1.0 2016-09-30 22:27:21 UTC 2020-05-21 16:28:41 UTC BMDB0000247 BMDB00247 Sorbitol Sorbitolol, also known as sorbitolol or Sorbitolol, belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. Sorbitolol is a drug which is used as a non-stimulant laxative via an oral suspension or enema. Sorbitolol exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Sorbitolol exists in all living species, ranging from bacteria to humans. Sorbitolol participates in a number of enzymatic reactions, within cattle. In particular, D-Galactose and sorbitolol can be converted into melibiitol; which is mediated by the enzyme Alpha-galactosidase a. In addition, Sorbitolol can be converted into Alpha-D-glucose; which is catalyzed by the enzyme aldose reductase. In cattle, sorbitolol is involved in a couple of metabolic pathways, which include the galactose metabolism pathway and the fructose and mannose degradation pathway. (-)-Sorbitol (2R,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol D-(-)-Sorbitol D-Sorbit D-SORBITOL e 420 e-420 e420 g-Ol GLC-Ol L-Gulitol D-Glucitol Sorbitol 3% in plastic container D-Sorbol Diakarmon Esasorb Foodol D 70 Glucarine Glucitol Karion Karion instant Kyowa powder 50m Multitol Neosorb Neosorb 20/60dC Neosorb 70/02 Neosorb 70/70 Neosorb p 20/60 Neosorb p 60 Neosorb p 60W Nivitin Resulax Sionit Sionit K Sionite Sionon Siosan Sorbex m Sorbex R Sorbex RP Sorbex S Sorbex X Sorbilande Sorbilax Sorbit Sorbit D 70 Sorbit D-powder Sorbit DP Sorbit DP 50 Sorbit kyowa powder 50m Sorbit L 70 Sorbit S Sorbit T 70 Sorbit W 70 Sorbit W-powder Sorbit W-powder 50 Sorbit WP Sorbite Sorbitol F Sorbitol FK Sorbitol FP Sorbitol S Sorbitol syrup C Sorbitur Sorbo Sorbogem 712 Sorbol Sorbostyl Medefield brand OF sorbitol Sorbitol pfizer brand Yal Klysma sorbit Medevac Trommsdorff brand OF sorbitol Baxter brand OF sorbitol Pfizer brand OF sorbitol C6H14O6 182.1718 182.07903818 (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol D-sorbitol 50-70-4 OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1 FBPFZTCFMRRESA-JGWLITMVSA-N belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Sugar alcohols Hydrocarbon derivatives Monosaccharides Polyols Primary alcohols Secondary alcohols Alcohol Aliphatic acyclic compound Hydrocarbon derivative Monosaccharide Polyol Primary alcohol Secondary alcohol Sugar alcohol Aliphatic acyclic compounds glucitol Liquid melting_point 11 °C water_solubility 2750.0 mg/mL logp -2.2 SANGSTER (1994) logp -2.68 ALOGPS logs 0.10 ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 12.59 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol ChemAxon average_mass 182.1718 ChemAxon mono_mass 182.07903818 ChemAxon smiles OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO ChemAxon formula C6H14O6 ChemAxon inchi InChI=1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1 ChemAxon inchikey FBPFZTCFMRRESA-JGWLITMVSA-N ChemAxon polar_surface_area 121.38 ChemAxon refractivity 38.4 ChemAxon polarizability 17.12 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 6 ChemAxon donor_count 6 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 Fructose and Mannose Degradation SMP0087197 Galactose Metabolism SMP0087225 Specdb::NmrTwoD 1236 Specdb::MsIr 346 Specdb::MsIr 347 Specdb::MsIr 348 Specdb::NmrOneD 1216 Specdb::NmrOneD 1273 Specdb::NmrOneD 4929 Specdb::NmrOneD 6252 Specdb::NmrOneD 6253 Specdb::NmrOneD 6254 Specdb::NmrOneD 6255 Specdb::NmrOneD 6256 Specdb::NmrOneD 6257 Specdb::NmrOneD 6258 Specdb::NmrOneD 6259 Specdb::NmrOneD 6260 Specdb::NmrOneD 6261 Specdb::NmrOneD 6262 Specdb::NmrOneD 6263 Specdb::NmrOneD 6264 Specdb::NmrOneD 6265 Specdb::NmrOneD 6266 Specdb::NmrOneD 6267 Specdb::NmrOneD 6268 Specdb::NmrOneD 6269 Specdb::NmrOneD 6270 Specdb::NmrOneD 6271 Specdb::NmrOneD 166528 Specdb::MsMs 421 Specdb::MsMs 422 Specdb::MsMs 423 Specdb::MsMs 177957 Specdb::MsMs 177958 Specdb::MsMs 177959 Specdb::MsMs 180270 Specdb::MsMs 180271 Specdb::MsMs 180272 Specdb::MsMs 439783 Specdb::MsMs 439784 Specdb::MsMs 447483 Specdb::MsMs 449938 Specdb::MsMs 449939 Specdb::MsMs 449940 Specdb::MsMs 449941 Specdb::MsMs 449942 Specdb::MsMs 449943 Specdb::MsMs 449944 Specdb::MsMs 449945 Specdb::MsMs 2236749 Specdb::MsMs 2239864 Specdb::MsMs 2241833 Specdb::MsMs 2777195 Specdb::MsMs 2777196 Specdb::CMs 486 Specdb::CMs 1651 Specdb::CMs 2338 Specdb::CMs 30531 Specdb::CMs 31102 Specdb::CMs 32318 Specdb::CMs 37385 Specdb::CMs 167112 Specdb::CMs 1055333 Specdb::CMs 1055334 Specdb::CMs 1055336 Specdb::CMs 1055338 Specdb::CMs 1055340 Specdb::CMs 1055342 Specdb::CMs 1055344 Specdb::CMs 1055346 Specdb::CMs 1055347 Specdb::CMs 1055349 Specdb::CMs 1055351 Specdb::CMs 1055353 Specdb::CMs 1055354 Specdb::CMs 1055356 Specdb::CMs 1055358 Specdb::CMs 1055360 Specdb::CMs 1055362 Adipose 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 Adrenal Medulla 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 Bladder 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 Erythrocyte 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 Eye Lens 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 Fibroblasts 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 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 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 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 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 Neuron 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 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 Platelet 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 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 Retina 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 Semen Analysis was performed using GC-MS in Holstein bulls (n = 16). Compound was identified by probable match parameters of the NIST Mass Spectral Search Program Velho ALC, Menezes E, Dinh T, Kaya A, Topper E, Moura AA, Memili E: Metabolomic markers of fertility in bull seminal plasma. PLoS One. 2018 Apr 10;13(4):e0195279. doi: 10.1371/journal.pone.0195279. eCollection 2018. 29634739 5576 DB01638 FDB011676 C00794 17924 5780 SORBITOL C00001173 Sorbitol Liu, Haichao; Luo, Chen. Method for manufacturing sorbitol and mannitol with cellulose. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 8pp. BMDBP00784 Sorbitol dehydrogenase Q58D31 SORD Enzyme BMDBP00798 Aldo-keto reductase family 1 member B1 P16116 AKR1B1 Enzyme BMDBP02909 Alpha-N-acetylgalactosaminidase Q58DH9 NAGA Enzyme