1.0 2016-09-30 22:32:56 UTC 2020-05-11 20:37:13 UTC BMDB0000568 BMDB00568 D-Arabitol D-Arabitol, also known as D-lyxitol or D-arabinol, 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. D-Arabitol exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. D-Arabitol exists in all living organisms, ranging from bacteria to humans. D-Arabitol is a potentially toxic compound. D-Arabitol has been found to be associated with several diseases known as colorectal cancer, invasive candidiasis, and eosinophilic esophagitis; also d-arabitol has been linked to the inborn metabolic disorders including ribose-5-phosphate isomerase deficiency. D-Arabinol D-Lyxitol D-Arabinitol Arabitol, (D)-isomer Arabitol D-(+)-Arabitol (+--)-Arabitol DL-Arabitol Arabino-pentitol Lyxitol D-Arabitol C5H12O5 152.1458 152.068473494 (2R,4R)-pentane-1,2,3,4,5-pentol arabitol 488-82-4 OC[C@@H](O)C(O)[C@H](O)CO InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1 HEBKCHPVOIAQTA-QWWZWVQMSA-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 arabinitol Solid logp -2.53 ALOGPS logs 0.64 ALOGPS logp -3.1 ChemAxon pka_strongest_acidic 12.76 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,4R)-pentane-1,2,3,4,5-pentol ChemAxon average_mass 152.1458 ChemAxon mono_mass 152.068473494 ChemAxon smiles OC[C@@H](O)C(O)[C@H](O)CO ChemAxon formula C5H12O5 ChemAxon inchi InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4-/m1/s1 ChemAxon inchikey HEBKCHPVOIAQTA-QWWZWVQMSA-N ChemAxon polar_surface_area 101.15 ChemAxon refractivity 32.44 ChemAxon polarizability 14.28 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 5 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 2002 Specdb::MsIr 646 Specdb::MsIr 647 Specdb::MsIr 648 Specdb::CMs 1373 Specdb::CMs 165461 Specdb::CMs 1066147 Specdb::CMs 1066149 Specdb::CMs 1066151 Specdb::CMs 1066153 Specdb::CMs 1066154 Specdb::CMs 1066156 Specdb::CMs 1066158 Specdb::CMs 1066160 Specdb::CMs 1066161 Specdb::CMs 1066163 Specdb::CMs 1066165 Specdb::CMs 1066167 Specdb::CMs 1066169 Specdb::CMs 1066170 Specdb::CMs 1066172 Specdb::CMs 1066173 Specdb::CMs 1066174 Specdb::CMs 1066176 Specdb::CMs 1066177 Specdb::CMs 1066179 Specdb::CMs 1066181 Specdb::CMs 1066182 Specdb::CMs 1066184 Specdb::EiMs 1981 Specdb::MsMs 104844 Specdb::MsMs 104845 Specdb::MsMs 104846 Specdb::MsMs 171201 Specdb::MsMs 171202 Specdb::MsMs 171203 Specdb::MsMs 1218102 Specdb::MsMs 1218103 Specdb::MsMs 1218104 Specdb::MsMs 1218105 Specdb::MsMs 1218106 Specdb::MsMs 1218107 Specdb::MsMs 1218108 Specdb::MsMs 1218109 Specdb::MsMs 1218110 Specdb::MsMs 1218111 Specdb::MsMs 2238420 Specdb::MsMs 2428147 Specdb::MsMs 2428148 Specdb::MsMs 2428149 Specdb::MsMs 2511394 Specdb::MsMs 2511395 Specdb::MsMs 2511396 Specdb::NmrOneD 5166 Specdb::NmrOneD 5167 Specdb::NmrOneD 5168 Specdb::NmrOneD 7102 Specdb::NmrOneD 7103 Specdb::NmrOneD 7104 Specdb::NmrOneD 7105 Specdb::NmrOneD 7106 Specdb::NmrOneD 7107 Specdb::NmrOneD 7108 Specdb::NmrOneD 7109 Specdb::NmrOneD 7110 Specdb::NmrOneD 7111 Specdb::NmrOneD 7112 Specdb::NmrOneD 7113 Specdb::NmrOneD 7114 Specdb::NmrOneD 7115 Specdb::NmrOneD 7116 Specdb::NmrOneD 7117 Specdb::NmrOneD 7118 Specdb::NmrOneD 7119 Specdb::NmrOneD 7120 Specdb::NmrOneD 7121 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 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 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 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 FDB001475 C01904 84971 C00052193 94154 18333 D-arabinitol 5551 Delobeau, Didier; Moine, Didier. Process for the preparation of d-arabitol from lactose. Eur. Pat. Appl. (1997), 9 pp. 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