1.0 2011-09-21 01:47:48 UTC 2018-05-28 18:38:23 UTC FDB028946 2-Deoxygalactopyranose 2-Deoxygalactopyranose is an optical isomer of 2-deoxyglucose, which has the 2-hydroxyl group replaced by hydrogen. 2-deoxygalactose inhibits galactose uptake and oxidation in galactose-grown cells. Similar to galactose, 2-deoxyglucose, and D-fucose, 2-deoxygalactose induces uptake of H+ when the sugar is added to anaerobic wild-type cells that contain the galactose transport system, whereas the maximal rate of uptake is one-half to one-third of that of galactose. 2-Deoxygalactose is a specific substrate of the galactose permease. None of the other galactose transport systems, including methyl beta-D-thiogalactosides I and II, the beta-methyl-galactoside permease, and both arabinose systems, is able to catalyze transport of 2-deoxygalactose to a significant extent. 2-Deoxygalactose can also be used to isolate mutants defective in galactose permease, since it is bacteriostatic. [HMDB] 2-Deoxy-D-galactopyranose 2-deoxy-D-lyxo-Hexopyranose 2-Deoxy-D-lyxohexose Deoxygalactose C6H12O5 164.1565 164.068473494 (4R,5R,6R)-6-(hydroxymethyl)oxane-2,4,5-triol (4R,5R,6R)-6-(hydroxymethyl)oxane-2,4,5-triol 25494-04-6 OC[C@H]1OC(O)C[C@@H](O)[C@H]1O InChI=1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5?,6-/m1/s1 PMMURAAUARKVCB-DUVQVXGLSA-N belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Hexoses Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Hemiacetals Hydrocarbon derivatives Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Alcohol Aliphatic heteromonocyclic compound Hemiacetal Hexose monosaccharide Hydrocarbon derivative Organoheterocyclic compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Deoxy sugars Solid logp -2.54 ALOGPS logs 0.78 ALOGPS solubility 9.84e+02 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 12.29 ChemAxon pka_strongest_basic -3 ChemAxon iupac (4R,5R,6R)-6-(hydroxymethyl)oxane-2,4,5-triol ChemAxon average_mass 164.1565 ChemAxon mono_mass 164.068473494 ChemAxon smiles OC[C@H]1OC(O)C[C@@H](O)[C@H]1O ChemAxon formula C6H12O5 ChemAxon inchi InChI=1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5?,6-/m1/s1 ChemAxon inchikey PMMURAAUARKVCB-DUVQVXGLSA-N ChemAxon polar_surface_area 90.15 ChemAxon refractivity 34.41 ChemAxon polarizability 15.46 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25353 Specdb::CMs 39916 Specdb::CMs 136514 Specdb::CMs 144248 Specdb::NmrOneD 97338 Specdb::NmrOneD 97339 Specdb::NmrOneD 97340 Specdb::NmrOneD 97341 Specdb::NmrOneD 97342 Specdb::NmrOneD 97343 Specdb::NmrOneD 97344 Specdb::NmrOneD 97345 Specdb::NmrOneD 97346 Specdb::NmrOneD 97347 Specdb::NmrOneD 97348 Specdb::NmrOneD 97349 Specdb::NmrOneD 97350 Specdb::NmrOneD 97351 Specdb::NmrOneD 97352 Specdb::NmrOneD 97353 Specdb::NmrOneD 97354 Specdb::NmrOneD 97355 Specdb::NmrOneD 97356 Specdb::NmrOneD 97357 Specdb::MsMs 322132 Specdb::MsMs 322133 Specdb::MsMs 322134 Specdb::MsMs 369964 Specdb::MsMs 369965 Specdb::MsMs 369966 Specdb::MsMs 2408657 Specdb::MsMs 2408658 Specdb::MsMs 2408659 Specdb::MsMs 2554180 Specdb::MsMs 2554181 Specdb::MsMs 2554182 HMDB12327 #<Reference:0x000055ce32308df0> #<Reference:0x000055ce32308c38> #<Reference:0x000055ce32308a80> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823