SDMA - Moligand™, ≥98% , CAS No.30344-00-4

CAS: 30344-00-4 Cat. No.: S413343 Molecular Weight: 202.25

GRADE & PURITY Moligand™, ≥98%

Synonyms

(S)-2-Amino-5-((bis(methylamino)methylene)amino)pentanoicacid | N(G1),N(G2)-Dimethylarginine | N(omega),N'(omega)-dimethyl-L-arginine | N,N'-Dimethylarginine | (S)-2-Amino-5-((bis(methylamino)methylene)amino)pentanoic acid | N5-((methylamino)(methylimino)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

SDMA (Symmetric dimethylarginine) is an endogenous inhibitor of nitric oxide (NO) synthase activity. SDMA, a novel kidney biomarker, permits earlier diagnosis of kidney disease than traditional creatinine testing.

Information

SMDA (symmetric dimethylarginine) is a methylated form of arginine found within all nucleated cells that is released into circulation after proteolysis, then excreted through the kidneys, and correlates well with GFR (glomerular filtration rate) in people, dogs, and cats.

Specifications

Synonyms

(S)-2-Amino-5-((bis(methylamino)methylene)amino)pentanoicacid | N(G1), N(G2)-Dimethylarginine | N(omega), N'(omega)-dimethyl-L-arginine | N, N'-Dimethylarginine | (S)-2-Amino-5-((bis(methylamino)methylene)amino)pentanoic acid | N5-((methylamino)(methylimino)

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

SDMA (Symmetric dimethylamine) is an endogenous inhibitor of nitric oxide (NO) synthase activity.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥98%

Product Properties

• ALogP: -3.419
• hba_count: 2
• HBD Count: 3
• Rotatable Bond: 7

Names and Identifiers

• Pubchem Sid: 488188426
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488188426
• Canonical Smiles: CNC(=NC)NCCCC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-5-[(N,N'-dimethylcarbamimidoyl)amino]pentanoic acid
• InChIKey: HVPFXCBJHIIJGS-LURJTMIESA-N
• INCHI: 1S/C8H18N4O2/c1-10-8(11-2)12-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H,13,14)(H2,10,11,12)/t6-/m0/s1
• Isomeric SMILES: CNC(=NC)NCCC[C@@H](C(=O)O)N
• Molecular Weight: 202.25
• Reaxy-Rn: 4134786
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4134786&ln=

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: L-alpha-amino acids Fatty acids and conjugates Guanidines Amino acids Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidamides Organopnictogen compounds Organic oxides Monoalkylamines Imines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Arginine or derivatives - Alpha-amino acid - L-alpha-amino acid - Fatty acid - Guanidine - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Amine - Primary amine - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Primary aliphatic amine - Imine - Organic oxygen compound - Carbonyl group - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - 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: guanidines - non-proteinogenic L-alpha-amino acid - L-arginine derivative - dimethylarginine

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

Chemical and Physical Properties

• DMSO(mg / mL) Max Solubility: 40
• DMSO(mM) Max Solubility: 197.775030902349
• Water(mg / mL) Max Solubility: 40
• Water(mM) Max Solubility: 197.775030902349
• Molecular Weight: 202.250 g/mol
• XLogP3: -3.700
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 202.143 Da
• Monoisotopic Mass: 202.143 Da
• Topological Polar Surface Area: 99.700 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 206.000
• 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: 1

References

1. SunHongzheng , HanLongsen , GuoYueshuai , AnHuiqing , WangBing , ZhangXiangzheng , LiJiashuo , JiangYingtong , WangYue , SunGuangyi , ZhuShuai , TangShoubin , GeJuan , ChenMinjian , GuoXuejiang , WangQiang.  (2024)  The global phosphorylation landscape of mouse oocytes during meiotic maturation.  EMBO JOURNAL,      [PMID:39256562] [10.1038/s44318-024-00222-1]