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
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.
DBLinks
- CAS Registry Number: 30344-00-4
- PubChem CID: 169148
- ChEBI: 25682
- HMDB: HMDB0003334
- LipidMaps:
- KEGG:
- BioCyc:
- NCBI MeSH: symmetric dimethylarginine
- Wikipedia:
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
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:25682] N(omega),N'(omega)-dimethyl-L-arginine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP4947 | Nitric oxide metabolism in cystic fibrosis |