S-METHYLTHIOCITRULLINE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C7H15N3O2S
Molecular Weight	205.278
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CSC(=N)NCCC[C@H](N)C(O)=O

InChI

InChIKey=NGVMVBQRKZPFLB-YFKPBYRVSA-N

InChI=1S/C7H15N3O2S/c1-13-7(9)10-4-2-3-5(8)6(11)12/h5H,2-4,8H2,1H3,(H2,9,10)(H,11,12)/t5-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C7H15N3O2S
Molecular Weight	205.278
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Nitric oxide synthase, brain 4 Target ID: P29475 Gene ID: 4842.0 Gene Symbol: NOS1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/9056390	Inhibitor 8297

PubMed

Title	Date	PubMed
Anticonvulsant activity of new and potent inhibitors of nitric oxide synthase.	1997	9222532
Effects of long-term inhibition of neuronal nitric oxide synthase (NOS1) in uninephrectomized diabetic rats.	2004 Sep	15491847
Brain neuronal nitric oxide synthase neuron-mediated sympathoinhibition is enhanced in hypertensive Dahl rats.	2005 Apr	15775788
Nitric oxide and cGMP mediate alpha1D-adrenergic receptor-Stimulated protein secretion and p42/p44 MAPK activation in rat lacrimal gland.	2005 Aug	16043851
Oxygen consumption in the kidney: effects of nitric oxide synthase isoforms and angiotensin II.	2005 Aug	16014049
Hypothalamic release of nitric oxide and interaction with amino acid neurotransmitters in chronically uraemic rats.	2005 Aug	15870222
A continuous spectrophotometric assay for dimethylarginine dimethylaminohydrolase.	2005 Aug 15	15992759
Gene transfer of neuronal nitric oxide synthase to carotid body reverses enhanced chemoreceptor function in heart failure rabbits.	2005 Aug 5	15994433
Nitric oxide inhibition and the impact on renal nerve-mediated antinatriuresis and antidiuresis in the anaesthetized rat.	2005 Dec 15	16239274
Evidence for the involvement of nitric oxide in 3,4-methylenedioxymethamphetamine-induced serotonin depletion in the rat brain.	2005 Feb	15456837
A defect of neuronal nitric oxide synthase increases xanthine oxidase-derived superoxide anion and attenuates the control of myocardial oxygen consumption by nitric oxide derived from endothelial nitric oxide synthase.	2005 Feb 18	15637297
Effects of renal nerve stimulation on intrarenal blood flow in rats with intact or inactivated NO synthases.	2005 Jan	15654923
Nitric oxide stimulates gamma-aminobutyric acid release and inhibits glycine release in retina.	2005 Mar 14	15682393
Interaction of central Ang II and NO on the cardiac sympathetic afferent reflex in dogs.	2005 Mar 31	15795177
Characterization of a transient covalent adduct formed during dimethylarginine dimethylaminohydrolase catalysis.	2005 May 10	15865451
Nitric oxide synthase inhibition affects sarcoplasmic reticulum Ca2+ release in skeletal muscle fibres from mouse.	2005 Sep 15	15994183
Modulation of single-nephron GFR in the db/db mouse model of type 2 diabetes mellitus.	2006 Apr	16339386
nNOS is involved in behavioral thermoregulation of newborn rats during hypoxia.	2006 Dec 30	16973184
The cannabinoid receptor antagonist SR-141716A induces penile erection in male rats: involvement of paraventricular glutamic acid and nitric oxide.	2006 Feb	16288932
Endothelin-1 stimulates NO production and inhibits cAMP accumulation in rat inner medullary collecting duct through independent pathways.	2006 Jun	16380457
Substrate-assisted cysteine deprotonation in the mechanism of dimethylargininase (DDAH) from Pseudomonas aeruginosa.	2006 May 2	16634643
PIP3EA and PD-168077, two selective dopamine D4 receptor agonists, induce penile erection in male rats: site and mechanism of action in the brain.	2006 Oct	17067298
[Effects of new nitric oxide synthase inhibitors on spontaneous locomotor activity].	2006 Sep-Oct	17345819
Does nitric oxide act in the ventromedial preoptic area to mediate oestrogen negative feedback in the seasonally anoestrous ewe?	2007 Jul	17641095
Coordination of kidney filtration and tubular reabsorption: considerations on the regulation of metabolic demand for tubular reabsorption.	2007 Mar	17444277
Renal tissue NO and intrarenal haemodynamics during experimental variations of NO content in anaesthetised rats.	2007 Mar	17440233
Brain stem NO modulates ventilatory acclimatization to hypoxia in mice.	2007 Nov	17690195
A rapid oxidation and persistent decrease in the vesicular monoamine transporter 2 after methamphetamine.	2007 Nov	17683483
Renal nerves and nNOS: roles in natriuresis of acute isovolumetric sodium loading in conscious rats.	2008 Apr	18234741
Neuronal nitric oxide synthase regulates basal microvascular tone in humans in vivo.	2008 Apr 15	18391107
Oxytocin induces penile erection when injected into the ventral tegmental area of male rats: role of nitric oxide and cyclic GMP.	2008 Aug	18671741
Altered mesenteric venous capacitance and volume pooling in cirrhotic rats are mediated by nitric oxide.	2008 Aug	18556420
Propofol restores brain microvascular function impaired by high glucose via the decrease in oxidative stress.	2008 Feb	18212572
Renoprotective effects of neuronal NOS-derived nitric oxide and cyclooxygenase-2 metabolites in transgenic rats with inducible malignant hypertension.	2008 Jan	17977909
Cholinesterase inhibitor donepezil dilates cerebral parenchymal arterioles via the activation of neuronal nitric oxide synthase.	2008 Jul	18580182
Modulation of single-nephron GFR in the db/db mouse model of type 2 diabetes mellitus. II. Effects of renal mass reduction.	2008 Jun	18417648
Neuronal nitric oxide synthase signaling within cardiac myocytes targets phospholamban.	2008 Jun	18400986
Non-invasive measurements of exhaled NO and CO associated with methacholine responses in mice.	2008 May 27	18505586
Exercise training improves peripheral chemoreflex function in heart failure rabbits.	2008 Sep	18583379
Contribution of neuronal nitric oxide (no) synthase to N-acetylcysteine-induced increase of NO synthase activity in the brain of normotensive and hypertensive rats.	2009 Dec	20065493
A prolonged nitric oxide-dependent, opioid-mediated antinociceptive effect of hyperbaric oxygen in mice.	2009 Feb	18976963
Endogenous angiotensin II has fewer effects but neuronal nitric oxide synthase has excitatory effects on renal sympathetic nerve activity in salt-sensitive hypertension-induced heart failure.	2009 Jul	19340531
Effects of neuronal nitric oxide synthase on human coronary artery diameter and blood flow in vivo.	2009 May 26	19433760
Neuronal nitric oxide synthase and human vascular regulation.	2009 Nov	20447567
Long-term ventilatory adaptation and ventilatory response to hypoxia in plateau pika (Ochotona curzoniae): role of nNOS and dopamine.	2009 Oct	19641133
Effects of neuronal nitric oxide synthase inhibition on resting and exercising hindlimb muscle blood flow in the rat.	2010 Apr 15	20176629
Nitric oxide originating from NOS1 controls oxygen utilization and electrolyte transport efficiency in the diabetic kidney.	2010 Feb	19923416
The roles of NADPH-oxidase and nNOS for the increased oxidative stress and the oxygen consumption in the diabetic kidney.	2010 Jul	20583310
Expression of neuronal nitric oxide synthase in rabbit carotid body glomus cells regulates large-conductance Ca2+-activated potassium currents.	2010 Jun	20357072
Renal nitric oxide production in rat pregnancy: role of constitutive nitric oxide synthases.	2010 Oct	20630934

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:37:44 GMT 2023` Edited by `admin` on `Fri Dec 15 19:37:44 GMT 2023`
Record UNII	M790X706JV
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

S-METHYLTHIOCITRULLINE

Systematic Name

English

S-METHYL-L-THIOCITRULLINE

Common Name

English

Code System Code Type Description

CHEBI

90712