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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-05-30 20:55:55 UTC
HMDB IDHMDB0000517
Secondary Accession Numbers
  • HMDB00517
Metabolite Identification
Common NameL-Arginine
DescriptionArginine (Arg), also known as L-argninine, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-asparagine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Arginine is found in all organisms ranging from bacteria to plants to animals. Arginine is an essential amino acid that is physiologically active in the L-form. It is classified as a charged, basic, aliphatic amino acid. Arginine is considered to be a basic amino acid as it has a strongly basic guanidinium group. With a pKa of 12.48, the guanidinium group is positively charged in neutral, acidic, and even most basic environments. Because of the conjugation between the double bond and the nitrogen lone pairs, the positive charge is delocalized. This group is able to form multiple H-bonds. In mammals, arginine is formally classified as a semi-essential or conditionally essential amino acid, depending on the developmental stage and health status of the individual. Infants are unable to effectively synthesize arginine, making it nutritionally essential for infants. Adults, however, are able to synthesize arginine in the urea cycle. L-Arginine is an amino acid that has numerous functions in the body. It helps dispose of ammonia, is used to make compounds such as nitric oxide, creatine, L-glutamate, and L-proline, and it can be converted into glucose and glycogen if needed. Arginine also plays an important role in cell division, immunity and wound healing. Arginine is the immediate precursor of nitric oxide (NO), an important signaling molecule which can act as a second messenger, as well as an intercellular messenger which regulates vasodilation, and also has functions in the immune system's reaction to infection. Nitric oxide is made via the enzyme nitric oxide synthase (PMID 10690324 ). Arginine is also a precursor for several important nitrogen-containing compounds including urea, ornithine, and agmatine. Arginine is necessary for the synthesis of creatine and can be used for the synthesis of polyamines (mainly through ornithine and to a lesser degree through agmatine, citrulline, and glutamate.) The presence of asymmetric dimethylarginine (ADMA) in serum or plasma, a close relative of arginine, inhibits the nitric oxide synthase reaction. ADMA is considered a marker for vascular disease, just as L-arginine is considered a sign of a healthy endothelium. In large doses, L-arginine also stimulates the release of several hormones including human growth hormone and prolactin. Arginine is a known inducer of mTOR (mammalian target of rapamycin) and is responsible for inducing protein synthesis through the mTOR pathway. mTOR inhibition by rapamycin partially reduces arginine-induced protein synthesis (PMID: 20841502 ). Arginine also activates AMP kinase (AMPK) which then stimulates skeletal muscle fatty acid oxidation and muscle glucose uptake, thereby increasing insulin secretion by pancreatic beta-cells. This can lead to general anabolism or a more anabolic state (PMID: 21311355 ). In line with these findings, arginine supplementation has been shown to increase muscle mass in several animal studies (PMID: 18683021 ) and to significantly improve aerobic capacity and VO2 max in male athletes (PMID: 28120856 ). Catabolic disease states such as sepsis, injury, and cancer cause an increase in arginine utilization, which can exceed normal body production, leading to arginine depletion. The ratio of arginine to kynurenine (A/K) has recently been found to be a good indicator of the degree of septicemia or catabolic stress, with an A/K ratio of between 0.3 to 15 being indicative severe disease (high risk of death), and an A/K ratio of between 15-22 being more typical of someone with moderate inflammation and an A/K ratio of between 22-50 being typical of healthy individuals (PMID: 33134953 ). Arginine is found in plant and animal proteins, such as dairy products, meat, poultry, fish, and nuts. The ratio of L-arginine to lysine is also important: soy and other plant proteins have more L-arginine than animal sources of protein.
Structure
Data?1676999694
Synonyms
ValueSource
(2S)-2-Amino-5-(carbamimidamido)pentanoic acidChEBI
(2S)-2-Amino-5-guanidinopentanoic acidChEBI
(S)-2-Amino-5-guanidinopentanoic acidChEBI
(S)-2-Amino-5-guanidinovaleric acidChEBI
ArgChEBI
ArginineChEBI
L-(+)-ArginineChEBI
L-ArgChEBI
L-ArgininChEBI
RChEBI
(2S)-2-Amino-5-(carbamimidamido)pentanoateGenerator
(2S)-2-Amino-5-guanidinopentanoateGenerator
(S)-2-Amino-5-guanidinopentanoateGenerator
(S)-2-Amino-5-guanidinovalerateGenerator
(S)-2-Amino-5-[(aminoiminomethyl)amino]-pentanoateHMDB
(S)-2-Amino-5-[(aminoiminomethyl)amino]-pentanoic acidHMDB
(S)-2-Amino-5-[(aminoiminomethyl)amino]pentanoateHMDB
(S)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acidHMDB
2-Amino-5-guanidinovalerateHMDB
2-Amino-5-guanidinovaleric acidHMDB
5-[(Aminoiminomethyl)amino]-L-norvalineHMDB
L-a-Amino-D-guanidinovalerateHMDB
L-a-Amino-D-guanidinovaleric acidHMDB
L-alpha-Amino-delta-guanidinovalerateHMDB
L-alpha-Amino-delta-guanidinovaleric acidHMDB
N5-(Aminoiminomethyl)-L-ornithineHMDB
DL-Arginine acetate, monohydrateHMDB
L-Isomer arginineHMDB
Monohydrate DL-arginine acetateHMDB
L ArginineHMDB
Arginine, L isomerHMDB
Arginine, L-isomerHMDB
Hydrochloride, arginineHMDB
Arginine hydrochlorideHMDB
DL Arginine acetate, monohydrateHMDB
Chemical FormulaC6H14N4O2
Average Molecular Weight174.201
Monoisotopic Molecular Weight174.111675712
IUPAC Name(2S)-2-amino-5-carbamimidamidopentanoic acid
Traditional NameL-arginine
CAS Registry Number74-79-3
SMILES
N[C@@H](CCCNC(N)=N)C(O)=O
InChI Identifier
InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1
InChI KeyODKSFYDXXFIFQN-BYPYZUCNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • 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
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point222 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility182 mg/mL at 25 °CHuman Metabolome Project
LogP-4.20HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Astarita_neg133.730932474
[M-H]-Baker138.2430932474
[M-H]-McLean138.37330932474
[M-H]-MetCCS_test_neg134.330932474
[M+H]+Astarita_pos133.030932474
[M+H]+Baker136.6330932474
[M+H]+McLean136.64230932474
[M+H]+MetCCS_test_pos136.39930932474
[M-H]-Not Available136.6http://allccs.zhulab.cn/database/detail?ID=AllCCS00000086
[M+H]+Not Available136.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00000086
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.59 g/LALOGPS
logP-3.5ALOGPS
logP-3.2ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)2.41ChemAxon
pKa (Strongest Basic)12.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area125.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity53.92 m³·mol⁻¹ChemAxon
Polarizability17.8 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]+139.39731661259
DarkChem[M+H]+139.39731661259
DarkChem[M-H]-136.09531661259
DarkChem[M-H]-136.09531661259
AllCCS[M+H]+139.03532859911
AllCCS[M-H]-136.2232859911
DeepCCS[M+H]+136.49330932474
DeepCCS[M-H]-132.66630932474
DeepCCS[M-2H]-170.27830932474
DeepCCS[M+Na]+145.81730932474
AllCCS[M+H]+139.032859911
AllCCS[M+H-H2O]+135.332859911
AllCCS[M+NH4]+142.532859911
AllCCS[M+Na]+143.632859911
AllCCS[M-H]-136.232859911
AllCCS[M+Na-2H]-137.832859911
AllCCS[M+HCOO]-139.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-ArginineN[C@@H](CCCNC(N)=N)C(O)=O2800.3Standard polar33892256
L-ArginineN[C@@H](CCCNC(N)=N)C(O)=O1741.3Standard non polar33892256
L-ArginineN[C@@H](CCCNC(N)=N)C(O)=O2365.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-Arginine,1TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CCCNC(=N)N2015.4Semi standard non polar33892256
L-Arginine,1TMS,isomer #2C[Si](C)(C)N[C@@H](CCCNC(=N)N)C(=O)O2122.5Semi standard non polar33892256
L-Arginine,1TMS,isomer #3C[Si](C)(C)NC(=N)NCCC[C@H](N)C(=O)O2206.7Semi standard non polar33892256
L-Arginine,1TMS,isomer #4C[Si](C)(C)N(CCC[C@H](N)C(=O)O)C(=N)N2144.8Semi standard non polar33892256
L-Arginine,1TMS,isomer #5C[Si](C)(C)N=C(N)NCCC[C@H](N)C(=O)O2054.8Semi standard non polar33892256
L-Arginine,2TMS,isomer #1C[Si](C)(C)N[C@@H](CCCNC(=N)N)C(=O)O[Si](C)(C)C2084.6Semi standard non polar33892256
L-Arginine,2TMS,isomer #1C[Si](C)(C)N[C@@H](CCCNC(=N)N)C(=O)O[Si](C)(C)C1798.5Standard non polar33892256
L-Arginine,2TMS,isomer #1C[Si](C)(C)N[C@@H](CCCNC(=N)N)C(=O)O[Si](C)(C)C3838.4Standard polar33892256
L-Arginine,2TMS,isomer #10C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O)N[Si](C)(C)C2133.4Semi standard non polar33892256
L-Arginine,2TMS,isomer #10C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O)N[Si](C)(C)C1771.2Standard non polar33892256
L-Arginine,2TMS,isomer #10C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O)N[Si](C)(C)C3875.8Standard polar33892256
L-Arginine,2TMS,isomer #11C[Si](C)(C)NC(=N)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C2229.1Semi standard non polar33892256
L-Arginine,2TMS,isomer #11C[Si](C)(C)NC(=N)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C1971.0Standard non polar33892256
L-Arginine,2TMS,isomer #11C[Si](C)(C)NC(=N)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C3934.1Standard polar33892256
L-Arginine,2TMS,isomer #12C[Si](C)(C)N=C(N)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C2118.8Semi standard non polar33892256
L-Arginine,2TMS,isomer #12C[Si](C)(C)N=C(N)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C1882.5Standard non polar33892256
L-Arginine,2TMS,isomer #12C[Si](C)(C)N=C(N)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C3906.0Standard polar33892256
L-Arginine,2TMS,isomer #2C[Si](C)(C)NC(=N)NCCC[C@H](N)C(=O)O[Si](C)(C)C2192.5Semi standard non polar33892256
L-Arginine,2TMS,isomer #2C[Si](C)(C)NC(=N)NCCC[C@H](N)C(=O)O[Si](C)(C)C1900.0Standard non polar33892256
L-Arginine,2TMS,isomer #2C[Si](C)(C)NC(=N)NCCC[C@H](N)C(=O)O[Si](C)(C)C3816.6Standard polar33892256
L-Arginine,2TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](N)CCCN(C(=N)N)[Si](C)(C)C2093.6Semi standard non polar33892256
L-Arginine,2TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](N)CCCN(C(=N)N)[Si](C)(C)C1888.0Standard non polar33892256
L-Arginine,2TMS,isomer #3C[Si](C)(C)OC(=O)[C@@H](N)CCCN(C(=N)N)[Si](C)(C)C3854.7Standard polar33892256
L-Arginine,2TMS,isomer #4C[Si](C)(C)N=C(N)NCCC[C@H](N)C(=O)O[Si](C)(C)C1990.2Semi standard non polar33892256
L-Arginine,2TMS,isomer #4C[Si](C)(C)N=C(N)NCCC[C@H](N)C(=O)O[Si](C)(C)C1816.8Standard non polar33892256
L-Arginine,2TMS,isomer #4C[Si](C)(C)N=C(N)NCCC[C@H](N)C(=O)O[Si](C)(C)C3795.3Standard polar33892256
L-Arginine,2TMS,isomer #5C[Si](C)(C)NC(=N)NCCC[C@H](N[Si](C)(C)C)C(=O)O2285.2Semi standard non polar33892256
L-Arginine,2TMS,isomer #5C[Si](C)(C)NC(=N)NCCC[C@H](N[Si](C)(C)C)C(=O)O1869.1Standard non polar33892256
L-Arginine,2TMS,isomer #5C[Si](C)(C)NC(=N)NCCC[C@H](N[Si](C)(C)C)C(=O)O3863.9Standard polar33892256
L-Arginine,2TMS,isomer #6C[Si](C)(C)N([C@@H](CCCNC(=N)N)C(=O)O)[Si](C)(C)C2262.9Semi standard non polar33892256
L-Arginine,2TMS,isomer #6C[Si](C)(C)N([C@@H](CCCNC(=N)N)C(=O)O)[Si](C)(C)C1851.5Standard non polar33892256
L-Arginine,2TMS,isomer #6C[Si](C)(C)N([C@@H](CCCNC(=N)N)C(=O)O)[Si](C)(C)C4080.8Standard polar33892256
L-Arginine,2TMS,isomer #7C[Si](C)(C)N[C@@H](CCCN(C(=N)N)[Si](C)(C)C)C(=O)O2203.5Semi standard non polar33892256
L-Arginine,2TMS,isomer #7C[Si](C)(C)N[C@@H](CCCN(C(=N)N)[Si](C)(C)C)C(=O)O1911.1Standard non polar33892256
L-Arginine,2TMS,isomer #7C[Si](C)(C)N[C@@H](CCCN(C(=N)N)[Si](C)(C)C)C(=O)O3718.4Standard polar33892256
L-Arginine,2TMS,isomer #8C[Si](C)(C)N=C(N)NCCC[C@H](N[Si](C)(C)C)C(=O)O2084.5Semi standard non polar33892256
L-Arginine,2TMS,isomer #8C[Si](C)(C)N=C(N)NCCC[C@H](N[Si](C)(C)C)C(=O)O1815.8Standard non polar33892256
L-Arginine,2TMS,isomer #8C[Si](C)(C)N=C(N)NCCC[C@H](N[Si](C)(C)C)C(=O)O3675.2Standard polar33892256
L-Arginine,2TMS,isomer #9C[Si](C)(C)N(C(=N)NCCC[C@H](N)C(=O)O)[Si](C)(C)C2256.1Semi standard non polar33892256
L-Arginine,2TMS,isomer #9C[Si](C)(C)N(C(=N)NCCC[C@H](N)C(=O)O)[Si](C)(C)C1972.8Standard non polar33892256
L-Arginine,2TMS,isomer #9C[Si](C)(C)N(C(=N)NCCC[C@H](N)C(=O)O)[Si](C)(C)C3967.5Standard polar33892256
L-Arginine,3TMS,isomer #1C[Si](C)(C)NC(=N)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C2260.9Semi standard non polar33892256
L-Arginine,3TMS,isomer #1C[Si](C)(C)NC(=N)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1953.6Standard non polar33892256
L-Arginine,3TMS,isomer #1C[Si](C)(C)NC(=N)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C3443.1Standard polar33892256
L-Arginine,3TMS,isomer #10C[Si](C)(C)N=C(NCCC[C@H](N[Si](C)(C)C)C(=O)O)N[Si](C)(C)C2168.3Semi standard non polar33892256
L-Arginine,3TMS,isomer #10C[Si](C)(C)N=C(NCCC[C@H](N[Si](C)(C)C)C(=O)O)N[Si](C)(C)C1823.6Standard non polar33892256
L-Arginine,3TMS,isomer #10C[Si](C)(C)N=C(NCCC[C@H](N[Si](C)(C)C)C(=O)O)N[Si](C)(C)C3432.6Standard polar33892256
L-Arginine,3TMS,isomer #11C[Si](C)(C)NC(=N)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2256.7Semi standard non polar33892256
L-Arginine,3TMS,isomer #11C[Si](C)(C)NC(=N)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2015.5Standard non polar33892256
L-Arginine,3TMS,isomer #11C[Si](C)(C)NC(=N)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C3369.3Standard polar33892256
L-Arginine,3TMS,isomer #12C[Si](C)(C)NC(=N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2391.5Semi standard non polar33892256
L-Arginine,3TMS,isomer #12C[Si](C)(C)NC(=N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1994.1Standard non polar33892256
L-Arginine,3TMS,isomer #12C[Si](C)(C)NC(=N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3523.3Standard polar33892256
L-Arginine,3TMS,isomer #13C[Si](C)(C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=N)N2283.6Semi standard non polar33892256
L-Arginine,3TMS,isomer #13C[Si](C)(C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=N)N2009.4Standard non polar33892256
L-Arginine,3TMS,isomer #13C[Si](C)(C)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=N)N3555.1Standard polar33892256
L-Arginine,3TMS,isomer #14C[Si](C)(C)N=C(N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2206.3Semi standard non polar33892256
L-Arginine,3TMS,isomer #14C[Si](C)(C)N=C(N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1942.3Standard non polar33892256
L-Arginine,3TMS,isomer #14C[Si](C)(C)N=C(N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3570.8Standard polar33892256
L-Arginine,3TMS,isomer #15C[Si](C)(C)N=C(N)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2157.0Semi standard non polar33892256
L-Arginine,3TMS,isomer #15C[Si](C)(C)N=C(N)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C1895.7Standard non polar33892256
L-Arginine,3TMS,isomer #15C[Si](C)(C)N=C(N)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C3464.1Standard polar33892256
L-Arginine,3TMS,isomer #16C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2183.4Semi standard non polar33892256
L-Arginine,3TMS,isomer #16C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1936.1Standard non polar33892256
L-Arginine,3TMS,isomer #16C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3543.1Standard polar33892256
L-Arginine,3TMS,isomer #17C[Si](C)(C)N(CCC[C@H](N)C(=O)O)C(=N)N([Si](C)(C)C)[Si](C)(C)C2235.1Semi standard non polar33892256
L-Arginine,3TMS,isomer #17C[Si](C)(C)N(CCC[C@H](N)C(=O)O)C(=N)N([Si](C)(C)C)[Si](C)(C)C2140.1Standard non polar33892256
L-Arginine,3TMS,isomer #17C[Si](C)(C)N(CCC[C@H](N)C(=O)O)C(=N)N([Si](C)(C)C)[Si](C)(C)C3618.5Standard polar33892256
L-Arginine,3TMS,isomer #18C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C2176.6Semi standard non polar33892256
L-Arginine,3TMS,isomer #18C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C1892.6Standard non polar33892256
L-Arginine,3TMS,isomer #18C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N)C(=O)O)[Si](C)(C)C3521.2Standard polar33892256
L-Arginine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCCNC(=N)N)N([Si](C)(C)C)[Si](C)(C)C2245.3Semi standard non polar33892256
L-Arginine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCCNC(=N)N)N([Si](C)(C)C)[Si](C)(C)C1907.4Standard non polar33892256
L-Arginine,3TMS,isomer #2C[Si](C)(C)OC(=O)[C@H](CCCNC(=N)N)N([Si](C)(C)C)[Si](C)(C)C3676.7Standard polar33892256
L-Arginine,3TMS,isomer #3C[Si](C)(C)N[C@@H](CCCN(C(=N)N)[Si](C)(C)C)C(=O)O[Si](C)(C)C2118.2Semi standard non polar33892256
L-Arginine,3TMS,isomer #3C[Si](C)(C)N[C@@H](CCCN(C(=N)N)[Si](C)(C)C)C(=O)O[Si](C)(C)C1941.8Standard non polar33892256
L-Arginine,3TMS,isomer #3C[Si](C)(C)N[C@@H](CCCN(C(=N)N)[Si](C)(C)C)C(=O)O[Si](C)(C)C3452.5Standard polar33892256
L-Arginine,3TMS,isomer #4C[Si](C)(C)N=C(N)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C2061.8Semi standard non polar33892256
L-Arginine,3TMS,isomer #4C[Si](C)(C)N=C(N)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1840.4Standard non polar33892256
L-Arginine,3TMS,isomer #4C[Si](C)(C)N=C(N)NCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C3475.4Standard polar33892256
L-Arginine,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@@H](N)CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C2210.7Semi standard non polar33892256
L-Arginine,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@@H](N)CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C2063.2Standard non polar33892256
L-Arginine,3TMS,isomer #5C[Si](C)(C)OC(=O)[C@@H](N)CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C3422.8Standard polar33892256
L-Arginine,3TMS,isomer #6C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O[Si](C)(C)C)N[Si](C)(C)C2120.0Semi standard non polar33892256
L-Arginine,3TMS,isomer #6C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O[Si](C)(C)C)N[Si](C)(C)C1823.9Standard non polar33892256
L-Arginine,3TMS,isomer #6C[Si](C)(C)N=C(NCCC[C@H](N)C(=O)O[Si](C)(C)C)N[Si](C)(C)C3471.5Standard polar33892256
L-Arginine,3TMS,isomer #7C[Si](C)(C)NC(=N)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2175.2Semi standard non polar33892256
L-Arginine,3TMS,isomer #7C[Si](C)(C)NC(=N)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2014.5Standard non polar33892256
L-Arginine,3TMS,isomer #7C[Si](C)(C)NC(=N)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C3455.3Standard polar33892256
L-Arginine,3TMS,isomer #8C[Si](C)(C)N=C(N)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2062.3Semi standard non polar33892256
L-Arginine,3TMS,isomer #8C[Si](C)(C)N=C(N)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C1878.7Standard non polar33892256
L-Arginine,3TMS,isomer #8C[Si](C)(C)N=C(N)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C3655.2Standard polar33892256
L-Arginine,3TMS,isomer #9C[Si](C)(C)N[C@@H](CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2298.4Semi standard non polar33892256
L-Arginine,3TMS,isomer #9C[Si](C)(C)N[C@@H](CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O2032.5Standard non polar33892256
L-Arginine,3TMS,isomer #9C[Si](C)(C)N[C@@H](CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O3287.8Standard polar33892256
L-Arginine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2233.2Semi standard non polar33892256
L-Arginine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2119.7Standard non polar33892256
L-Arginine,4TMS,isomer #1C[Si](C)(C)N[C@@H](CCCNC(=N)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2953.5Standard polar33892256
L-Arginine,4TMS,isomer #10C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2129.3Semi standard non polar33892256
L-Arginine,4TMS,isomer #10C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C1915.9Standard non polar33892256
L-Arginine,4TMS,isomer #10C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C3137.5Standard polar33892256
L-Arginine,4TMS,isomer #11C[Si](C)(C)N(C(=N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2402.0Semi standard non polar33892256
L-Arginine,4TMS,isomer #11C[Si](C)(C)N(C(=N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2174.5Standard non polar33892256
L-Arginine,4TMS,isomer #11C[Si](C)(C)N(C(=N)NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C3061.1Standard polar33892256
L-Arginine,4TMS,isomer #12C[Si](C)(C)N[C@@H](CCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O2278.0Semi standard non polar33892256
L-Arginine,4TMS,isomer #12C[Si](C)(C)N[C@@H](CCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O2197.6Standard non polar33892256
L-Arginine,4TMS,isomer #12C[Si](C)(C)N[C@@H](CCCN(C(=N)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(=O)O3008.6Standard polar33892256
L-Arginine,4TMS,isomer #13C[Si](C)(C)N=C(NCCC[C@H](N[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2216.1Semi standard non polar33892256
L-Arginine,4TMS,isomer #13C[Si](C)(C)N=C(NCCC[C@H](N[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1980.2Standard non polar33892256
L-Arginine,4TMS,isomer #13C[Si](C)(C)N=C(NCCC[C@H](N[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3001.6Standard polar33892256
L-Arginine,4TMS,isomer #14C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2216.8Semi standard non polar33892256
L-Arginine,4TMS,isomer #14C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C1939.5Standard non polar33892256
L-Arginine,4TMS,isomer #14C[Si](C)(C)N=C(N[Si](C)(C)C)N(CCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C3013.4Standard polar33892256
L-Arginine,4TMS,isomer #15C[Si](C)(C)N=C(NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N[Si](C)(C)C2333.3Semi standard non polar33892256
L-Arginine,4TMS,isomer #15C[Si](C)(C)N=C(NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N[Si](C)(C)C1922.4Standard non polar33892256
L-Arginine,4TMS,isomer #15C[Si](C)(C)N=C(NCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N[Si](C)(C)C3192.8Standard polar33892256
L-Arginine,4TMS,isomer #16C[Si](C)(C)NC(=N)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2356.4Semi standard non polar33892256
L-Arginine,4TMS,isomer #16C[Si](C)(C)NC(=N)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2139.9Standard non polar33892256
L-Arginine,4TMS,isomer #16C[Si](C)(C)NC(=N)N(CCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C3126.9Standard polar33892256
L-Arginine,4TMS,isomer #17C[Si](C)(C)N