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N-Acetyl-L-arginine

PubChem CID: 67427

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Compound Synonyms N-Acetyl-L-arginine, 155-84-0, Ac-Arg-OH, acetyl arginine, N2-Acetyl-L-arginine, L-Arginine, N2-acetyl-, N-ALPHA-L-ACETYL-ARGININE, n-acetylarginine, (S)-2-Acetamido-5-guanidinopentanoic acid, N-ALPHA-ACETYL-L-ARGININE, TQ7DL04CAE, N.alpha.-Acetyl-l-arginine, (2S)-5-carbamimidamido-2-acetamidopentanoic acid, N-a-Acetyl-L-arginine, N-Ac-L-Arg-OH, N-acetyl-(L)-arginine, (2S)-2-acetamido-5-(diaminomethylideneamino)pentanoic acid, EINECS 205-846-6, N.ALPHA.-ACETYLARGININE, DTXSID80883338, ARGININE, N2-ACETYL-, L-, .ALPHA.-N-ACETYL-L-ARGININE, L-ARGININE, N2-ACETYL-, DIHYDRATE, Arginine, N2-acetyl-, nalpha-acetylarginine, n-alpha-acetylarginine, N, A-Acetyl-L-arginine, UNII-TQ7DL04CAE, C8H16N4O3, MFCD00019733, N-?-L-acetyl-arginine, Maybridge1_002433, N(2)-acetyl-L-arginine, N~2~-acetyl-L-arginine, N(alpha)-acetyl-L-arginine, DivK1c_001185, SCHEMBL446929, ACETYL ARGININE [INCI], CHEBI:40521, ALPHA-N-ACETYL-L-ARGININE, DTXCID901022876, s6354, AKOS015901411, CS-W014846, DB01985, HY-W014130, CDS1_000145, s12016, AS-57712, FA111812, NS00068749, EN300-7403858, Q27093079, Z1508915909, 205-846-6
Topological Polar Surface Area 131.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 15.0
Description N-alpha-Acetylarginine is one of the guanidino compounds found elevated in the serum of an hemodialyzed renal insufficient (uremic) pediatric population. (PMID 7777105) N-alpha-acetylarginine serum levels (and other guanidino compounds) were elevated of all the hyperargininemic patients are higher than the normal range. Untreated hyperargininemic patients have the highest guanidino compound levels in cerebrospinal fluid. (PMID 1690873) N-alpha-acetylarginine increases in urine hyperargininemic patients. During a low-arginine diet, together with sodium benzoate therapy, there was a marked decrease in plasma N-alpha-acetylarginine. (PMID 3987036) [HMDB]. N-alpha-Acetyl-L-arginine is found in loquat and apple.
Isotope Atom Count 0.0
Molecular Complexity 261.0
Database Name fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name (2S)-2-acetamido-5-(diaminomethylideneamino)pentanoic acid
Nih Violation False
Class Carboxylic acids and derivatives
Xlogp -1.7
Superclass Organic acids and derivatives
Is Pains False
Subclass Amino acids, peptides, and analogues
Molecular Formula C8H16N4O3
Inchi Key SNEIUMQYRCDYCH-LURJTMIESA-N
Rotatable Bond Count 6.0
State Solid
Synonyms N-a-Acetyl-L-arginine, N-Ac-L-arg-OH, N-Acetyl-L-arginine, N-alpha-Acetyl-L-arginine, N-alpha-L-Acetyl-arginine, N(2)-Acetyl-L-arginine, N2-Acetyl-L-arginine, Acetyl arginine, N-alpha-Acetylarginine, N(a)-Acetyl-L-arginine, N(Α)-acetyl-L-arginine, N-a-L-Acetyl-arginine, N-Α-L-acetyl-arginine
Substituent Name N-acyl-aliphatic-alpha amino acid, N-acyl-l-alpha-amino acid, Amino fatty acid, Fatty acyl, Fatty acid, Acetamide, Secondary carboxylic acid amide, Guanidine, Carboxamide group, Carboximidamide, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid amide, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Imine, Carbonyl group, Aliphatic acyclic compound
Compound Name N-Acetyl-L-arginine
Kingdom Organic compounds
Exact Mass 216.122
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 216.122
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 216.24
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Inchi InChI=1S/C8H16N4O3/c1-5(13)12-6(7(14)15)3-2-4-11-8(9)10/h6H,2-4H2,1H3,(H,12,13)(H,14,15)(H4,9,10,11)/t6-/m0/s1
Smiles CC(=O)N[C@@H](CCCN=C(N)N)C(=O)O
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent N-acyl-L-alpha-amino acids

  • 1. Outgoing r'ship FOUND_IN to/from Eriobotrya Japonica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all