1.0 2016-09-30 22:39:21 UTC 2020-05-21 16:29:07 UTC BMDB0000975 BMDB00975 Trehalose Trehalose, also known as alpha-D-trehalose or (GLC)2, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Trehalose exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Trehalose exists in all living species, ranging from bacteria to humans. Trehalose can be converted into Beta-D-glucose and Alpha-D-glucose; which is mediated by the enzyme trehalase. In cattle, trehalose is involved in the metabolic pathway called the trehalose degradation pathway. (GLC)2 alpha,Alpha'-trehalose alpha-D-GLCP-(11)-alpha-D-GLCP alpha-D-Glucopyranosyl-alpha-D-glucopyranoside alpha-D-Trehalose alpha-Trehalose D-(+)-Trehalose Ergot sugar Mycose a,Alpha'-trehalose Α,alpha'-trehalose a-D-GLCP-(11)-a-D-GLCP Α-D-GLCP-(11)-α-D-GLCP a-D-Glucopyranosyl-a-D-glucopyranoside Α-D-glucopyranosyl-α-D-glucopyranoside a-D-Trehalose Α-D-trehalose a-Trehalose Α-trehalose alpha,alpha-Trehalose D-Trehalose-anhydrous delta-Trehalose-anhydrous D-Trehalose Natural trehalose O-D-Glucopyranosyl-(1→1)-D-glucopyranoside alpha,Alpha'-D-trehalose alpha-D-Glucopyranosyl alpha-D-glucopyranoside Α,α'-D-trehalose Α,α-trehalose Α,α’-D-trehalose Α-D-glucopyranosyl α-D-glucopyranoside Trehalose C12H22O11 342.2965 342.116211546 (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol α,α'-trehalose 99-20-7 OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 HDTRYLNUVZCQOY-LIZSDCNHSA-N belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates O-glycosyl compounds Acetals Disaccharides Hydrocarbon derivatives Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aliphatic heteromonocyclic compound Disaccharide Hydrocarbon derivative O-glycosyl compound Organoheterocyclic compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Aliphatic heteromonocyclic compounds Disaccharides trehalose Solid melting_point 203 °C logp -2.98 ALOGPS logs 0.24 ALOGPS logp -4.7 ChemAxon pka_strongest_acidic 11.91 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol ChemAxon average_mass 342.2965 ChemAxon mono_mass 342.116211546 ChemAxon smiles OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C12H22O11 ChemAxon inchi InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1 ChemAxon inchikey HDTRYLNUVZCQOY-LIZSDCNHSA-N ChemAxon polar_surface_area 189.53 ChemAxon refractivity 68.34 ChemAxon polarizability 31.14 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Trehalose Degradation SMP0087263 Specdb::NmrTwoD 1051 Specdb::NmrTwoD 1568 Specdb::EiMs 1987 Specdb::NmrOneD 1289 Specdb::NmrOneD 1627 Specdb::NmrOneD 4720 Specdb::NmrOneD 8142 Specdb::NmrOneD 8143 Specdb::NmrOneD 8144 Specdb::NmrOneD 8145 Specdb::NmrOneD 8146 Specdb::NmrOneD 8147 Specdb::NmrOneD 8148 Specdb::NmrOneD 8149 Specdb::NmrOneD 8150 Specdb::NmrOneD 8151 Specdb::NmrOneD 8152 Specdb::NmrOneD 8153 Specdb::NmrOneD 8154 Specdb::NmrOneD 8155 Specdb::NmrOneD 8156 Specdb::NmrOneD 8157 Specdb::NmrOneD 8158 Specdb::NmrOneD 8159 Specdb::NmrOneD 8160 Specdb::NmrOneD 8161 Specdb::NmrOneD 166427 Specdb::CMs 689 Specdb::CMs 690 Specdb::CMs 691 Specdb::CMs 692 Specdb::CMs 693 Specdb::CMs 694 Specdb::CMs 695 Specdb::CMs 696 Specdb::CMs 697 Specdb::CMs 2094 Specdb::CMs 2607 Specdb::CMs 30183 Specdb::CMs 30278 Specdb::CMs 30279 Specdb::CMs 30280 Specdb::CMs 30281 Specdb::CMs 30282 Specdb::CMs 30283 Specdb::CMs 30702 Specdb::CMs 30780 Specdb::CMs 31273 Specdb::CMs 32348 Specdb::CMs 37872 Specdb::CMs 137739 Specdb::CMs 145473 Specdb::MsMs 1372 Specdb::MsMs 1373 Specdb::MsMs 1374 Specdb::MsMs 5023 Specdb::MsMs 5024 Specdb::MsMs 178527 Specdb::MsMs 178528 Specdb::MsMs 178529 Specdb::MsMs 180846 Specdb::MsMs 180847 Specdb::MsMs 180848 Specdb::MsMs 439058 Specdb::MsMs 440059 Specdb::MsMs 447544 Specdb::MsMs 448006 Specdb::MsMs 2231894 Specdb::MsMs 2232292 Specdb::MsMs 2234330 Specdb::MsMs 2234630 Specdb::MsMs 2236495 Specdb::MsMs 2236868 Specdb::MsMs 2244854 Specdb::MsMs 2245273 Specdb::MsMs 2246894 Specdb::MsMs 2247386 Epidermis 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 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 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 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 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 Skeletal Muscle 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 7149 FDB001114 DB12310 C01083 7427 16551 C00001152 TREHALOSE 36774 Trehalose 5913 Murao, Sawao; Nagano, Hiroto; Ogura, Sei; Nishino, Toyokazu. Enzymic synthesis of trehalose from maltose. Agricultural and Biological Chemistry (1985), 49(7), 2113-18. BMDBP02995 Trehalase E1B8N4 TREH Enzyme