1.0 2016-09-30 22:27:42 UTC 2020-05-21 16:28:59 UTC BMDB0000272 BMDB00272 Phosphoserine (+)-L-Serine dihydrogen phosphate (ester) (2S)-2-Amino-3-(phosphonooxy)propanoic acid (S)-2-Amino-3-hydroxypropanoic acid 3-phosphate 3-Phosphoserine Dexfosfoserine L-O-Phosphoserine O-Phosphoserine 3-Phospho-L-serine (+)-L-Serine dihydrogen phosphoric acid (ester) (2S)-2-Amino-3-(phosphonooxy)propanoate (S)-2-Amino-3-hydroxypropanoate 3-phosphate (S)-2-Amino-3-hydroxypropanoic acid 3-phosphoric acid 3-O-Phosphoserine Fosforina L-3-Phosphoserine L-O-Serine phosphate L-Phosphoserine L-Serine dihydrogen phosphate (ester) L-Serine phosphate L-Serinephosphorate L-Serinephosphoric acid L-Seryl phosphate Plasmenylserine C3H8NO6P 185.0725 185.008923505 (2S)-2-amino-3-(phosphonooxy)propanoic acid phosphoserine 407-41-0 N[C@@H](COP(O)(O)=O)C(O)=O InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1 BZQFBWGGLXLEPQ-REOHCLBHSA-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 Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkyl phosphates Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Phosphoethanolamines Aliphatic acyclic compound Alkyl phosphate Amine Amino acid Carbonyl group Carboxylic acid Hydrocarbon derivative L-alpha-amino acid Monoalkyl phosphate Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organonitrogen compound Organooxygen compound Organopnictogen compound Phosphoethanolamine Phosphoric acid ester Primary aliphatic amine Primary amine Aliphatic acyclic compounds O-phosphoserine Solid melting_point 170 - 171 °C water_solubility 71 mg/mL logp -2.32 ALOGPS logs -0.97 ALOGPS logp -3.2 ChemAxon pka_strongest_acidic 1.2 ChemAxon pka_strongest_basic 9.39 ChemAxon iupac (2S)-2-amino-3-(phosphonooxy)propanoic acid ChemAxon average_mass 185.0725 ChemAxon mono_mass 185.008923505 ChemAxon smiles N[C@@H](COP(O)(O)=O)C(O)=O ChemAxon formula C3H8NO6P ChemAxon inchi InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1 ChemAxon inchikey BZQFBWGGLXLEPQ-REOHCLBHSA-N ChemAxon polar_surface_area 130.08 ChemAxon refractivity 32.91 ChemAxon polarizability 13.97 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 4 ChemAxon physiological_charge -2 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 Glycine and Serine Metabolism SMP0087245 Specdb::NmrTwoD 1251 Specdb::MsIr 375 Specdb::MsIr 376 Specdb::MsIr 377 Specdb::CMs 509 Specdb::CMs 510 Specdb::CMs 511 Specdb::CMs 1492 Specdb::CMs 2586 Specdb::CMs 30393 Specdb::CMs 30394 Specdb::CMs 30657 Specdb::CMs 31111 Specdb::CMs 32179 Specdb::CMs 32180 Specdb::CMs 37396 Specdb::CMs 136676 Specdb::CMs 144410 Specdb::CMs 1056501 Specdb::CMs 1056503 Specdb::CMs 1056504 Specdb::CMs 1056506 Specdb::CMs 1056508 Specdb::NmrOneD 1308 Specdb::NmrOneD 4960 Specdb::NmrOneD 4961 Specdb::NmrOneD 6362 Specdb::NmrOneD 6363 Specdb::NmrOneD 6364 Specdb::NmrOneD 6365 Specdb::NmrOneD 6366 Specdb::NmrOneD 6367 Specdb::NmrOneD 6368 Specdb::NmrOneD 6369 Specdb::NmrOneD 6370 Specdb::NmrOneD 6371 Specdb::NmrOneD 6372 Specdb::NmrOneD 6373 Specdb::NmrOneD 6374 Specdb::NmrOneD 6375 Specdb::NmrOneD 6376 Specdb::NmrOneD 6377 Specdb::NmrOneD 6378 Specdb::NmrOneD 6379 Specdb::NmrOneD 6380 Specdb::NmrOneD 6381 Specdb::MsMs 475 Specdb::MsMs 476 Specdb::MsMs 477 Specdb::MsMs 3895 Specdb::MsMs 3896 Specdb::MsMs 3897 Specdb::MsMs 3898 Specdb::MsMs 3899 Specdb::MsMs 3903 Specdb::MsMs 178479 Specdb::MsMs 178480 Specdb::MsMs 178481 Specdb::MsMs 180798 Specdb::MsMs 180799 Specdb::MsMs 180800 Specdb::MsMs 439096 Specdb::MsMs 446797 Specdb::MsMs 446798 Specdb::MsMs 446799 Specdb::MsMs 446800 Specdb::MsMs 446801 Specdb::MsMs 2226435 Specdb::MsMs 2228262 Specdb::MsMs 2228800 Specdb::MsMs 2230666 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 Prostate Tissue 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 C01005 DB04522 FDB021926 62074 68841 15811 C00007287 3-phosphoserine 3-P-SERINE 5270 Barruel, Elena Mery. Biosynthesis of phosphoserine in vitro. Anales Fac. Quim. y Farm. (1960), 12 228-33. BMDBP00240 14-3-3 protein zeta/delta P63103 YWHAZ Enzyme BMDBP00241 14-3-3 protein eta P68509 YWHAH Enzyme BMDBP00242 14-3-3 protein gamma P68252 YWHAG Enzyme BMDBP00243 14-3-3 protein beta/alpha P68250 YWHAB Enzyme BMDBP00485 Phosphoserine phosphatase Q2KHU0 PSPH Enzyme BMDBP00855 Phosphoserine aminotransferase A6QR28 PSAT1 Enzyme BMDBP01419 14-3-3 protein theta Q3SZI4 YWHAQ Enzyme BMDBP01420 14-3-3 protein epsilon P62261 YWHAE Enzyme BMDBP01421 14-3-3 protein sigma Q0VC36 SFN Enzyme