Symmetric dimethylarginine (BioCAD00000020280)

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Metabolite Card

Formula: C8H18N4O2 (202.143)
SMILES: CN\C(NCCC[C@H](N)C(O)=O)=N/C

Synonyms [en]

symmetric dimethylarginine; N5-((methylamino)(methylimino)methyl)-L-Ornithine; SDMA; N(3),N(4)-dimethylarginine; N,N'-dimethylarginine; NG,N'G-dimethyl-L-arginine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Symmetric dimethylarginine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000020280). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Symmetric dimethylarginine, also known as N,n'-dimethylarginine or SDMA, 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. It belongs to the class of organic compounds known as arginine and derivatives. Arginine and derivatives 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. Symmetric dimethylarginine is a drug. Outside of the human body, symmetric dimethylarginine has been detected, but not quantified in pulses. Symmetric dimethylarginine (SDMA) is an endogenously produced inhibitor of nitric oxide synthase (EC-Number 1.14.13.39). However, elevated levels of Symmetric dimethylarginine occur in patients with vascular disease, especially suffering end-stage renal disease.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 30344-00-4
  • PubChem: 169148
  • PubChem: 4469587
  • ChEBI: ChEBI:25682
  • ChEBI: ChEBI:61914
  • HMDB: HMDB0003334
  • NCBI MeSH: symmetric dimethylarginine
  • DrugBank: DB02302
  • RefMet: RM0012924
  • MoNA: FiehnHILIC002322
  • Metlin: METLIN_44873
  • Coconut NaturalProduct: CNP0262089.1
  • Coconut NaturalProduct: CNP0262089.2

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]

Pathway Synthetic

pathway id name
WikiPathways:WP4947 Nitric oxide metabolism in cystic fibrosis
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