Symmetric dimethylarginine

Symmetric dimethylarginine
Names
	IUPAC name (2S)-2-amino-5-[(N,N'-dimethylcarbamimidoyl)amino]pentanoic acid
	Other names Nω,Nω'-dimethyl-L-arginine
Identifiers
CAS Number	30344-00-4;
3D model (JSmol)	Interactive image;
Beilstein Reference	973080
ChEBI	CHEBI:25682;
ChemSpider	147942;
DrugBank	DB02302;
PubChem CID	169148;
UNII	49787G1ULV;
CompTox Dashboard (EPA)	DTXSID00952691 ;
	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 Key: HVPFXCBJHIIJGS-LURJTMIESA-N;
	SMILES C(C[C@@H](C(=O)O)N)CNC(=NC)NC;
Properties
Chemical formula	C8H18N4O2
Molar mass	202.258 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Symmetric dimethylarginine (SDMA) is produced during catabolism of proteins. It consists of an arginine core, with one methyl group on each of the two terminal side-chain nitrogen atoms.

Dimethylation of arginine in proteins is mediated by various enzymes, including protein arginine methyltransferase 5 as part of a regulatory pathway of transcription.

SDMA has been explored as a possible biomarker for kidney disease in cats and dogs.