S-Nitroso-N-acetylpenicillamine(SNAP) - Moligand™,≥97% , CAS No.67776-06-1

CAS: 67776-06-1 Cat. No.: S131283 Molecular Weight: 220.25 EC Number: 636-172-4

GRADE & PURITY Moligand™, ≥97%

Synonyms

SNAP | KBioSS_001933 | N-ACETYL-3-(NITROSOTHIO)VALINE | SNAP (amino acid) | D-Valine,N-acetyl-3-(nitrosothio)- | KBio3_001666 | N-Acetyl-3-(nitrosothio)-DL-valine | S-Nitroso-N-acetyl-D,L-penicillamine | Spectrum2_001466 | SPBio_001391 | C4AX527AX8 | KBio

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

SNAP, a nitrosothiol derivative, releases nitric oxide (NO.) under physiological conditions thus making it a useful tool for studying pharmacological and physiological actions of NO. Because of its NO releasing properties SNAP is a potent vasodilator in vitro and in vivo and is less prone to produce pharmacological tolerance.
Nitric oxide (NO) donor; vasodilator, smooth muscle relaxant, lymphocyte activator.

Specifications

Synonyms

SNAP | KBioSS_001933 | N-ACETYL-3-(NITROSOTHIO)VALINE | SNAP (amino acid) | D-Valine, N-acetyl-3-(nitrosothio)- | KBio3_001666 | N-Acetyl-3-(nitrosothio)-DL-valine | S-Nitroso-N-acetyl-D, L-penicillamine | Spectrum2_001466 | SPBio_001391 | C4AX527AX8 | KBio

Specifications & Purity

Moligand™, ≥97%

Biochemical and Physiological Mechanisms

NO donor; Vasodilator, smooth muscle relaxant, lymphocyte activator. Activate soluble guanylate cyclase.SNAP is a nitroso-mercaptan derivative that releases nitric oxide (NO) under physiological conditions, thus making it a useful tool for studying the ph

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

AGONIST

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504750858
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750858
• Canonical Smiles: CC(=O)NC(C(=O)O)C(C)(C)SN=O
• IUPAC Name: 2-acetamido-3-methyl-3-nitrososulfanylbutanoic acid
• InChIKey: ZIIQCSMRQKCOCT-UHFFFAOYSA-N
• INCHI: 1S/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)
• Isomeric SMILES: CC(=O)NC(C(=O)O)C(C)(C)SN=O
• WGK Germany: 3
• Alternate CAS: 79032-48-7
• Molecular Weight: 220.25

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 N-acyl-alpha amino acids and derivatives
              • Level8 N-acyl-alpha amino acids

• 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 - N-acyl-alpha amino acids and derivatives
• Direct Parent: N-acyl-alpha amino acids
• Alternative Parents: Valine and derivatives Thia fatty acids Methyl-branched fatty acids Acetamides Secondary carboxylic acid amides Nitrosothiols Sulfenyl compounds Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: N-acyl-alpha-amino acid - Valine or derivatives - Branched fatty acid - Thia fatty acid - Methyl-branched fatty acid - Fatty acyl - Fatty acid - Acetamide - Carboxamide group - Organic s-nitroso compound - Nitrosothiol - Nitrosothiol-group - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitroso compound - Sulfenyl compound - Organonitrogen compound - Carbonyl group - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
• 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)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: ≥2 mg/mL;DMSO: ≥20 mg/mL, clear, light green
• Sensitivity: Moisture & Light sensitive
• Molecular Weight: 220.250 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 220.052 Da
• Monoisotopic Mass: 220.052 Da
• Topological Polar Surface Area: 121.000 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 254.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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8. Jiang Shao, Yanqiu Liu, Yang Li, Yuanfeng Wang, Ruolan Li, Li Yao, Yian Chen, Yunji Fei, Jingyue Wang, Ansha Zhao.  (2024)  Construct functional PEGDA/CSMA/CuII photosensitive ink for SLA 3D printing of blood contact appliance.  Materials Today Communications,      [PMID:] [10.1016/j.mtcomm.2024.109645]

9. Yu Dong, Jiaojiao Tao, Bingjie Wang, Aijia Zhang, Guangli Xiang, Shuang Li, Tianze Jiang, Xia Zhao.  (2024)  Partitioned Microneedle Patch Based on NO Release and HSP Inhibition for mPTT/GT Combination Treatment of Melanoma.  ACS Applied Materials & Interfaces,      [PMID:39234752] [10.1021/acsami.4c10141]

10. Xiaojuan Hu, Danping Wu, Shijie Yao, Gongning Chen, Ping Li, Yang Chen, Wancheng Gong, Weijiao Fan, Xiaoyi Chen, Xiaozhou Mou, Yu Cai, Xianghong Yang.  (2024)  Platelet membrane coated Cu9S8-SNAP for NIR-II photoacoustic imaging guided NO repairing acute kidney injury.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.153324]

11. Danping Wu, Xiaoyi Chen, Shijie Yao, Yichen He, Gongning Chen, Xiaojuan Hu, Yang Chen, Zhenye Lv, Jing Yu, Ketao Jin, Yu Cai, Xiaozhou Mou.  (2024)  Platelet Membrane Coated Cu9S8-SNAP for Targeting NIR-II Mild Photothermal Enhanced Chemodynamic/Gas Therapy of Triple-Negative Breast Cancer.  Small,      [PMID:38639010] [10.1002/smll.202400919]

12. Yunxin Cui, Jianhong Wu, Jingying Zhai, Yifu Wang, Xiaojiang Xie.  (2024)  Spectrally Separated Dual Functional Fluorescent Nanosensors for Subcellular Lysosomal Detection of Hypochlorous Acid and Chloride.  Sensors & Diagnostics,      [PMID:] [10.1039/D3SD00275F]

13. Zhonghao Jiang, Zhuo Yan, Shumin Yan, Zhihao Chen, Lianhai Li, Guoliang Huang, Li Li, Jiantao Lin.  (2025)  Chitosan/PVA nanofibrous membrane loaded with cerium manganese nanoparticles/SNAP promotes wound healing in diabetes.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.168316]

14. Lietao Wang, Fanjun Zhang, Rifang Luo, Xin Fu, Wei Lai, Hui Yan, Yao Xiong, Wei Zhang, Zhongwei Zhang, Min He, Yubing Wang.  (2025)  A nitric oxide-releasing organic selenium-grafted phosphorylcholine coating for thrombosis and inflammation prevention in extracorporeal membrane oxygenation.  Journal of Materials Chemistry B,      [PMID:41126735] [10.1039/D5TB01647A]

15. Li Wang, Fan Yang, Jie Gong, Weiwei Chen, Yinbang Zheng, Xi Chen, Weiqing Hu, Yi Li, Ke Yang, Zefeng Wang, Dinggeng He, Luo Hai.  (2025)  Acid-Responsive Bimetallic Peroxide Composite Nanoplatform for Synergistic Therapy of Drug-Resistant Bacterial Infections via Inducing Oxidative Stress and Disrupting Bacterial Energy Metabolism.  ACS Applied Materials & Interfaces,      [PMID:41129797] [10.1021/acsami.5c17878]