1.0 2016-09-30 23:03:45 UTC 2020-05-11 20:40:29 UTC BMDB0003334 BMDB03334 Symmetric dimethylarginine (2S)-2-Amino-5-(n',n''-dimethylcarbamimidamido)pentanoic acid (S)-2-Amino-5-(n',n''-dimethylguanidino)pentanoic acid Guanidino-N(1),N(2)-dimethylarginine N(g1),N(g2)-Dimethylarginine N,N'-dimethylarginine N(3),N(4)-Dimethyl-L-arginine N(3),N(4)-Dimethylarginine N5-((Methylamino)(methylimino)methyl)-L-ornithine N(5)-(N,N'-dimethylamidino)-L-ornithine N(5)-(N,N'-dimethylcarbamimidoyl)-L-ornithine N(5)-[Bis(methylamino)methylene]-L-ornithine N(g),N'(g)-dimethyl-L-arginine N(g),N'(g)-dimethylarginine SDMA (2S)-2-Amino-5-(n',n''-dimethylcarbamimidamido)pentanoate (S)-2-Amino-5-(n',n''-dimethylguanidino)pentanoate N5-(N,N'-dimethylamidino)-L-ornithine N5-[Bis(methylamino)methylene]-L-ornithine NG,N'G-dimethyl-L-arginine NG,N'G-dimethylarginine NG,NG'-dimethylarginine Omega-N(g),n'(g)-dimethylarginine SDMA arginine C8H18N4O2 202.2541 202.14297584 (2S)-2-amino-5-[(E)-N',N''-dimethylcarbamimidamido]pentanoic acid N3, N4-dimethylarginine 30344-00-4 CN\C(NCCC[C@H](N)C(O)=O)=N/C 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 HVPFXCBJHIIJGS-LURJTMIESA-N 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. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Arginine and derivatives Amino acids Carbonyl compounds Carboximidamides Carboxylic acids Fatty acids and conjugates Guanidines Hydrocarbon derivatives Imines L-alpha-amino acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Arginine or derivatives Carbonyl group Carboximidamide Carboxylic acid Fatty acid Guanidine Hydrocarbon derivative Imine L-alpha-amino acid Monocarboxylic acid or derivatives Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Propargyl-type 1,3-dipolar organic compound Aliphatic acyclic compounds L-arginine derivative dimethylarginine guanidines non-proteinogenic L-alpha-amino acid Solid logp -2.94 ALOGPS logs -2.11 ALOGPS logp -2.7 ChemAxon pka_strongest_acidic 2.54 ChemAxon pka_strongest_basic 12.4 ChemAxon iupac (2S)-2-amino-5-[(E)-N',N''-dimethylcarbamimidamido]pentanoic acid ChemAxon average_mass 202.2541 ChemAxon mono_mass 202.14297584 ChemAxon smiles CN\C(NCCC[C@H](N)C(O)=O)=N/C ChemAxon formula C8H18N4O2 ChemAxon inchi 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 ChemAxon inchikey HVPFXCBJHIIJGS-LURJTMIESA-N ChemAxon polar_surface_area 99.74 ChemAxon refractivity 53.18 ChemAxon polarizability 22.22 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 1952 Specdb::NmrOneD 135590 Specdb::NmrOneD 135591 Specdb::NmrOneD 135592 Specdb::NmrOneD 135593 Specdb::NmrOneD 135594 Specdb::NmrOneD 135595 Specdb::NmrOneD 135596 Specdb::NmrOneD 135597 Specdb::NmrOneD 135598 Specdb::NmrOneD 135599 Specdb::NmrOneD 135600 Specdb::NmrOneD 135601 Specdb::NmrOneD 135602 Specdb::NmrOneD 135603 Specdb::NmrOneD 135604 Specdb::NmrOneD 135605 Specdb::NmrOneD 135606 Specdb::NmrOneD 135607 Specdb::NmrOneD 135608 Specdb::NmrOneD 135609 Specdb::MsMs 57705 Specdb::MsMs 57706 Specdb::MsMs 57707 Specdb::MsMs 113466 Specdb::MsMs 113467 Specdb::MsMs 113468 Specdb::MsMs 2235735 Specdb::MsMs 2237625 Specdb::MsMs 2239762 Specdb::MsMs 2787508 Specdb::MsMs 2787509 Specdb::MsMs 2787510 Specdb::MsMs 2917607 Specdb::MsMs 2917608 Specdb::MsMs 2917609 Specdb::MsIr 1927 Specdb::MsIr 1928 Specdb::MsIr 1929 Specdb::CMs 12637 Specdb::CMs 38573 Specdb::CMs 132059 Specdb::CMs 139793 Blood Detected by electrospray ionization tandem mass spectrometry with the Biocrates AbsoluteIDQ in male Charolais and Holstein cows. Weikard R, Altmaier E, Suhre K, Weinberger KM, Hammon HM, Albrecht E, Setoguchi K, Takasuga A, Kuhn C: Metabolomic profiles indicate distinct physiological pathways affected by two loci with major divergent effect on Bos taurus growth and lipid deposition. Physiol Genomics. 2010 Oct;42A(2):79-88. doi: 10.1152/physiolgenomics.00120.2010. Epub 2010 Jul 20. 20647382 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB000509 DB02302 147942 C00052415 169148 25682 6891 Zinellu 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.