1.02011-09-21 00:14:16 UTC2015-10-09 22:31:40 UTCFDB022453AlloseD-allose is a rare sugar found in nature and, because of its very limited amount and of the high cost associated with its synthesis, its physiological functions remain virtually unknown (PMID 16080505).
It is believed to have inhibitory effect on cancer cell proliferation (PMID 16142305), protective effects against ischemia reperfusion injury (PMID 14605979, 16716947), immunosuppressant on allogenic orthotopic liver transplantation (PMID 11120048), neuroprotective effects against retinal ischemia (PMID 16565406), suppress development of salt-induced hypertension (PMID 16148613) and an inhibitory effect on human ovarian carcinoma cells (PMID 16080505)
Allose is an aldohexose sugar. It is a rare monosaccharide that has been isolated from the leaves of the African shrub Protea rubropilosa. It is soluble in water and practically insoluble in methanol.
Allose is a C-3 epimer of glucose.
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References
* Merck Index, 11th Edition, 279.
[wikipedia] [HMDB]ALLOSEbeta-D-Allopyranosebeta-D-allosebeta-delta-Allopyranosebeta-delta-alloseD-allosedelta-allosedl-AlloseC6H12O6180.1559180.063388116(3S,4S,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol(D)-allose6038-51-3[H][C@@]1(CO)OC(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])OInChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m0/s1WQZGKKKJIJFFOK-HOWGCPQDSA-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.HexosesOrganic compoundsOrganic oxygen compoundsOrganooxygen compoundsCarbohydrates and carbohydrate conjugatesAliphatic heteromonocyclic compoundsHemiacetalsHydrocarbon derivativesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsAlcoholAliphatic heteromonocyclic compoundHemiacetalHexose monosaccharideHydrocarbon derivativeOrganoheterocyclic compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholL-alloseallopyranoseSolidlogp-2.57logs0.64solubility7.82e+02 g/llogp-2.9pka_strongest_acidic11.3pka_strongest_basic-3iupac(3S,4S,5R,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrolaverage_mass180.1559mono_mass180.063388116smiles[H][C@@]1(CO)OC(O)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])OformulaC6H12O6inchiInChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4-,5-,6?/m0/s1inchikeyWQZGKKKJIJFFOK-HOWGCPQDSA-Npolar_surface_area110.38refractivity35.92polarizability16.27rotatable_bond_count1acceptor_count6donor_count5physiological_charge0formal_charge0Specdb::NmrTwoD1055Specdb::NmrTwoD1592Specdb::NmrOneD1651Specdb::CMs22734Specdb::CMs37949Specdb::CMs147114Specdb::MsMs1436Specdb::MsMs1437Specdb::MsMs1438Specdb::MsMs316492Specdb::MsMs316493Specdb::MsMs316494Specdb::MsMs362773Specdb::MsMs362774Specdb::MsMs362775Specdb::MsMs2686461Specdb::MsMs2686462Specdb::MsMs2686463Specdb::MsMs2992856Specdb::MsMs2992857Specdb::MsMs2992858HMDB01151173931A47#<Reference:0x0000555675feac10>#<Reference:0x0000555675fea940>#<Reference:0x0000555675fea738>#<Reference:0x0000555675fea530>#<Reference:0x0000555675fea328>#<Reference:0x0000555675fea120>#<Reference:0x0000555675fe9f68>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