1.0 2016-09-30 22:44:52 UTC 2020-05-05 18:40:10 UTC BMDB0001370 BMDB01370 Diaminopimelic acid Diaminopimelic acid, also known as LL-2,6-diaminopimelate or acid, diaminopimelic, 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. Diaminopimelic acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Diaminopimelic acid exists in all living species, ranging from bacteria to humans. (S,S)-2,6-Diaminopimelic acid (S-(R*,r*))-2,6-diaminoheptanedioic acid L,L-2,6-Diaminopimelic acid LL-2,6-Diaminoheptanedioate LL-2,6-Diaminopimelate LL-2,6-Diaminopimelic acid (S,S)-2,6-Diaminopimelate (S-(R*,r*))-2,6-diaminoheptanedioate L,L-2,6-Diaminopimelate LL-2,6-Diaminoheptanedioic acid Diaminopimelate ( (R*,s*)-2,6-diamino-heptanedioate ( (R*,s*)-2,6-diamino-heptanedioic acid (2R,6S)-2,6-diamino-Heptanedioate (2R,6S)-2,6-diamino-Heptanedioic acid (R*,s*)-2,6-diamino-heptanedioate (R*,s*)-2,6-diamino-heptanedioic acid 2,6-diamino-Heptanedioate 2,6-diamino-Heptanedioic acid 2,6-Diaminoheptanedioate 2,6-Diaminoheptanedioic acid 2,6-Diaminopimelate 2,6-Diaminopimelic acid a,A'-diaminopimelate a,A'-diaminopimelic acid a,e-Diaminopimelate a,e-Diaminopimelic acid D,L-Diaminopimelate D,L-meso-Diaminoheptanedioate D,L-meso-Diaminoheptanedioic acid DAPA DL-2,6-Diaminoheptanedioate DL-2,6-Diaminoheptanedioic acid DL-2,6-Diaminopimelate DL-2,6-Diaminopimelic acid L,L-2,6-Diaminoheptanedioate L,L-2,6-Diaminoheptanedioic acid L,L-Diaminopimelate meso-1-alpha,epsilon-Diaminopimelate meso-2,6-diamino-Heptanedioate meso-2,6-diamino-Heptanedioic acid meso-2,6-Diaminoheptanedioate meso-2,6-Diaminoheptanedioic acid meso-alpha,Alpha'-diaminopimelate meso-alpha,Alpha'-diaminopimelic acid meso-alpha,epsilon-Diaminopimelate meso-alpha,epsilon-Diaminopimelic acid meso-Diaminoheptanedioate meso-Diaminoheptanedioic acid meso-Diaminopimelate Acid, diaminopimelic 2,6 Diaminopimelic acid Acid, 2,6-diaminopimelic Diamino-pimelate Diaminopimelic acid C7H14N2O4 190.1971 190.095356946 (2S,6S)-2,6-diaminoheptanedioic acid diamino-pimelic acid 14289-34-0 N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1 GMKMEZVLHJARHF-WHFBIAKZSA-N 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. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues L-alpha-amino acids Amino acids Amino fatty acids Carbonyl compounds Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Medium-chain fatty acids Monoalkylamines Organic oxides Organopnictogen compounds Aliphatic acyclic compound Amine Amino acid Amino fatty acid Carbonyl group Carboxylic acid Dicarboxylic acid or derivatives Fatty acid Fatty acyl Hydrocarbon derivative L-alpha-amino acid Medium-chain fatty acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Aliphatic acyclic compounds 2,6-diaminopimelic acid Dicarboxylic acids Solid melting_point 300 °C logp -4.13 ALOGPS logs -1.13 ALOGPS logp -5.5 ChemAxon pka_strongest_acidic 1.85 ChemAxon pka_strongest_basic 9.83 ChemAxon iupac (2S,6S)-2,6-diaminoheptanedioic acid ChemAxon average_mass 190.1971 ChemAxon mono_mass 190.095356946 ChemAxon smiles N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O ChemAxon formula C7H14N2O4 ChemAxon inchi InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1 ChemAxon inchikey GMKMEZVLHJARHF-WHFBIAKZSA-N ChemAxon polar_surface_area 126.64 ChemAxon refractivity 43.64 ChemAxon polarizability 18.93 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge 0 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::NmrTwoD 1631 Specdb::MsIr 1227 Specdb::MsIr 1228 Specdb::MsIr 1229 Specdb::CMs 731 Specdb::CMs 732 Specdb::CMs 2666 Specdb::CMs 30185 Specdb::CMs 30251 Specdb::CMs 38043 Specdb::CMs 170469 Specdb::NmrOneD 1690 Specdb::NmrOneD 147590 Specdb::NmrOneD 147591 Specdb::NmrOneD 147592 Specdb::NmrOneD 147593 Specdb::NmrOneD 147594 Specdb::NmrOneD 147595 Specdb::NmrOneD 147596 Specdb::NmrOneD 147597 Specdb::NmrOneD 147598 Specdb::NmrOneD 147599 Specdb::NmrOneD 147600 Specdb::NmrOneD 147601 Specdb::NmrOneD 147602 Specdb::NmrOneD 147603 Specdb::NmrOneD 147604 Specdb::NmrOneD 147605 Specdb::NmrOneD 147606 Specdb::NmrOneD 147607 Specdb::NmrOneD 147608 Specdb::NmrOneD 147609 Specdb::MsMs 1538 Specdb::MsMs 1539 Specdb::MsMs 1540 Specdb::MsMs 182697 Specdb::MsMs 182698 Specdb::MsMs 182699 Specdb::MsMs 183045 Specdb::MsMs 183046 Specdb::MsMs 183047 Specdb::MsMs 2240765 Specdb::MsMs 2240913 Specdb::MsMs 2244429 Specdb::MsMs 2244985 Specdb::MsMs 2245142 Specdb::MsMs 2245662 Specdb::MsMs 2246531 Specdb::MsMs 2247026 Specdb::MsMs 2247250 Specdb::MsMs 2247766 Specdb::MsMs 2249147 Specdb::MsMs 2249249 Specdb::MsMs 2251176 Specdb::MsMs 2251216 Specdb::MsMs 2330745 Specdb::MsMs 2330746 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 Commercial whole milk with 3.25% fat Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 Milk Commercial milk, by CIL LC-MS 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 FDB022583 388416 C00666 439283 DB03590 C00007596 16026 LL-DIAMINOPIMELATE Diaminopimelic acid 352 Gao, Yong. Synthesis of diaminopimelic acid (DAP) and analogues: mechanistic studies on DAP aminotransferase, epimerase and dehydrogenase. (1998), 166 pp. 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 Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809