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Record Information
Version	2.0
Creation Date	2012-10-10 12:15:09 -0600
Update Date	2015-06-03 17:25:52 -0600
Secondary Accession Numbers	ECMDB23078
Identification
Name:	beta-L-Rhamnose
Description	beta-L-Rhamnose is an anomer of alpha-L-rhamnose. It is a substrate of the E. coli enzyme L-rhamnose mutarotase. An anomer is a special type of epimer. It is one of two stereoisomers of a cyclic saccharide that differs only in its configuration at the hemiacetal or hemiketal carbon, also called the anomeric carbon.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xab6213ac> Close
Synonyms:	b-6-Deoxy-L-mannose b-L-Mannomethylose b-L-Rhamnose Beta-6-Deoxy-L-mannose Beta-L-Mannomethylose L-Rhamnose β-6-Deoxy-L-mannose β-L-Mannomethylose β-L-Rhamnose
Chemical Formula:	C6H12O5
Weight:	Average: 164.1565 Monoisotopic: 164.068473494
InChI Key:	SHZGCJCMOBCMKK-YJRYQGEOSA-N
InChI:	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
CAS number:	Not Available
IUPAC Name:	(2S,3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol
Traditional IUPAC Name:	β-L-rhamnose
SMILES:	C[C@@H]1O[C@H](O)[C@H](O)[C@H](O)[C@H]1O
Chemical Taxonomy
Description	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.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbohydrates and carbohydrate conjugates
Direct Parent	Hexoses
Alternative Parents	Oxanes Secondary alcohols Hemiacetals Polyols Oxacyclic compounds Hydrocarbon derivatives
Substituents	Hexose monosaccharide Oxane Secondary alcohol Hemiacetal Oxacycle Organoheterocyclic compound Polyol Hydrocarbon derivative Alcohol Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	L-rhamnopyranose (CHEBI:27586 )
Physical Properties
State:	Not Available
Charge:	0
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 827 g/L ALOGPS logP -2.4 ALOGPS logP -1.9 ChemAxon logS 0.7 ALOGPS pKa (Strongest Acidic) 11.3 ChemAxon pKa (Strongest Basic) -3.6 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 90.15 Ų ChemAxon Rotatable Bond Count 0 ChemAxon Refractivity 34.38 m³·mol⁻¹ ChemAxon Polarizability 15.32 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	alpha-L-Rhamnose > beta-L-Rhamnose alpha-L-Rhamnose <> beta-L-Rhamnose beta-L-Rhamnose > keto-L-rhamnulose + keto-L-rhamnulose
SMPDB Pathways:	fucose and rhamnose degradation PW000826
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_4_1) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-014i-1900000000-73abedcfedce730de924 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-014j-1900000000-5f2bd8fc908e0f2d17d8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0a4s-9000000000-4ae8072a5651434f44b4 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-03di-3900000000-e7a20de995c932bdb5d1 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-03dj-6900000000-03f10dd2373a0985cc0e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-9000000000-1ef6b887ff1a4477de1f View in MoNA MS Mass Spectrum (Electron Ionization) Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 27586 HMDB ID Not Available Pubchem Compound ID 439730 Kegg ID C02338 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available Ligand Expo RM4

Enzymes