2.0 2012-10-10 12:15:02 -0600 2015-06-03 17:25:52 -0600 ECMDB23075 M2MDB003465 L-Rhamnonate L-Rhamnoate (6-deoxy-L-mannonate) is a mono-acid sugar. It is the preferred substrate for the E. coli enzyme called L-Rhamnoate dehydratase (YfaW). L-Rhamnonate, L-mannonate, and L-lyxonate share the same configurations at carbons-2, -3, and -4; D-gulonate differs from L-rhamnonate and L-mannonate by the configuration of carbon-5. 6-Deoxy-L-mannonate 6-Deoxy-L-mannonic acid L-Rhamnonic acid C6H12O6 180.1559 180.063388116 (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanoic acid L-rhamnonic acid [H][C@@](C)(O)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)C(O)=O InChI=1S/C6H12O6/c1-2(7)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H3,(H,11,12)/t2-,3-,4+,5+/m0/s1 NBFWIISVIFCMDK-QMKXCQHVSA-N logp -2.07 ALOGPS logs -0.03 ALOGPS solubility 1.69e+02 g/l ALOGPS logp -2.4 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanoic acid ChemAxon average_mass 180.1559 ChemAxon mono_mass 180.063388116 ChemAxon smiles [H][C@@](C)(O)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)C(O)=O ChemAxon formula C6H12O6 ChemAxon inchi InChI=1S/C6H12O6/c1-2(7)3(8)4(9)5(10)6(11)12/h2-5,7-10H,1H3,(H,11,12)/t2-,3-,4+,5+/m0/s1 ChemAxon inchikey NBFWIISVIFCMDK-QMKXCQHVSA-N ChemAxon polar_surface_area 118.22 ChemAxon refractivity 36.73 ChemAxon polarizability 16.18 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Fructose and mannose metabolism ec00051 Microbial metabolism in diverse environments ec01120 Specdb::CMs 1084813 Specdb::NmrOneD 318791 Specdb::NmrOneD 318792 Specdb::NmrOneD 318793 Specdb::NmrOneD 318794 Specdb::NmrOneD 318795 Specdb::NmrOneD 318796 Specdb::NmrOneD 318797 Specdb::NmrOneD 318798 Specdb::NmrOneD 318799 Specdb::NmrOneD 318800 Specdb::NmrOneD 318801 Specdb::NmrOneD 318802 Specdb::NmrOneD 318803 Specdb::NmrOneD 318804 Specdb::NmrOneD 318805 Specdb::NmrOneD 318806 Specdb::NmrOneD 318807 Specdb::NmrOneD 318808 Specdb::NmrOneD 318809 Specdb::NmrOneD 318810 Specdb::MsMs 26834 Specdb::MsMs 26835 Specdb::MsMs 26836 Specdb::MsMs 33392 Specdb::MsMs 33393 Specdb::MsMs 33394 C01934 L-rhamnonate dehydratase P77215 RHMD_ECOLI rhmD http://ecmdb.ca/proteins/P77215.xml L-Rhamnonate > 2-Dehydro-3-deoxy-L-rhamnonate + Water L-Rhamnonate + L-Rhamnonate <> 2-Dehydro-3-deoxy-L-rhamnonate + Water R03774