2.0 2012-10-10 12:15:07 -0600 2015-06-03 17:25:52 -0600 ECMDB23077 M2MDB003467 L-Rhamnose Rhamnose (Rham) is a naturally occurring deoxy sugar. It can be classified as either a methyl-pentose or a 6-deoxy-hexose. Rhamnose occurs in nature in its L-form as L-rhamnose (6-deoxy-L-mannose). This is unusual, since most of the naturally occurring sugars are in D-form. Rhamnose is commonly bound to other sugars in nature. It is a common glycone component of glycosides from many plants. Rhamnose is also a component of the outer cell membrane of certain bacteria. L-rhamnose is metabolized to L-Lactaldehyde, which is a branching point in the metabolic pathway of L-fucose and L-rhamnose utilization. It exists in two anomeric forms, alpha-L-rhamnose and beta-L-rhamnose. 6-Deoxy-L(+)-mannose 6-Deoxy-L-Mannopyranose 6-Deoxy-L-mannose 6-deoxy-Mannose 6-Deoxyhexopyranose 6-deoxyhexose 6-Deoxymannose Isodulcit Isodulcitol L(+)-Rhamnose L(+)-Rhamnose monohydrate L(+)-Rhamnose monohydric acid L-(+)-Rhamnose L-(+)-Rhamnose 1-hydrate L-(+)-Rhamnose 1-hydric acid L-(+)-Rhamnose Hydrate = 6-Deoxy-L-mannose Monohydrate L-(+)-Rhamnose hydric acid = 6-deoxy-L-mannose monohydric acid L-(+)-Rhamnose monohydrate L-(+)-Rhamnose monohydric acid L-Mannomethylose L-Rha L-Rhamnopyranose L-rhamnose for biochemistry L-Rhamnose Monohydrate L-Rhamnose monohydric acid Locaose Mono(6-deoxy-b-L-mannopyranosyl) ester Mono(6-deoxy-beta-L-mannopyranosyl) ester mono(6-Deoxy-β-L-mannopyranosyl) ester P-(6-deoxy-b-L-mannopyranosyl) ester P-(6-deoxy-beta-L-mannopyranosyl) ester P-(6-Deoxy-β-L-mannopyranosyl) ester Rhamnopyranose Rhamnose Rhamnosemonohydrate Rhamnosemonohydric acid UDP-rhamnose Uridine 5-pyrophosphate Uridine 5-pyrophosphoric acid Uridine diphosphate rhamnose Uridine diphosphoric acid rhamnose C6H12O5 164.1565 164.068473494 (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal 6-deoxy-L-mannose 3615-41-6 [H][C@@](C)(O)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)C=O InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4-,5-,6-/m0/s1 PNNNRSAQSRJVSB-BXKVDMCESA-N Solid Cytoplasm logp -2.02 ALOGPS logs 0.20 ALOGPS solubility 2.58e+02 g/l ALOGPS melting_point 122 C logp -2.5 ChemAxon pka_strongest_acidic 12.31 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal ChemAxon average_mass 164.1565 ChemAxon mono_mass 164.068473494 ChemAxon smiles [H][C@@](C)(O)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)C=O ChemAxon formula C6H12O5 ChemAxon inchi InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4-,5-,6-/m0/s1 ChemAxon inchikey PNNNRSAQSRJVSB-BXKVDMCESA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 35.8 ChemAxon polarizability 15.24 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Fructose and mannose metabolism ec00051 Microbial metabolism in diverse environments ec01120 Specdb::CMs 1379 Specdb::CMs 1388 Specdb::CMs 30149 Specdb::CMs 30150 Specdb::CMs 30681 Specdb::CMs 30682 Specdb::NmrOneD 301125 Specdb::NmrOneD 301126 Specdb::NmrOneD 301127 Specdb::NmrOneD 301128 Specdb::NmrOneD 301129 Specdb::NmrOneD 301130 Specdb::NmrOneD 301131 Specdb::NmrOneD 301132 Specdb::NmrOneD 301133 Specdb::NmrOneD 301134 Specdb::NmrOneD 301135 Specdb::NmrOneD 301136 Specdb::NmrOneD 301137 Specdb::NmrOneD 301138 Specdb::NmrOneD 301139 Specdb::NmrOneD 301140 Specdb::NmrOneD 301141 Specdb::NmrOneD 301142 Specdb::NmrOneD 301143 Specdb::NmrOneD 301144 Specdb::MsMs 23921 Specdb::MsMs 23922 Specdb::MsMs 23923 Specdb::MsMs 30719 Specdb::MsMs 30720 Specdb::MsMs 30721 Specdb::MsMs 447500 Specdb::MsMs 1471234 Specdb::MsMs 1471276 Specdb::MsMs 1471277 Specdb::MsMs 1471278 Specdb::MsMs 1471279 Specdb::MsMs 1471280 Specdb::MsMs 1471281 Specdb::MsMs 1473135 Specdb::MsMs 1473136 Specdb::MsMs 1473137 Specdb::MsMs 1473138 HMDB00849 25310 C00507 62346 Not Available RNS Rhamnose FDB001176 L-rhamnose isomerase P32170 RHAA_ECOLI rhaA http://ecmdb.ca/proteins/P32170.xml alpha-L-Rhamnose + L-Rhamnose <> L-Rhamnulose R02437