1.02011-09-21 00:23:50 UTC2015-10-09 22:32:29 UTCFDB0230501,5-Anhydrosorbitol1,5-Anhydrosorbitol or 1,5-anhydroglucitol (1,5-AG) is a validated marker of short-term glycemic control. This substance is derived mainly from food, is well absorbed in the intestine, and is distributed to all organs and tissues. It is metabolically stable, being excreted in the urine when its level exceeds the renal threshold. It is reabsorbed in the renal tubules, and is competitively inhibited by glucosuria, which leads to a reduction in its level in serum. The correlation between this reduction and the amount of glucose present in urine is so close that 1,5 AG can be used as a sensitive, day-to-day, real-time marker of glycemic control. It provides useful information on current glycemic control and is superior to both hemoglobin A1C and fructosamine in detecting near-normoglycemia. 1,5-AG in human plasma has been proposed for several years as a short-term, retrospective marker of glycaemic control and seems to be the most suitable parameter for monitoring glucose excursions. The decrease in serum 1,5-AG is very sensitive to urinary glucose excretion. It is a metabolically inert polyol that competes with glucose for reabsorption in the kidneys. Otherwise stable levels of 1,5-AG are rapidly depleted as blood glucose levels exceed the renal threshold for glucosuria. 1,5-AG is also more tightly associated with glucose fluctuations and postprandial glucose. (PMID: 18088226, 12166605, 7783360, 8940824) [HMDB]1,5-AG1,5-anhydro-D-glucitol1,5-Anhydro-D-sorbitol1,5-AnhydroglucitolC6H12O5164.1565164.068473494(2R,3S,4R,5S)-2-(hydroxymethyl)oxane-3,4,5-triol1,5-anhydroglucitol154-58-5OC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1OInChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1MPCAJMNYNOGXPB-SLPGGIOYSA-N belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.MonosaccharidesOrganic compoundsOrganic oxygen compoundsOrganooxygen compoundsCarbohydrates and carbohydrate conjugatesAliphatic heteromonocyclic compoundsDialkyl ethersHydrocarbon derivativesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsAlcoholAliphatic heteromonocyclic compoundDialkyl etherEtherHydrocarbon derivativeMonosaccharideOrganoheterocyclic compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholanhydro sugarSolidlogp-2.62logs0.80solubility1.04e+03 g/llogp-2.6pka_strongest_acidic12.66pka_strongest_basic-3iupac(2R,3S,4R,5S)-2-(hydroxymethyl)oxane-3,4,5-triolaverage_mass164.1565mono_mass164.068473494smilesOC[C@H]1OC[C@H](O)[C@@H](O)[C@@H]1OformulaC6H12O5inchiInChI=1S/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3-,4+,5+,6+/m0/s1inchikeyMPCAJMNYNOGXPB-SLPGGIOYSA-Npolar_surface_area90.15refractivity34.89polarizability15.19rotatable_bond_count1acceptor_count5donor_count4physiological_charge0formal_charge0Specdb::MsIr1820Specdb::MsIr1821Specdb::MsIr1822Specdb::CMs823Specdb::CMs18462Specdb::CMs30411Specdb::CMs32005Specdb::CMs32274Specdb::CMs38466Specdb::CMs146355Specdb::NmrOneD1901Specdb::NmrOneD128868Specdb::NmrOneD128869Specdb::NmrOneD128870Specdb::NmrOneD128871Specdb::NmrOneD128872Specdb::NmrOneD128873Specdb::NmrOneD128874Specdb::NmrOneD128875Specdb::NmrOneD128876Specdb::NmrOneD128877Specdb::NmrOneD128878Specdb::NmrOneD128879Specdb::NmrOneD128880Specdb::NmrOneD128881Specdb::NmrOneD128882Specdb::NmrOneD128883Specdb::NmrOneD128884Specdb::NmrOneD128885Specdb::NmrOneD128886Specdb::NmrOneD128887Specdb::MsMs2125Specdb::MsMs2126Specdb::MsMs2127Specdb::MsMs306940Specdb::MsMs306941Specdb::MsMs306942Specdb::MsMs350746Specdb::MsMs350747Specdb::MsMs350748Specdb::MsMs438638Specdb::MsMs2692442Specdb::MsMs2692443Specdb::MsMs2692444Specdb::MsMs2990357Specdb::MsMs2990358Specdb::MsMs2990359HMDB0271216070ASO#<Reference:0x00005556745e8768>#<Reference:0x00005556745e85b0>#<Reference:0x00005556745e83a8>#<Reference:0x00005556745e81a0>#<Reference:0x00005556745ea018>#<Reference:0x00005556740a3cf8>#<Reference:0x00005556740a39d8>#<Reference:0x00005556740a37f8>#<Reference:0x00005556740a3618>#<Reference:0x00005556740a3410>#<Reference:0x00005556740a3230>#<Reference:0x00005556740a3028>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823