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Home > Encyclopedia > Symmetric dimethylarginine

Symmetric dimethylarginine

Symmetric dimethylarginine structure

Symmetric dimethylarginine 

structure
  • CAS No:

    30344-00-4

  • Formula:

    C8H18N4O2

  • Chemical Name:

    Symmetric dimethylarginine

  • Synonyms:

    L-Ornithine,N5-[(methylamino)(methylimino)methyl]-;L-Ornithine,N5-[bis(methylamino)methylene]-;Ornithine,N5-(N,N′-dimethylamidino)-,L-;N5-[(Methylamino)(methylimino)methyl]-L-ornithine;Symmetric dimethylarginine;SDMA;NG,NG′-Dimethyl-L-arginine;Dimethyl-L-arginine;(S)-2-Amino-5-(2,3-dimethylguanidino)pentanoic acid;100663-65-8

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

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


Solid


N(omega),N'(omega)-dimethyl-L-arginine is a L-arginine derivative having two methyl groups at the N(omega)- and N'(omega)-positions It has a role as an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a member of guanidines, a non-proteinogenic L-alpha-amino acid, a L-arginine derivative and a dimethylarginine. It is a tautomer of a N(omega),N'(omega)-dimethyl-L-arginine zwitterion.

Symmetric dimethylarginine Basic Attributes

202.258

202.25

49787G1ULV

2925290090

Characteristics

99.7

-3.7

Solid

1.22g/cm3

367.7°C at 760 mmHg

176.2ºC

1.54

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

142 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine]

Safety Information

Very Hygroscopic

Drug Information

guanidino-N(1),N(2)-dimethylarginine

Symmetric dimethylarginine Use and Manufacturing

An arginine derivative; used in chronic kidney diseases.A potential endogenous nitric oxide inhibitor in dialysis.

Computed Properties

Molecular Weight:202.25
XLogP3:-3.7
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:202.14297583
Monoisotopic Mass:202.14297583
Topological Polar Surface Area:99.7
Heavy Atom Count:14
Complexity:206
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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