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CAS 30344-00-4

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Symmetric dimethylarginine

Description:
Symmetric dimethylarginine (SDMA) is a naturally occurring amino acid derivative, specifically a methylated form of the amino acid arginine. It is characterized by the presence of two methyl groups attached to the nitrogen atoms of the guanidino group in arginine, which distinguishes it from other arginine derivatives. SDMA is primarily known for its role as a biomarker in various physiological and pathological conditions, particularly in cardiovascular health and kidney function. It is produced endogenously in the body and is involved in the regulation of nitric oxide synthesis, which is crucial for vascular function. Elevated levels of SDMA have been associated with endothelial dysfunction and may indicate impaired renal clearance. In terms of solubility, SDMA is generally soluble in water, which facilitates its biological activity. Its chemical structure contributes to its function in cellular signaling and metabolism, making it an important compound in both clinical and research settings.
Formula:C8H18N4O2
InChI: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
InChI key:InChIKey=HVPFXCBJHIIJGS-LURJTMIESA-N
SMILES:C(=NCCC[C@@H](C(O)=O)N)(NC)NC
Synonyms:
  • (2S)-2-Amino-5-[(N,N'-Dimethylcarbamimidoyl)Amino]Pentanoic Acid
  • (S)-2-Amino-5-(2,3-dimethylguanidino)pentanoic acid
  • <span class="text-smallcaps">L</span>-Ornithine, N<sup>5</sup>-[(methylamino)(methylimino)methyl]-
  • <span class="text-smallcaps">L</span>-Ornithine, N<sup>5</sup>-[bis(methylamino)methylene]-
  • Dimethyl-<span class="text-smallcaps">L</span>-arginine
  • N<sup>5</sup>-[(Methylamino)(methylimino)methyl]-<span class="text-smallcaps">L</span>-ornithine
  • N<sup>G</sup>,N<sup>G</sup><sup><sup>′</sup></sup>-Dimethyl-<span class="text-smallcaps">L</span>-arginine
  • Ornithine, N<sup>5</sup>-(N,N′-dimethylamidino)-, <span class="text-smallcaps">L</span>-
  • Symmetric dimethylarginine
  • L-Ornithine, N5-[bis(methylamino)methylene]-
  • See more synonyms
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