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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-10 09:50:09 UTC
Update Date2021-12-03 00:06:32 UTC
HMDB IDHMDB0003334
Secondary Accession Numbers
  • HMDB03334
Metabolite Identification
Common NameSymmetric dimethylarginine
DescriptionSymmetric 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.
Structure
Data?1582752271
Synonyms
ValueSource
(2S)-2-Amino-5-(n',n''-dimethylcarbamimidamido)pentanoic acidChEBI
(S)-2-Amino-5-(n',n''-dimethylguanidino)pentanoic acidChEBI
Guanidino-N(1),N(2)-dimethylarginineChEBI
N(g1),N(g2)-DimethylarginineChEBI
N,N'-dimethylarginineChEBI
N(3),N(4)-Dimethyl-L-arginineChEBI
N(3),N(4)-DimethylarginineChEBI
N5-((Methylamino)(methylimino)methyl)-L-ornithineChEBI
N(5)-(N,N'-dimethylamidino)-L-ornithineChEBI
N(5)-(N,N'-dimethylcarbamimidoyl)-L-ornithineChEBI
N(5)-[Bis(methylamino)methylene]-L-ornithineChEBI
N(g),N'(g)-dimethyl-L-arginineChEBI
N(g),N'(g)-dimethylarginineChEBI
SDMAChEBI
(2S)-2-Amino-5-(n',n''-dimethylcarbamimidamido)pentanoateGenerator
(S)-2-Amino-5-(n',n''-dimethylguanidino)pentanoateGenerator
N5-(N,N'-dimethylamidino)-L-ornithineHMDB
N5-[Bis(methylamino)methylene]-L-ornithineHMDB
NG,N'G-dimethyl-L-arginineHMDB, MeSH
NG,N'G-dimethylarginineHMDB
NG,NG'-dimethylarginineHMDB
Omega-N(g),n'(g)-dimethylarginineMeSH, HMDB
SDMA arginineMeSH, HMDB
Chemical FormulaC8H18N4O2
Average Molecular Weight202.2541
Monoisotopic Molecular Weight202.14297584
IUPAC Name(2S)-2-amino-5-[(E)-N',N''-dimethylcarbamimidamido]pentanoic acid
Traditional NameN3, N4-dimethylarginine
CAS Registry Number30344-00-4
SMILES
CN\C(NCCC[C@H](N)C(O)=O)=N/C
InChI Identifier
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 KeyHVPFXCBJHIIJGS-LURJTMIESA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentArginine and derivatives
Alternative Parents
Substituents
  • Arginine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Fatty acid
  • Guanidine
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboximidamide
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Imine
  • Organic oxygen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.56 g/LALOGPS
logP10(-2.9) g/LALOGPS
logP10(-2.7) g/LChemAxon
logS10(-2.1) g/LALOGPS
pKa (Strongest Acidic)2.54ChemAxon
pKa (Strongest Basic)12.4ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area99.74 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity53.18 m³·mol⁻¹ChemAxon
Polarizability22.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+149.16131661259
DarkChem[M-H]-145.96131661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Symmetric dimethylarginineCN\C(NCCC[C@H](N)C(O)=O)=N/C2803.6Standard polar33892256
Symmetric dimethylarginineCN\C(NCCC[C@H](N)C(O)=O)=N/C2155.0Standard non polar33892256
Symmetric dimethylarginineCN\C(NCCC[C@H](N)C(O)=O)=N/C2285.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Symmetric dimethylarginine,1TMS,isomer #1C/N=C(\NC)NCCC[C@H](N)C(=O)O[Si](C)(C)C1990.9Semi standard non polar33892256
Symmetric dimethylarginine,1TMS,isomer #2C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C)C(=O)O2094.1Semi standard non polar33892256
Symmetric dimethylarginine,1TMS,isomer #3C/N=C(/NCCC[C@H](N)C(=O)O)N(C)[Si](C)(C)C2077.3Semi standard non polar33892256
Symmetric dimethylarginine,1TMS,isomer #4C/N=C(\NC)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C2084.6Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #1C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C2062.8Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #1C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1811.0Standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #1C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C3534.3Standard polar33892256
Symmetric dimethylarginine,2TMS,isomer #2C/N=C(/NCCC[C@H](N)C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C2049.4Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #2C/N=C(/NCCC[C@H](N)C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C1802.1Standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #2C/N=C(/NCCC[C@H](N)C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C3390.1Standard polar33892256
Symmetric dimethylarginine,2TMS,isomer #3C/N=C(\NC)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2011.1Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #3C/N=C(\NC)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C1835.2Standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #3C/N=C(\NC)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C3423.7Standard polar33892256
Symmetric dimethylarginine,2TMS,isomer #4C/N=C(/NCCC[C@H](N[Si](C)(C)C)C(=O)O)N(C)[Si](C)(C)C2117.9Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #4C/N=C(/NCCC[C@H](N[Si](C)(C)C)C(=O)O)N(C)[Si](C)(C)C1804.9Standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #4C/N=C(/NCCC[C@H](N[Si](C)(C)C)C(=O)O)N(C)[Si](C)(C)C3302.7Standard polar33892256
Symmetric dimethylarginine,2TMS,isomer #5C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2104.2Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #5C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C1824.1Standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #5C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C3366.2Standard polar33892256
Symmetric dimethylarginine,2TMS,isomer #6C/N=C(\NC)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2188.7Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #6C/N=C(\NC)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1887.9Standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #6C/N=C(\NC)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3621.9Standard polar33892256
Symmetric dimethylarginine,2TMS,isomer #7C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C2074.4Semi standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #7C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C1944.4Standard non polar33892256
Symmetric dimethylarginine,2TMS,isomer #7C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C3473.6Standard polar33892256
Symmetric dimethylarginine,3TMS,isomer #1C/N=C(/NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C2108.5Semi standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #1C/N=C(/NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C1822.3Standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #1C/N=C(/NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)N(C)[Si](C)(C)C2932.7Standard polar33892256
Symmetric dimethylarginine,3TMS,isomer #2C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2070.0Semi standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #2C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1841.1Standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #2C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2964.6Standard polar33892256
Symmetric dimethylarginine,3TMS,isomer #3C/N=C(\NC)NCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2186.4Semi standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #3C/N=C(\NC)NCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1939.8Standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #3C/N=C(\NC)NCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3287.0Standard polar33892256
Symmetric dimethylarginine,3TMS,isomer #4C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2044.2Semi standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #4C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C1992.7Standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #4C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2987.1Standard polar33892256
Symmetric dimethylarginine,3TMS,isomer #5C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2126.7Semi standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #5C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2008.7Standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #5C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2828.4Standard polar33892256
Symmetric dimethylarginine,3TMS,isomer #6C/N=C(/NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N(C)[Si](C)(C)C2225.7Semi standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #6C/N=C(/NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N(C)[Si](C)(C)C1924.2Standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #6C/N=C(/NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N(C)[Si](C)(C)C3046.9Standard polar33892256
Symmetric dimethylarginine,3TMS,isomer #7C/N=C(\NC)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2184.3Semi standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #7C/N=C(\NC)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1943.6Standard non polar33892256
Symmetric dimethylarginine,3TMS,isomer #7C/N=C(\NC)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C3083.9Standard polar33892256
Symmetric dimethylarginine,4TMS,isomer #1C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2122.1Semi standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #1C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2018.8Standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #1C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C2480.0Standard polar33892256
Symmetric dimethylarginine,4TMS,isomer #2C/N=C(/NCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N(C)[Si](C)(C)C2236.0Semi standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #2C/N=C(/NCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N(C)[Si](C)(C)C1932.4Standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #2C/N=C(/NCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N(C)[Si](C)(C)C2766.0Standard polar33892256
Symmetric dimethylarginine,4TMS,isomer #3C/N=C(\NC)N(CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2197.6Semi standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #3C/N=C(\NC)N(CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1959.7Standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #3C/N=C(\NC)N(CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2785.6Standard polar33892256
Symmetric dimethylarginine,4TMS,isomer #4C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2237.7Semi standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #4C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2132.2Standard non polar33892256
Symmetric dimethylarginine,4TMS,isomer #4C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2616.1Standard polar33892256
Symmetric dimethylarginine,5TMS,isomer #1C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2288.2Semi standard non polar33892256
Symmetric dimethylarginine,5TMS,isomer #1C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2126.7Standard non polar33892256
Symmetric dimethylarginine,5TMS,isomer #1C/N=C(\N(C)[Si](C)(C)C)N(CCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2374.4Standard polar33892256
Symmetric dimethylarginine,1TBDMS,isomer #1C/N=C(\NC)NCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C2223.2Semi standard non polar33892256
Symmetric dimethylarginine,1TBDMS,isomer #2C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O2309.5Semi standard non polar33892256
Symmetric dimethylarginine,1TBDMS,isomer #3C/N=C(/NCCC[C@H](N)C(=O)O)N(C)[Si](C)(C)C(C)(C)C2292.0Semi standard non polar33892256
Symmetric dimethylarginine,1TBDMS,isomer #4C/N=C(\NC)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C2286.8Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #1C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2494.2Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #1C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2216.3Standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #1C/N=C(\NC)NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3467.1Standard polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #2C/N=C(/NCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2458.6Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #2C/N=C(/NCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2232.0Standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #2C/N=C(/NCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C3351.6Standard polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #3C/N=C(\NC)N(CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2430.1Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #3C/N=C(\NC)N(CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2230.9Standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #3C/N=C(\NC)N(CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3366.3Standard polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #4C/N=C(/NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)N(C)[Si](C)(C)C(C)(C)C2551.3Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #4C/N=C(/NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)N(C)[Si](C)(C)C(C)(C)C2230.4Standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #4C/N=C(/NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)N(C)[Si](C)(C)C(C)(C)C3248.3Standard polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #5C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2526.5Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #5C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2210.1Standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #5C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C3276.0Standard polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #6C/N=C(\NC)NCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2604.8Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #6C/N=C(\NC)NCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2289.8Standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #6C/N=C(\NC)NCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3554.9Standard polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #7C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C2499.3Semi standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #7C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C2349.9Standard non polar33892256
Symmetric dimethylarginine,2TBDMS,isomer #7C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C3353.5Standard polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #1C/N=C(/NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2725.1Semi standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #1C/N=C(/NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2410.8Standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #1C/N=C(/NCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C3020.5Standard polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #2C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2698.0Semi standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #2C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2394.1Standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #2C/N=C(\NC)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3031.6Standard polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #3C/N=C(\NC)NCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2800.4Semi standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #3C/N=C(\NC)NCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2530.0Standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #3C/N=C(\NC)NCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3295.5Standard polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #4C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2670.4Semi standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #4C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2556.4Standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #4C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3061.8Standard polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #5C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2752.9Semi standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #5C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2566.3Standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #5C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2941.6Standard polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #6C/N=C(/NCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2863.6Semi standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #6C/N=C(/NCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2527.7Standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #6C/N=C(/NCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C3088.3Standard polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #7C/N=C(\NC)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2837.4Semi standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #7C/N=C(\NC)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2510.6Standard non polar33892256
Symmetric dimethylarginine,3TBDMS,isomer #7C/N=C(\NC)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3103.0Standard polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #1C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2918.4Semi standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #1C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2722.3Standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #1C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2823.0Standard polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #2C/N=C(/NCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C3065.5Semi standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #2C/N=C(/NCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2687.2Standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #2C/N=C(/NCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C)[Si](C)(C)C(C)(C)C2979.8Standard polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #3C/N=C(\NC)N(CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3054.0Semi standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #3C/N=C(\NC)N(CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2676.4Standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #3C/N=C(\NC)N(CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2989.3Standard polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #4C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3057.4Semi standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #4C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2824.7Standard non polar33892256
Symmetric dimethylarginine,4TBDMS,isomer #4C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2880.2Standard polar33892256
Symmetric dimethylarginine,5TBDMS,isomer #1C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3281.8Semi standard non polar33892256
Symmetric dimethylarginine,5TBDMS,isomer #1C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2990.8Standard non polar33892256
Symmetric dimethylarginine,5TBDMS,isomer #1C/N=C(\N(C)[Si](C)(C)C(C)(C)C)N(CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2805.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Symmetric dimethylarginine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kfx-9600000000-f6c986d30ea287579a782017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Symmetric dimethylarginine GC-MS (1 TMS) - 70eV, Positivesplash10-0fkc-9720000000-0f297fd11834589567702017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Symmetric dimethylarginine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Symmetric dimethylarginine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Symmetric dimethylarginine 35V, Positive-QTOFsplash10-00di-9600000000-a9cb6507d9fe3ffb39aa2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Symmetric dimethylarginine 10V, Negative-QTOFsplash10-053r-3910000000-1a8526e47c9af75d4cc92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Symmetric dimethylarginine 20V, Negative-QTOFsplash10-0a59-9400000000-777d41b210dd091439b42021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 10V, Positive-QTOFsplash10-0pbi-1930000000-98ffa2f50a3e5ee90e102016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 20V, Positive-QTOFsplash10-0abi-8900000000-eccaa3c6c71a7aab8dd32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 40V, Positive-QTOFsplash10-00di-9000000000-fd3f3045e508262e68be2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 10V, Negative-QTOFsplash10-0udi-3390000000-ec3717ed507fec5312022016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 20V, Negative-QTOFsplash10-000i-9520000000-06ed24b7ccb74ccd705b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 40V, Negative-QTOFsplash10-00dr-9000000000-40bdb35b370bc3317a552016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 10V, Positive-QTOFsplash10-0udi-2190000000-1ff257e4be06b9702e652021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 20V, Positive-QTOFsplash10-00di-9100000000-b9dfe8a8d6f891dcecbf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 40V, Positive-QTOFsplash10-00di-9000000000-926c9fc48c09f40304992021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 10V, Negative-QTOFsplash10-0ue9-1590000000-567e7d20ebbf052f8d392021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 20V, Negative-QTOFsplash10-001i-2900000000-84e3189b175eab73e2c52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Symmetric dimethylarginine 40V, Negative-QTOFsplash10-0a4i-9000000000-c8ec00d7abbc06aa7e4c2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Kidney
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.35-0.75 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.460 (0.368-0.552) uMAdult (>18 years old)BothNormal
    • Martens-Lobenhoff...
details
BloodDetected and Quantified1.023 +/- 0.30 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.49 +/- 0.03 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.678 +/- 0.037 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.38 +/- 0.10 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.46 (0.368-0.552) uMAdult (>18 years old)Not SpecifiedNormal
    • Martens-Lobenhoff...
details
BloodDetected and Quantified0.49(0.16-0.73) uMChildren (1-13 uears old)Both
Normal
details
BloodDetected and Quantified0.377 +/- 0.104 uMAdult (>18 years old)Both
Normal
details
Cerebrospinal Fluid (CSF)Detected and Quantified0.27 +/- 0.37 uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected and Quantified0.35 +/- 0.20 uMAdult (>18 years old)BothNormal
    • Zerihun T. Dame, ...
details
UrineDetected and Quantified3.72 +/- 0.35 umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified4.6 (3.5-7.0) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified5.33-18.11 umol/mmol creatinineNewborn (0-30 days old)BothNormal details
UrineDetected and Quantified10.90 +/- 3.86 umol/mmol creatinineNewborn (0-30 days old)FemaleNormal details
UrineDetected and Quantified8.86 +/- 2.16 umol/mmol creatinineNewborn (0-30 days old)MaleNormal details
UrineDetected and Quantified20.2 +/- 8.0 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified2.8 (2.0-9.4) umol/mmol creatinineAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified2.7 (1.5-5.2) umol/mmol creatinineAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified1.073 +/- 0.23 uMAdult (>18 years old)BothParkinson’s disease details
BloodDetected and Quantified2.08 +/- 0.11 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified1.13 +/- 0.44 uMAdult (>18 years old)BothParkinson’s disease with motor fluctuation details
BloodDetected and Quantified1.068 +/- 0.14 uMAdult (>18 years old)BothParkinson’s disease without motor fluctuation details
BloodDetected and Quantified3.19 +/- 2.97 uMAdult (>18 years old)Bothuremia details
BloodDetected and Quantified2.69 +/- 0.12 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified2.28 +/- 0.13 uMAdult (>18 years old)Not Specified
Kidney disease
details
BloodDetected and Quantified1.41 +/- 0.10 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified2.19 +/- 0.16 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified2.87 +/- 0.15 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified0.42(0.09-0.70) uMChildren (1-13 uears old)Both
Environmental enteric dysfunction
details
BloodDetected and Quantified2.15 +/- 0.15 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified2.12 +/- 0.09 uMAdult (>18 years old)Both
Kidney disease
details
BloodDetected and Quantified3.170 +/- 1.0500 uMAdult (>18 years old)Both
Uremia
details
Cerebrospinal Fluid (CSF)Detected and Quantified0.37 +/- 0.25 uMAdult (>18 years old)BothParkinson’s disease details
Cerebrospinal Fluid (CSF)Detected and Quantified0.47 +/- 0.28 uMAdult (>18 years old)BothParkinson’s disease with motor fluctuation details
Cerebrospinal Fluid (CSF)Detected and Quantified0.26 +/- 0.13 uMAdult (>18 years old)BothParkinson’s disease without motor fluctuation details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUnclassified IBD details
UrineDetected and Quantified22.0 +/- 8.0 umol/mmol creatinineAdult (>18 years old)BothAutosomal dominant polycystic kidney disease (ADPKD) details
Associated Disorders and Diseases
Disease References
Kidney disease
  1. Fleck C, Schweitzer F, Karge E, Busch M, Stein G: Serum concentrations of asymmetric (ADMA) and symmetric (SDMA) dimethylarginine in patients with chronic kidney diseases. Clin Chim Acta. 2003 Oct;336(1-2):1-12. [PubMed:14500028 ]
Uremia
  1. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
  2. Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Crohn's disease
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Autosomal dominant polycystic kidney disease
  1. Wang D, Strandgaard S, Borresen ML, Luo Z, Connors SG, Yan Q, Wilcox CS: Asymmetric dimethylarginine and lipid peroxidation products in early autosomal dominant polycystic kidney disease. Am J Kidney Dis. 2008 Feb;51(2):184-91. doi: 10.1053/j.ajkd.2007.09.020. [PubMed:18215696 ]
Associated OMIM IDs
  • 266600 (Crohn's disease)
  • 114500 (Colorectal cancer)
  • 601313 (Autosomal dominant polycystic kidney disease)
DrugBank IDDB02302
Phenol Explorer Compound IDNot Available
FooDB IDFDB000509
KNApSAcK IDC00052415
Chemspider ID147942
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6891
PubChem Compound169148
PDB IDNot Available
ChEBI ID25682
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00013448
Good Scents IDNot Available
References
Synthesis ReferenceZinellu Angelo; Sotgia Salvatore; Scanu Bastianina; Formato Marilena; Deiana Luca; Carru Ciriaco Assessment of protein-incorporated arginine methylation in biological specimens by CZE UV-detection. Electrophoresis (2007), 28(23), 4452-8.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Martens-Lobenhoffer J, Bode-Boger SM: Measurement of asymmetric dimethylarginine (ADMA) in human plasma: from liquid chromatography estimation to liquid chromatography-mass spectrometry quantification. Eur J Clin Pharmacol. 2006 Feb;62(Supplement 13):61-68. [PubMed:16217682 ]
  2. Wang J, Sim AS, Wang XL, Salonikas C, Naidoo D, Wilcken DE: Relations between plasma asymmetric dimethylarginine (ADMA) and risk factors for coronary disease. Atherosclerosis. 2006 Feb;184(2):383-8. Epub 2005 Jun 6. [PubMed:15939423 ]
  3. Fleck C, Schweitzer F, Karge E, Busch M, Stein G: Serum concentrations of asymmetric (ADMA) and symmetric (SDMA) dimethylarginine in patients with chronic kidney diseases. Clin Chim Acta. 2003 Oct;336(1-2):1-12. [PubMed:14500028 ]
  4. Boger RH, Bode-Boger SM, Szuba A, Tsao PS, Chan JR, Tangphao O, Blaschke TF, Cooke JP: Asymmetric dimethylarginine (ADMA): a novel risk factor for endothelial dysfunction: its role in hypercholesterolemia. Circulation. 1998 Nov 3;98(18):1842-7. [PubMed:9799202 ]
  5. Nijveldt RJ, Van Leeuwen PA, Van Guldener C, Stehouwer CD, Rauwerda JA, Teerlink T: Net renal extraction of asymmetrical (ADMA) and symmetrical (SDMA) dimethylarginine in fasting humans. Nephrol Dial Transplant. 2002 Nov;17(11):1999-2002. [PubMed:12401860 ]
  6. Schiel R, Franke S, Busch M, Muller A, Fleck C, Muller UA, Braun A, Stein G: Effect of smoking on risk factors for cardiovascular disease in patients with diabetes mellitus and renal insufficiency. Eur J Med Res. 2003 Jul 31;8(7):283-91. [PubMed:12911864 ]
  7. Mittermayer F, Pleiner J, Krzyzanowska K, Wiesinger GF, Francesconi M, Wolzt M: Regular physical exercise normalizes elevated asymmetrical dimethylarginine concentrations in patients with type 1 diabetes mellitus. Wien Klin Wochenschr. 2005 Dec;117(23-24):816-20. [PubMed:16437318 ]
  8. Krzyzanowska K, Mittermayer F, Schnack C, Hofer M, Wolzt M, Schernthaner G: Circulating ADMA concentrations are elevated in hypopituitary adults with and without growth hormone deficiency. Eur J Clin Invest. 2005 Mar;35(3):208-13. [PubMed:15733076 ]
  9. Marliss EB, Chevalier S, Gougeon R, Morais JA, Lamarche M, Adegoke OA, Wu G: Elevations of plasma methylarginines in obesity and ageing are related to insulin sensitivity and rates of protein turnover. Diabetologia. 2006 Feb;49(2):351-9. Epub 2005 Dec 21. [PubMed:16369774 ]
  10. Schmidt RJ, Baylis C: Total nitric oxide production is low in patients with chronic renal disease. Kidney Int. 2000 Sep;58(3):1261-6. [PubMed:10972689 ]
  11. Ellis J, Wennerholm UB, Bengtsson A, Lilja H, Pettersson A, Sultan B, Wennergren M, Hagberg H: Levels of dimethylarginines and cytokines in mild and severe preeclampsia. Acta Obstet Gynecol Scand. 2001 Jul;80(7):602-8. [PubMed:11437716 ]
  12. Teerlink T, Neele SJ, de Jong S, Netelenbos JC, Stehouwer CD: Oestrogen replacement therapy lowers plasma levels of asymmetrical dimethylarginine in healthy postmenopausal women. Clin Sci (Lond). 2003 Jul;105(1):67-71. [PubMed:12625833 ]
  13. Mittermayer F, Namiranian K, Pleiner J, Schaller G, Wolzt M: Acute Escherichia coli endotoxaemia decreases the plasma l-arginine/asymmetrical dimethylarginine ratio in humans. Clin Sci (Lond). 2004 Jun;106(6):577-81. [PubMed:14741043 ]
  14. Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]
  15. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]