1.0 2018-06-25 21:45:58 UTC 2020-05-05 18:40:37 UTC BMDB0062039 BMDB62039 2,4-Diaminobutyric acid 2,4-Diaminobutyric acid, also known as 2,4-diaminobutanoate or Dbu, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2,4-Diaminobutyric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2,4-Diaminobutyric acid exists in all living organisms, ranging from bacteria to humans. 2,4-Diaminobutanoic acid alpha,gamma-Diaminobutanoic acid alpha,gamma-Diaminobutyric acid Dbu 2,4-Diaminobutanoate a,g-Diaminobutanoate a,g-Diaminobutanoic acid alpha,gamma-Diaminobutanoate Α,γ-diaminobutanoate Α,γ-diaminobutanoic acid a,g-Diaminobutyrate a,g-Diaminobutyric acid alpha,gamma-Diaminobutyrate Α,γ-diaminobutyrate Α,γ-diaminobutyric acid 2,4-Diaminobutyrate (RS)-2,4-Diaminobutyric acid 2,4-diamino-Butanoate 2,4-diamino-Butanoic acid 2,4-diamino-Butyric acid 2,4-diamino-N-Butyric acid DL-2,4-diamino-N-Butyric acid DL-2,4-Diaminobutanoate DL-2,4-Diaminobutanoic acid DL-2,4-Diaminobutyric acid DL-alpha,gamma-Diaminobutyric acid 2,4-Diaminobutyric acid dihydrochloride, (+-)-isomer 2,4-Diaminobutyric acid monohydrochloride, (S)-isomer 2,4-Diaminobutyric acid, (+)-isomer 2,4-Diaminobutyric acid, (+-)-isomer 2,4-Diaminobutyric acid, (R)-isomer 2,4-Diaminobutyric acid, (S)-isomer L-2,4-Diaminobutyric acid 2,4-Diaminobutyric acid dihydrochloride, (S)-isomer 2,4-Diaminobutyric acid monohydrochloride, (+-)-isomer 2,4-Diamino-butyrate 2,4-Diaminobutyric acid C4H10N2O2 118.1344 118.074227574 2,4-diaminobutanoic acid 2,4-diaminobutanoic acid 305-62-4 NCCC(N)C(O)=O InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8) OGNSCSPNOLGXSM-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Alpha amino acids Amino acids Amino fatty acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Amino fatty acid Carbonyl group Carboxylic acid Fatty acid Fatty acyl Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Aliphatic acyclic compounds Amino fatty acids diamino acid gamma-amino acid non-proteinogenic alpha-amino acid Solid logp -4.64 HANSCH,C ET AL. (1995) logp -3.66 ALOGPS logs 0.36 ALOGPS logp -4 ChemAxon pka_strongest_acidic 2.55 ChemAxon pka_strongest_basic 9.95 ChemAxon iupac 2,4-diaminobutanoic acid ChemAxon average_mass 118.1344 ChemAxon mono_mass 118.074227574 ChemAxon smiles NCCC(N)C(O)=O ChemAxon formula C4H10N2O2 ChemAxon inchi InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8) ChemAxon inchikey OGNSCSPNOLGXSM-UHFFFAOYSA-N ChemAxon polar_surface_area 89.34 ChemAxon refractivity 28.56 ChemAxon polarizability 11.79 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 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::MsIr 1753 Specdb::MsIr 1754 Specdb::MsIr 1755 Specdb::NmrTwoD 1819 Specdb::CMs 11325 Specdb::CMs 31972 Specdb::CMs 31973 Specdb::CMs 31974 Specdb::CMs 31975 Specdb::CMs 31976 Specdb::CMs 38391 Specdb::CMs 99770 Specdb::CMs 99771 Specdb::CMs 99772 Specdb::CMs 99773 Specdb::CMs 99774 Specdb::CMs 135412 Specdb::CMs 143146 Specdb::NmrOneD 1882 Specdb::NmrOneD 10362 Specdb::NmrOneD 10363 Specdb::NmrOneD 10364 Specdb::NmrOneD 10365 Specdb::NmrOneD 10366 Specdb::NmrOneD 10367 Specdb::NmrOneD 10368 Specdb::NmrOneD 10369 Specdb::NmrOneD 10370 Specdb::NmrOneD 10371 Specdb::NmrOneD 10372 Specdb::NmrOneD 10373 Specdb::NmrOneD 10374 Specdb::NmrOneD 10375 Specdb::NmrOneD 10376 Specdb::NmrOneD 10377 Specdb::NmrOneD 10378 Specdb::NmrOneD 10379 Specdb::NmrOneD 10380 Specdb::NmrOneD 10381 Specdb::NmrOneD 166584 Specdb::NmrOneD 166586 Specdb::MsMs 2083 Specdb::MsMs 2084 Specdb::MsMs 2085 Specdb::MsMs 291007 Specdb::MsMs 291008 Specdb::MsMs 291009 Specdb::MsMs 330814 Specdb::MsMs 330815 Specdb::MsMs 330816 Specdb::MsMs 2789272 Specdb::MsMs 2789273 Specdb::MsMs 2789274 Specdb::MsMs 2919248 Specdb::MsMs 2919249 Specdb::MsMs 2919250 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Liver 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Milk Raw milk, by GC-TOF/MS Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. 29197344 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 FDB022978 457 470 64307 C00034868 Talbot, Guy; Gaudry, Roger; Berlinguet, Louis. Synthesis of 4-aminobutyric acid and 2,4-diaminobutyric acid from butyrolactone. Canadian Journal of Chemistry (1958), 36 593-6. Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Mung D, Li L: Development of Chemical Isotope Labeling LC-MS for Milk Metabolomics: Comprehensive and Quantitative Profiling of the Amine/Phenol Submetabolome. Anal Chem. 2017 Apr 18;89(8):4435-4443. doi: 10.1021/acs.analchem.6b03737. Epub 2017 Mar 28. 28306241 Sun HZ, Shi K, Wu XH, Xue MY, Wei ZH, Liu JX, Liu HY: Lactation-related metabolic mechanism investigated based on mammary gland metabolomics and 4 biofluids' metabolomics relationships in dairy cows. BMC Genomics. 2017 Dec 2;18(1):936. doi: 10.1186/s12864-017-4314-1. 29197344