1.0 2016-09-30 23:00:42 UTC 2020-05-05 18:40:22 UTC BMDB0002520 BMDB02520 Beta-Glycerophosphoric acid Glycerol 2-phosphate, also known as beta-glycerophosphate, belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Glycerol 2-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Glycerol 2-phosphate exists in all living species, ranging from bacteria to humans. 1,2,3-Propanetriol, 2-(dihydrogen phosphate) 1,3-Hydroxy-2-propyl dihydrogen phosphate 2-Glycerophosphate 2-HYDROXY-1-(hydroxymethyl)ethyl dihydrogen phosphATE beta-Glycerophosphate 1,2,3-Propanetriol, 2-(dihydrogen phosphoric acid) 1,3-Hydroxy-2-propyl dihydrogen phosphoric acid 2-Glycerophosphoric acid 2-HYDROXY-1-(hydroxymethyl)ethyl dihydrogen phosphoric acid b-Glycerophosphate b-Glycerophosphoric acid Β-glycerophosphate Β-glycerophosphoric acid Glycerol 2-phosphate beta-Glycerol phosphate beta-Glycerophosphoric acid, calcium salt beta-Glycerophosphoric acid, calcium salt (1:1) beta-Glycerophosphoric acid, disodium salt beta-Glycerophosphoric acid, iron salt beta-Glycerophosphoric acid, iron(3+) salt(3:2) beta-Glycerophosphoric acid, sodium salt beta-Glycerophosphorate Glycerol-2-phosphate beta-Glycerophosphoric acid Glycerol 2-phosphoric acid BGA Dihydrogen beta-glycerophosphate Dihydrogen β-glycerophosphate beta-Glyceryl phosphate β-Glyceryl phosphate Glycerol-2-phosphoric acid C3H9O6P 172.0737 172.013674532 [(1,3-dihydroxypropan-2-yl)oxy]phosphonic acid β-glycerophosphorate 17181-54-3 OCC(CO)OP(O)(O)=O InChI=1S/C3H9O6P/c4-1-3(2-5)9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) DHCLVCXQIBBOPH-UHFFFAOYSA-N belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Organic compounds Lipids and lipid-like molecules Glycerophospholipids Glycerophosphates Glycerophosphates Hydrocarbon derivatives Monoalkyl phosphates Organic oxides Primary alcohols Alcohol Aliphatic acyclic compound Alkyl phosphate Hydrocarbon derivative Monoalkyl phosphate Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organooxygen compound Phosphoric acid ester Primary alcohol Sn-glycerol-2-phosphate Aliphatic acyclic compounds glycerol monophosphate Solid logp -1.84 ALOGPS logs -0.75 ALOGPS logp -2 ChemAxon pka_strongest_acidic 1.13 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(1,3-dihydroxypropan-2-yl)oxy]phosphonic acid ChemAxon average_mass 172.0737 ChemAxon mono_mass 172.013674532 ChemAxon smiles OCC(CO)OP(O)(O)=O ChemAxon formula C3H9O6P ChemAxon inchi InChI=1S/C3H9O6P/c4-1-3(2-5)9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8) ChemAxon inchikey DHCLVCXQIBBOPH-UHFFFAOYSA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 31.39 ChemAxon polarizability 13.29 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 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 Specdb::CMs 1394 Specdb::CMs 3409 Specdb::CMs 30558 Specdb::CMs 31421 Specdb::CMs 31991 Specdb::CMs 38436 Specdb::CMs 158135 Specdb::MsIr 1792 Specdb::MsIr 1793 Specdb::MsIr 1794 Specdb::MsMs 23102 Specdb::MsMs 23103 Specdb::MsMs 23104 Specdb::MsMs 29900 Specdb::MsMs 29901 Specdb::MsMs 29902 Specdb::MsMs 439210 Specdb::MsMs 2235827 Specdb::MsMs 2237564 Specdb::MsMs 2237891 Specdb::MsMs 2239670 Specdb::MsMs 2240049 Specdb::MsMs 2241681 Specdb::MsMs 2242136 Specdb::MsMs 2243716 Specdb::MsMs 2244185 Specdb::MsMs 2245895 Specdb::MsMs 2252913 Specdb::MsMs 2253544 Specdb::MsMs 2255039 Specdb::MsMs 2255552 Specdb::MsMs 2256951 Specdb::MsMs 2450983 Specdb::MsMs 2450984 Specdb::MsMs 2450985 Specdb::NmrOneD 122618 Specdb::NmrOneD 122619 Specdb::NmrOneD 122620 Specdb::NmrOneD 122621 Specdb::NmrOneD 122622 Specdb::NmrOneD 122623 Specdb::NmrOneD 122624 Specdb::NmrOneD 122625 Specdb::NmrOneD 122626 Specdb::NmrOneD 122627 Specdb::NmrOneD 122628 Specdb::NmrOneD 122629 Specdb::NmrOneD 122630 Specdb::NmrOneD 122631 Specdb::NmrOneD 122632 Specdb::NmrOneD 122633 Specdb::NmrOneD 122634 Specdb::NmrOneD 122635 Specdb::NmrOneD 122636 Specdb::NmrOneD 122637 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 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 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 By GC-MS and LC-MS/MS Characterization of the biochemical variability of bovine milk using metabolomics 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 Milk Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff, John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375-386 doi: 10.1007/s11306-009-0160-8 2431 FDB023021 2526 DB01779 17270 C02979 C00007407 CPD-536 Glycerol_2-phosphate 6708 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 Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff, John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375-386 doi: 10.1007/s11306-009-0160-8 Characterization of the biochemical variability of bovine milk using metabolomics