Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:37:59 UTC
Update Date2024-04-30 19:31:15 UTC
Metabolite IDMMDBc0000158
Metabolite Identification
Common NameRhamnose
DescriptionRhamnose (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. Rhamnose has been found in Klebsiella, Pseudomonas (https://link.springer.com/article/10.1007/BF00369505) (https://onlinelibrary.wiley.com/doi/abs/10.1002/ejlt.200300816).
Structure
Synonyms
ValueSource
6-Deoxy-L-mannoseChEBI
L-(+)-RhamnoseChEBI
L-MannomethyloseChEBI
L-RhaChEBI
L-RhamnoseChEBI
L-RhamnopyranoseKegg
6-Deoxy-L(+)-mannoseHMDB
6-Deoxy-L-mannopyranoseHMDB
6-Deoxy-mannoseHMDB
6-DeoxyhexopyranoseHMDB
6-DeoxyhexoseHMDB
6-DeoxymannoseHMDB
IsodulcitHMDB
IsodulcitolHMDB
L(+)-RhamnoseHMDB
L(+)-Rhamnose monohydrateHMDB
L-(+)-Rhamnose 1-hydrateHMDB
L-(+)-Rhamnose hydrate = 6-deoxy-L-mannose monohydrateHMDB
L-(+)-Rhamnose monohydrateHMDB
L-Rhamnose for biochemistryHMDB
L-Rhamnose monohydrateHMDB
LocaoseHMDB
mono(6-Deoxy-b-L-mannopyranosyl) esterHMDB
mono(6-Deoxy-beta-L-mannopyranosyl) esterHMDB
p-(6-Deoxy-b-L-mannopyranosyl) esterHMDB
p-(6-Deoxy-beta-L-mannopyranosyl) esterHMDB
RhamnopyranoseHMDB
RhamnosemonohydrateHMDB
UDP-RhamnoseHMDB
Uridine 5-pyrophosphateHMDB
Uridine diphosphate rhamnoseHMDB
DeoxymannoseHMDB
Rhamnose, L isomerHMDB
Rhamnose, L-isomerHMDB
RhamnoseMeSH, HMDB
Molecular FormulaC6H12O5
Average Mass164.1565
Monoisotopic Mass164.068473494
IUPAC Name(3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol
Traditional NameL-(+)-rhamnose
CAS Registry Number3615-41-6
SMILES
C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5+,6?/m0/s1
InChI KeySHZGCJCMOBCMKK-JFNONXLTSA-N