Nω-Nitro-L-arginine methyl ester hydrochloride - Moligand™, 10mM in Water , CAS No.51298-62-5

CAS: 51298-62-5 Cat. No.: N424409 Molecular Weight: 269.69 Beilstein Registry Number: 3744166 EC Number: 257-116-1 PubChem CID: 135193

GRADE & PURITY Moligand™, 10mM in Water

Synonyms

DTXSID10199292 | N(gamma)-nitro-L-arginine methyl ester monohydrochloride | QBNXAGZYLSRPJK-JEDNCBNOSA-N | H-Arg(NO)-OMe HCl | MLS001056504 | AS-17653 | CCRIS 6739 | HY-18729A | Tox21_500848 | Methyl Nw-nitro-L-argininate hydrochloride | H-Arg(NO2)-OMe.HCl

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Nω-Nitro-L-arginine methyl ester hydrochloride has been used:

• to study the effects of brain-derived neurotrophic factor against neurotoxicity in rat cortical neurons

• to study its effect on far-infrared (FIR) enhanced microcirculation of rat skin

• to study its effect on leptin-induced regulation of myokine fibronectin type III domain containing five/irisin in murine myocytes and fat cells

• to study its effect on the levels of arginine Vasotocin and neuronal nitric oxide synthase mRNA levels in hypothalamic paraventricular nucleus and supraoptic nucleus of rat

Specifications

Synonyms

DTXSID10199292 | N(gamma)-nitro-L-arginine methyl ester monohydrochloride | QBNXAGZYLSRPJK-JEDNCBNOSA-N | H-Arg(NO)-OMe HCl | MLS001056504 | AS-17653 | CCRIS 6739 | HY-18729A | Tox21_500848 | Methyl Nw-nitro-L-argininate hydrochloride | H-Arg(NO2)-OMe.HCl

Specifications & Purity

Moligand™, 10mM in Water

Biochemical and Physiological Mechanisms

An analog of arginine that inhibits NO production. It has multiple effects on the vascular system. Inhibits relaxation induced by acetylcholine and induces an increase in arterial blood pressure. Abolishes lecithinized superoxide dismutase induced vasodil

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: COC(=O)C(CCCN=C(N)N[N+](=O)[O-])N.Cl
• IUPAC Name: methyl (2S)-2-amino-5-[[amino(nitramido)methylidene]amino]pentanoate;hydrochloride
• InChIKey: QBNXAGZYLSRPJK-JEDNCBNOSA-N
• INCHI: 1S/C7H15N5O4.ClH/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15;/h5H,2-4,8H2,1H3,(H3,9,10,11);1H/t5-;/m0./s1
• Isomeric SMILES: COC(=O)[C@H](CCCN=C(N)N[N+](=O)[O-])N.Cl
• WGK Germany: 3
• PubChem CID: 135193
• Molecular Weight: 269.69
• Beilstein: 3744166
• Reaxy-Rn: 3744166

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Arginine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Arginine and derivatives
• Alternative Parents: Alpha amino acid esters Nitroguanidines Fatty acid esters Nitramines Methyl esters Monocarboxylic acids and derivatives Carboximidamides Organopnictogen compounds Organic zwitterions Organic oxides Monoalkylamines Imines Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Arginine or derivatives - Alpha-amino acid ester - Nitroguanidine - Fatty acid ester - Fatty acyl - Nitramine - Methyl ester - Carboxylic acid ester - Guanidine - Organic nitro compound - Monocarboxylic acid or derivatives - Carboximidamide - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic nitrogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Primary aliphatic amine - Imine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Hydrochloride - Organic zwitterion - Amine - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as arginine and derivatives. These are compounds containing arginine or a derivative thereof resulting from reaction of arginine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NOS1 Tchem Nitric-oxide synthase, brain (1786 Activities)

Discover Target: NOS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NOS3 Tchem Nitric-oxide synthase, endothelial (1452 Activities)

Discover Target: NOS3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ATM Tchem Serine-protein kinase ATM (4198 Activities)

Discover Target: ATM

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

Discover Target: IDH1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NOS1 Tchem Nitric oxide sythases; iNOS & nNOS (685 Activities)

Discover Target: NOS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Nos2 Nitric oxide synthase, inducible (3573 Activities)

Discover Target: Nos2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

J774.A1 (2436 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: 15 ° (C=3, MeOH)
• Melt Point(°C): 159-161°C
• Molecular Weight: 269.690 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 269.089 Da
• Monoisotopic Mass: 269.089 Da
• Topological Polar Surface Area: 149.000 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 274.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Wenjie Chen, Yiping Chen, Muhammad Shahzad Aslam, Junliang Shen, Tao Tong, Simin Yan, Wenjing Cheng, Zichun Huang, Jiawei Li, Siyu Liu, Jianguo Li, Xianjun Meng.  (2023)  Acupuncture mitigates chronic unpredictable mild stress-induced depression-like behaviours via Lateral Habenula and Gut-Liver-Brain Axis..  BEHAVIOURAL BRAIN RESEARCH,      [PMID:37619770] [10.1016/j.bbr.2023.114627]

2. Jiancheng Zhang, Congcong Zhang, Yuyang Li, Jingjing Xiao, Yilun Zhang, Min Jia, Lixia Lu, Hongyan Zhang, Jun Zhou, Zhenguo Zhang, Xin Du.  (2023)  An electrochemical sensing platform for biomonitoring the potential toxicity of plastic particles by detecting NO.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.144797]

3. Chang Ruijing, Su Yuan, Kong Hongfang, Wang Fang, Xing Ying, Jiang Lei, Xin Hong.  (2023)  Upregulation of SEMP1 Contributes to Improving the Biological Functions of Trophoblast via the PI3K/AKT Pathway in Preeclampsia.  MOLECULAR BIOTECHNOLOGY,      [PMID:37277581] [10.1007/s12033-023-00774-3]

4. Yong Wenjing, Zhao Yanhua, Jiang Xiao’e, Li Ping.  (2022)  Sodium butyrate alleviates pre‐eclampsia in pregnant rats by improving the gut microbiota and short‐chain fatty acid metabolites production.  JOURNAL OF APPLIED MICROBIOLOGY,  132  (2): (1370-1383).  [PMID:34470077] [10.1111/jam.15279]

5. Liming Wang, Shuo Huang, Tongtong Zhu, Xiaoyan Ge, Chenxi Pei, Ge Hong, Lifeng Han.  (2022)  Metabolomic Study on Iohexol-Induced Nephrotoxicity in Rats Based on NMR and LC–MS Analyses.  CHEMICAL RESEARCH IN TOXICOLOGY,      [PMID:35081708] [10.1021/acs.chemrestox.1c00299]

6. Huang Shuo, Tang Yanyan, Liu Tianjun, Zhang Ning, Yang Xueyan, Yang Dingwei, Hong Ge.  (2020)  A Novel Antioxidant Protects Against Contrast Medium-Induced Acute Kidney Injury in Rats.  Frontiers in Pharmacology,      [PMID:33329004] [10.3389/fphar.2020.599577]

7. Zhao Gao, Yu Han, Yunhui Hu, Xiaoyan Wu, Yongbin Wang, Xiaoqun Zhang, Jinjuan Fu, Xue Zou, Jun Zhang, Xiongwen Chen, Pedro A. Jose, Xi Lu, Chunyu Zeng.  (2016)  Targeting HO-1 by Epigallocatechin-3-Gallate Reduces Contrast-Induced Renal Injury via Anti-Oxidative Stress and Anti-Inflammation Pathways.  PLoS One,  11  (2): (e0149032).  [PMID:26866373] [10.1371/journal.pone.0149032]

8. Han Yan-lu, Yan Teng-teng, Li Hua-xin, Chen Sha-sha, Zhang Zhen-zhen, Wang Meng-yao, Chen Mei-jie, Chen Yuan-li, Yang Xiao-xiao, Wei Ling-ling, Duan Ya-jun, Zhang Shuang.  (2024)  Geniposide alleviates heart failure with preserved ejection fraction in mice by regulating cardiac oxidative stress via MMP2/SIRT1/GSK3β pathway.  ACTA PHARMACOLOGICA SINICA,      [PMID:39060523] [10.1038/s41401-024-01341-5]

9. Hongyu Liu, Yali Deng, Mei Peng, Yanting Nie, Jingfei Chen.  (2025)  ARIH1 Promotes Preeclampsia by Inducing MFN2-Dependent Hypoxia-Triggered Mitophagy and Endoplasmic Reticulum Stress in Trophoblasts.  FASEB JOURNAL,  39  (18): (e71060).  [PMID:40960900] [10.1096/fj.202500821R]

10. Congrong Wu, Maomao Sun, Yue He, Jie Jiang, Luran Wang, Yanni Wang, Yonghui Yu.  (2025)  PERK/eIF2α pathway affected the thyroid hormone synthetic in hypertensive disorders of pregnancy rats.  Frontiers in Endocrinology,      [PMID:40881127] [10.3389/fendo.2025.1552065]

11. Wu Hanxue, Qiu Zihan, Mu Junya, Wang Yi, Wang Jiawei, Han Yue, Yang Ruijie, Yuan Shenglan, Yuan Miao, Yang Rui, Chen Xingjuan, Sun Qi, Li Fanni, Xiao Lei, Zhang Ming, Xu Jiaxi.  (2025)  Salt-sensitive hypertension promotes neuronal mitochondrial stress and neurodegenerative alterations via neuro-vascular metabolic reprogramming and local RAS signaling.  Journal of Neuroinflammation,  22  (1): (1-29).  [PMID:41039568] [10.1186/s12974-025-03533-0]