic peroxynitrite (ONOO(-)), has been proposed to play a pathogenic role in neuronal injury."( Oxidative neurotoxicity in rat cerebral cortex neurons: synergistic effects of H2O2 and NO on apoptosis involving activation of p38 mitogen-activated protein kinase and caspase-3.
Ho, YJ; Shum, AY; Wang, JY, 2003
)
0.32

Bioavailability

ExcerptReferenceRelevance
" These results suggest that the role of Mb as an intracellular NO scavenger is small, and the increase in mitochondrial superoxide in SODHZ mice may cause a decrease NO bioavailability and alter the control of myocardial O2 consumption by NO."( Changes in NO bioavailability regulate cardiac O2 consumption: control by intramitochondrial SOD2 and intracellular myoglobin.
Edwards, J; Hintze, TH; Jue, T; Li, W; Wang, X, 2004
)
0.32
" Thus NO bioavailability is impaired in SHR owing to an ANG II-mediated increase in superoxide production in association with enhanced expression of NAD(P)H oxidase components, despite increased expression of eNOS."( Oxidant stress in kidneys of spontaneously hypertensive rats involves both oxidase overexpression and loss of extracellular superoxide dismutase.
Adler, S; Huang, H, 2004
)
0.32
" The mechanisms by which NADPH oxidase-derived radicals mediate the cerebrovascular dysfunction involve reduced bioavailability of nitric oxide."( NADPH-oxidase-derived reactive oxygen species mediate the cerebrovascular dysfunction induced by the amyloid beta peptide.
Anrather, J; Carlson, GA; Frys, K; Iadecola, C; Park, L; Pitstick, R; Younkin, S; Zhou, P, 2005
)
0.33
" This impairment is likely the result of decreased bioavailability of nitric oxide (NO) within the vasculature."( Role of NAD(P)H oxidase in superoxide generation and endothelial dysfunction in Goto-Kakizaki (GK) rats as a model of nonobese NIDDM.
Csiszar, A; Edwards, JG; Gupte, R; Gupte, S; Labinskyy, N; Ungvari, Z, 2010
)
0.36
" IH causes oxidative stress that may limit bioavailability of the endothelium-derived vasodilator nitric oxide (NO) and thus contribute to this hypertensive response."( Intermittent hypoxia augments pulmonary vascular smooth muscle reactivity to NO: regulation by reactive oxygen species.
Jernigan, NL; Kanagy, NL; Norton, CE; Resta, TC; Walker, BR, 2011
)
0.37
" One possible explanation for poor responsiveness to iNO is reduced NO bioavailability caused by interactions between reactive oxygen species (ROS) and NO."( Reactive oxygen species-reducing strategies improve pulmonary arterial responses to nitric oxide in piglets with chronic hypoxia-induced pulmonary hypertension.
Aschner, JL; Dikalova, A; Fike, CD; Kaplowitz, MR; Slaughter, JC; Zhang, Y, 2013
)
0.39
" These results validate earlier claims that reduced NO bioavailability imposes an upper limit on myocardial blood flow regulation and its transmural distribution."( Nitric oxide bioavailability affects cardiovascular regulation dependent on cardiac nerve status.
Kingma, JG; Rouleau, JR; Simard, D, 2015
)
0.42

Dosage Studied

ExcerptRelevanceReference
" Dose-response analysis indicated that L-NNA was 87 and 230 times more potent than L-NMA and L-NAA, respectively."( Comparison of the inhibitory potencies of N(G)-methyl-, N(G)-nitro- and N(G)-amino-L-arginine on EDRF function in the rat: evidence for continuous basal EDRF release.
Chaudhuri, G; Cuevas, JM; Ignarro, LJ; Vargas, HM, 1991
)
0.28
" Three and 24 hr after the end of the infusion, each rabbit was anesthetized with pentobarbital and instrumented to monitor blood pressure, and dose-response curves were performed using SNAP or GTN."( Lack of tolerance to a 24-hour infusion of S-nitroso N-acetylpenicillamine (SNAP) in conscious rabbits.
Chern, WH; Han, BJ; Lee, FW; Shaffer, JE, 1992
)
0.28
" Moreover, oxyhemoglobin, a scavenger of free NO, suppressed the chemotactic effect of SNAP, whereas LY-83583, a soluble guanylate cyclase inhibitor, inhibited the SNAP-mediated chemotaxis in a dose-response manner."( Exogenous nitric oxide elicits chemotaxis of neutrophils in vitro.
Beauvais, F; Dubertret, L; Michel, L, 1995
)
0.29
" These two phenomena followed a similar time course and shared a parallel dose-response sensitivity to hrIL-1 beta."( Nitric oxide and energy production in articular chondrocytes.
Evans, CH; Georgescu, HI; Stadler, J; Stefanovic-Racic, M, 1994
)
0.29
" A dose-response relation was found between 2 and 20 nmol."( [Effect of a nitric oxide donor on optic nerve head circulation].
Azuma, I; Ishida, O; Kojima, S; Oku, H; Shimizu, K; Sugiyama, T, 1996
)
0.29
" Dose-response relationships to both SNAP and AP (0."( Vasodilator action of the S-nitrosothiol, SNAP, in rat isolated perfused lung.
Emery, CJ, 1995
)
0.29
" Dose-response curves for the three drugs on the inhibition of nitrite accumulation in macrophage cultures were obtained."( Evidence that nitric oxide inhibits steroidogenesis in cultured rat granulosa cells.
Dave, S; Farrance, DP; Whitehead, SA, 1997
)
0.3
" Dose-response studies showed that Th1 cells produce optimal levels of IL-2 and a proliferative response, and no detectable NO, when stimulated with relatively low concentrations of antigen or mitogen in vitro."( Inhibition of IL-2 production by nitric oxide: a novel self-regulatory mechanism for Th1 cell proliferation.
Taylor-Robinson, AW, 1997
)
0.3
" In thoracic aortic rings from CH rats, cumulative dose-response curves to phenylephrine (PE) in the presence of the nitric oxide (NO) synthase inhibitor Nomega-nitro-L-arginine (L-NNA) and the HO inhibitor zinc protoporphyrin 9 (ZnPPIX) elicited increased contractility compared with CH rings treated with only L-NNA."( Role of endothelial carbon monoxide in attenuated vasoreactivity following chronic hypoxia.
Caudill, TK; Kanagy, NL; Resta, TC; Walker, BR, 1998
)
0.3
" Dose-response curves to IL1beta for gammaGTP activity and nitrite production were observed."( Interleukin-1beta regulates nitric oxide production and gamma-glutamyl transpeptidase activity in sertoli cells.
Cigorraga, SB; Meroni, SB; Suburo, AM,
)
0.13
" After preconstriction with methoxamine (10(-4) mol/L), a dose-response study was performed using 6 cumulative doses of NTG or SNAP (10(-7) to 3 x 10(-5) mol/L)."( Bioactivation of nitroglycerin and vasomotor response to nitric oxide are impaired in cirrhotic rat livers.
Cadelina, GW; Dudenhoefer, AA; Groszmann, RJ; Gupta, T; Loureiro-Silva, MR, 2002
)
0.31
" Accordingly, we studied the effect of NO generated from S-nitroso-N-acetylpenicillamide (SNAP) and compared the effects of the nonselective inhibitor N(omega)-nitro-l-arginine methyl ester (l-NAME) and the selective nNOS inhibitor 1-(2-trifluoromethylphenyl)-imidazole (TRIM) on chemosensory dose-response curves induced by nicotine and NaCN and responses to hypoxia (Po(2) approximately 30 Torr)."( Inhibitory effects of NO on carotid body: contribution of neural and endothelial nitric oxide synthase isoforms.
Del Rio, R; Iturriaga, R; Mosqueira, M; Rey, S; Valdés, V, 2003
)
0.32
" In contrast, it is unclear whether vascular superoxide increases during eccentric administration of oral nitrates, which is a widely used therapeutic dosing regimen."( Preserved endothelial function after long-term eccentric isosorbide mononitrate despite moderate nitrate tolerance.
Kojda, G; Laber, U; Meyer, W; Müllenheim, J; Müller, S, 2003
)
0.32
" Overall, a significant dose-response relationship was noted between NO exposure and markers of aging with between 50 and 100 microM SNAP (0."( Nitric oxide delays oocyte aging.
Abu-Soud, HM; Diamond, MP; Goud, AP; Goud, PT, 2005
)
0.33
" This dosage of genipin significantly reduced cell death at 48 h compared to vehicle control (0."( Neuroprotection by genipin against reactive oxygen and reactive nitrogen species-mediated injury in organotypic hippocampal slice cultures.
Ahmed, I; Hughes, RH; Morrison, B; Shreiber, DI; Silva, VA, 2014
)
0.4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
nitric oxide donorAn agent, with unique chemical structure and biochemical requirements, which generates nitric oxide.
vasodilator agentA drug used to cause dilation of the blood vessels.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
nitroso compoundCompounds having the nitroso group, -NO, attached to carbon, or to another element, most commonly nitrogen or oxygen.
nitrosothio compound
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency7.07950.004023.8416100.0000AID485290
Microtubule-associated protein tauHomo sapiens (human)Potency26.65140.180013.557439.8107AID1460; AID1468
ThrombopoietinHomo sapiens (human)Potency10.00000.02517.304831.6228AID917; AID918
lethal factor (plasmid)Bacillus anthracis str. A2012Potency7.94330.020010.786931.6228AID912
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency70.79460.004023.8416100.0000AID485290
Microtubule-associated protein tauHomo sapiens (human)Potency33.99720.180013.557439.8107AID1460; AID1468
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (55)

Assay IDTitleYearJournalArticle
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID245848Concentration required for relaxation of isolated porcine coronary arteries; activity expressed as pD22004Bioorganic & medicinal chemistry letters, Oct-04, Volume: 14, Issue:19
Synthesis and vasorelaxant properties of hybrid molecules out of NO-donors and the beta-receptor blocking drug propranolol.
AID513589Decrease in TRPC5 C553S mutant S-nitrosylation in HEK cells assessed as inhibition of incorporation of DTNB-2Bio at 300 uM relative to control2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID3283Compound was evaluated for the inactivation of HRV 14 3C protease activity expressed as kinact2000Bioorganic & medicinal chemistry letters, Sep-18, Volume: 10, Issue:18
S-nitrosothiols as novel, reversible inhibitors of human rhinovirus 3C protease.
AID513598Activation of rat TRPV1 Cys616 mutant expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 0.1 to 1 mM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513596Activation of TRPV4 in HEK cells assessed as increase in Ca2+ level from extracellular space at 300 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID464035Inhibition of [DEDTC]2-Cu-induced apoptosis in human SK-BR-3 cells assessed as PARP-cleavage at 50 uM2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
Nitric oxide donors or nitrite counteract copper-[dithiocarbamate](2)-mediated tumor cell death and inducible nitric oxide synthase down-regulation: possible role of a nitrosyl-copper [dithiocarbamate](2) complex.
AID1571272Antimicrobial activity against Escherichia coli assessed as reduction in microbial growth measured up to 24 hrs in presence of riboflavin under day light exposure2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID1571266Induction of peroxynitrite anion generation assessed as peroxynitrite anion level in presence of xanthine/xanthine oxidase by DHR-123 indicator based spectrofluorometric method2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID513603Induction of rat TRPV1 Cys621 mutant S-nitrosylation expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 0.1 to 1 mM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513599Activation of rat TRPV1 Cys621 mutant expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 0.1 to 1 mM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID58058Cytotoxicity was evaluated against DU-145 human prostate cancer cells at 60 uM concentration1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID175688Effective concentration required for relaxation of rat aortic rings2000Bioorganic & medicinal chemistry letters, Apr-03, Volume: 10, Issue:7
Synthesis and biological evaluation of enantiopure thionitrites: the solid-phase synthesis and nitrosation of D-glutathione as a molecular probe.
AID521220Inhibition of neurosphere proliferation of mouse neural precursor cells by MTT assay2007Nature chemical biology, May, Volume: 3, Issue:5
Chemical genetics reveals a complex functional ground state of neural stem cells.
AID286677Apoptosis induction in human HT29 cells after 24 hrs2007Journal of medicinal chemistry, May-17, Volume: 50, Issue:10
Chemical insights in the concept of hybrid drugs: the antitumor effect of nitric oxide-donating aspirin involves a quinone methide but not nitric oxide nor aspirin.
AID513573Induction of S-nitrosylation of TRPC5 in HEK cells assessed as increase in Ca2+ level from extracellular space at 10 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID1571275Antimicrobial activity against Candida tropicalis assessed as reduction in microbial growth at 250 to 1000 uM measured up to 24 hrs in presence of xanthine/xanthine oxidase2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID1571265Induction of peroxynitrite anion generation assessed as peroxynitrite anion level in presence of riboflavin by DHR-123 indicator based spectrofluorometric method2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID513594Activation of TRPV3 in HEK cells assessed as increase in Ca2+ level from extracellular space at 300 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID3282Compound was evaluated for the inactivation of HRV 14 3C protease activity expressed as KI2000Bioorganic & medicinal chemistry letters, Sep-18, Volume: 10, Issue:18
S-nitrosothiols as novel, reversible inhibitors of human rhinovirus 3C protease.
AID57916Cytotoxicity was evaluated against DU-145 human prostate cancer cells at 100 uM concentration1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID513580Induction of S-nitrosylation of TRPC5 in HEK cells assessed as increase in Ca2+ level from extracellular space at 1 mM in presence of dithiothreitol2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513605Activation of TRPC5 expressed in BAEC expressing TRPC5 siRNA assessed as increase in Ca2+ level from extracellular space at 300 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID228535Ratio of inactivation of HRV 14 3C protease activity expressed as kinact to that of inactivation of HRV 14 3C protease activity expressed as KI2000Bioorganic & medicinal chemistry letters, Sep-18, Volume: 10, Issue:18
S-nitrosothiols as novel, reversible inhibitors of human rhinovirus 3C protease.
AID57914Cytotoxicity was evaluated against DU-145 human prostate cancer cells at 1.5 log dose1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID513592Activation of rat TRPV1 expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 300 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513570Induction of S-nitrosylation of TRPC5 in HEK cells assessed as increase in Ca2+ level from extracellular space at 300 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID57908Cytotoxicity towards DU145 human prostate cancer cell was expressed as median effect dose (MED)1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID513578Induction of S-nitrosylation of TRPC5 in HEK cells assessed as increase in Ca2+ level from extracellular space at 1 mM in presence of ascorbic acid2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID464036Inhibition of [DEDTC]2-Cu-induced iNOS-down regulation human C8161 cells2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
Nitric oxide donors or nitrite counteract copper-[dithiocarbamate](2)-mediated tumor cell death and inducible nitric oxide synthase down-regulation: possible role of a nitrosyl-copper [dithiocarbamate](2) complex.
AID464033Inhibition of [DEDTC]2-Cu-induced cytotoxicity against human C8161 cells at 50 uM2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
Nitric oxide donors or nitrite counteract copper-[dithiocarbamate](2)-mediated tumor cell death and inducible nitric oxide synthase down-regulation: possible role of a nitrosyl-copper [dithiocarbamate](2) complex.
AID513585Induction of S-nitrosylation of TRPC5 in HEK cells assessed as inhibition of incorporation of DTNB-2Bio at 5 mM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID1571276Nematocidal activity against Steinernema feltiae assessed as nematode viability at 250 to 1000 uM measured up to 24 hrs in presence of xanthine/xanthine oxidase2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID513604Activation of TRPC5 expressed in BAEC expressing dominant negative mutant of TRPC5 assessed as increase in Ca2+ level from extracellular space at 300 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID245849Concentration required for relaxation of PGF2-alpha (3 uM)-precontracted porcine pulmonary arteries; activity expressed as pD22004Bioorganic & medicinal chemistry letters, Oct-04, Volume: 14, Issue:19
Synthesis and vasorelaxant properties of hybrid molecules out of NO-donors and the beta-receptor blocking drug propranolol.
AID1571277Nematocidal activity against Steinernema feltiae assessed as nematode viability at 250 to 1000 uM measured up to 24 hrs in presence of xanthine oxidase2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID513602Induction of rat TRPV1 Cys616 mutant S-nitrosylation expressed in HEK cells assessed as increase in Ca2+ level from extracellular space at 0.1 to 1 mM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID513591Induction of S-nitrosylation of TRPC5 in HEK cells assessed as inhibition of incorporation of DTNB-2Bio at 300 uM2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID227027In vitro percentage release of nitric oxide.2002Journal of medicinal chemistry, Nov-21, Volume: 45, Issue:24
Nitric oxide releasing morpholine derivatives as hypolipidemic and antioxidant agents.
AID58055Cytotoxicity was evaluated against DU-145 human prostate cancer cells at 35 uM concentration1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID513590Decrease in TRPC5 C558S mutant S-nitrosylation in HEK cells assessed as inhibition of incorporation of DTNB-2Bio at 300 uM relative to control2006Nature chemical biology, Nov, Volume: 2, Issue:11
Nitric oxide activates TRP channels by cysteine S-nitrosylation.
AID57920Cytotoxicity was evaluated against DU-145 human prostate cancer cells at 180 uM concentration1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID464034Inhibition of [DEDTC]2-Cu-induced cytotoxicity against human SK-BR-3 cells at 50 uM2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
Nitric oxide donors or nitrite counteract copper-[dithiocarbamate](2)-mediated tumor cell death and inducible nitric oxide synthase down-regulation: possible role of a nitrosyl-copper [dithiocarbamate](2) complex.
AID1571273Antimicrobial activity against Bacillus cereus assessed as microbial growth at 250 to 1000 uM measured up to 24 hrs in presence of xanthine/xanthine oxidase2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID34012Compound was tested for inhibition of Adenosine transporter P2 type by using [2-3H]adenosine as radioligand in Trypanosoma equiperdum2000Bioorganic & medicinal chemistry letters, Jun-19, Volume: 10, Issue:12
Synthesis and uptake of nitric oxide-releasing drugs by the P2 nucleoside transporter in Trypanosoma equiperdum.
AID1571274Antimicrobial activity against Saccharomyces cerevisiae assessed as microbial growth at 250 to 1000 uM measured up to 24 hrs in presence of xanthine/xanthine oxidase2018MedChemComm, Dec-01, Volume: 9, Issue:12
Flush with a flash: natural three-component antimicrobial combinations based on
AID57917Cytotoxicity was evaluated against DU-145 human prostate cancer cells at 110 uM concentration1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID57911Cytotoxicity was evaluated against DU-145 human prostate cancer cells at 1.4 log dose1999Bioorganic & medicinal chemistry letters, Aug-02, Volume: 9, Issue:15
Targeting nitric oxide to cancer cells: cytotoxicity studies of glyco-S-nitrosothiols.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (1,385)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (0.58)18.7374
1990's568 (41.01)18.2507
2000's538 (38.84)29.6817
2010's232 (16.75)24.3611
2020's39 (2.82)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.13

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.13 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index5.08 (4.65)
Search Engine Demand Index30.30 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.13)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews7 (0.50%)6.00%
Reviews1 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other1,405 (99.50%)84.16%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]