1.0 2011-09-21 01:47:47 UTC 2015-07-21 06:59:35 UTC FDB028945 L-Gulose Gulose is an aldohexose sugar and a C-3 epimer of galactose. It is an unnatural monosaccharide that exists as a syrup with a sweet taste. It is soluble in water and slightly soluble in methanol. Both the D- and L-forms are not fermentable by yeast. L-gulose is an L-hexose sugar and an intermediate in the biosynthesis of L-Ascorbate (vitamin C). It can be oxidized to L-guluno-1-4-lactone and it is also produced by the hydrolysis of L-gulose-1-P. Vitamic C is an important antioxidant and an enzyme cofactor. Higher plants and higher animals (but not humans) can synthesize ascorbate. Plants provide the major dietary vitamin C source for humans. The plant ascorbate biosynthesis pathways have only been recently proposed and they differ from what was found in mammals. [HMDB] Gulose L-()-Gulose L-(+)-Gulose L-Gulo-hexose l-Gulopyranose C6H12O6 180.1559 180.063388116 (3S,4S,5S,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol L-gulopyranose 6027-89-0 OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5-,6?/m0/s1 WQZGKKKJIJFFOK-QRXFDPRISA-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 Aldoses L-gulose gulopyranose Solid logp -2.57 ALOGPS logs 0.64 ALOGPS solubility 7.82e+02 g/l ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 11.3 ChemAxon pka_strongest_basic -3 ChemAxon iupac (3S,4S,5S,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol ChemAxon average_mass 180.1559 ChemAxon mono_mass 180.063388116 ChemAxon smiles OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C6H12O6 ChemAxon inchi InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5-,6?/m0/s1 ChemAxon inchikey WQZGKKKJIJFFOK-QRXFDPRISA-N ChemAxon polar_surface_area 110.38 ChemAxon refractivity 35.92 ChemAxon polarizability 16.34 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14262 Specdb::CMs 39915 Specdb::CMs 135566 Specdb::CMs 143300 Specdb::MsMs 297460 Specdb::MsMs 297461 Specdb::MsMs 297462 Specdb::MsMs 339007 Specdb::MsMs 339008 Specdb::MsMs 339009 Specdb::MsMs 2244364 Specdb::MsMs 2245728 Specdb::MsMs 2246475 Specdb::MsMs 2247819 Specdb::MsMs 2250498 Specdb::MsMs 2251897 Specdb::MsMs 2660317 Specdb::MsMs 2660318 Specdb::MsMs 2660319 Specdb::MsMs 3018345 Specdb::MsMs 3018346 Specdb::MsMs 3018347 Specdb::NmrOneD 97318 Specdb::NmrOneD 97319 Specdb::NmrOneD 97320 Specdb::NmrOneD 97321 Specdb::NmrOneD 97322 Specdb::NmrOneD 97323 Specdb::NmrOneD 97324 Specdb::NmrOneD 97325 Specdb::NmrOneD 97326 Specdb::NmrOneD 97327 Specdb::NmrOneD 97328 Specdb::NmrOneD 97329 Specdb::NmrOneD 97330 Specdb::NmrOneD 97331 Specdb::NmrOneD 97332 Specdb::NmrOneD 97333 Specdb::NmrOneD 97334 Specdb::NmrOneD 97335 Specdb::NmrOneD 97336 Specdb::NmrOneD 97337 HMDB12326 37698 #<Reference:0x000055ce331ad130>