Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:37:05 UTC
Update Date2024-10-09 16:27:58 UTC
Metabolite IDMMDBc0031145
Metabolite Identification
Common NameL-Rhamnose
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.
Structure
Synonyms
ValueSource
(2R,3R,4S,5S)-2,3,4,5-TetrahydroxyhexanalChEBI
L-RhaChEBI
L-RhamnoseChEBI
DeoxymannoseMeSH
RhamnoseMeSH
Rhamnose, L isomerMeSH
Rhamnose, L-isomerMeSH
Molecular FormulaC6H12O5
Average Mass164.1565
Monoisotopic Mass164.068473494
IUPAC Name(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal
Traditional Name6-deoxy-L-mannose
CAS Registry Number3615-41-6
SMILES
[H][C@@](C)(O)[C@]([H])(O)[C@@]([H])(O)[C@@]([H])(O)C=O
InChI Identifier
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
InChI KeyPNNNRSAQSRJVSB-BXKVDMCESA-N