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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-03-07 02:49:06 UTC
HMDB IDHMDB0000849
Secondary Accession Numbers
  • HMDB00849
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
Data?1582752160
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
Chemical FormulaC6H12O5
Average Molecular Weight164.1565
Monoisotopic Molecular Weight164.068473494
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
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexoses
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Oxane
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point122 °CNot Available
Boiling Point398.00 to 399.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-2.459 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility827 g/LALOGPS
logP-2.4ALOGPS
logP-1.9ChemAxon
logS0.7ALOGPS
pKa (Strongest Acidic)11.3ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity34.38 m³·mol⁻¹ChemAxon
Polarizability15.36 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.3831661259
DarkChem[M-H]-131.52831661259
AllCCS[M+H]+138.00832859911
AllCCS[M-H]-129.4732859911
DeepCCS[M+H]+135.51330932474
DeepCCS[M-H]-133.17130932474
DeepCCS[M-2H]-167.6930932474
DeepCCS[M+Na]+141.95230932474
AllCCS[M+H]+138.032859911
AllCCS[M+H-H2O]+133.832859911
AllCCS[M+NH4]+142.032859911
AllCCS[M+Na]+143.132859911
AllCCS[M-H]-129.532859911
AllCCS[M+Na-2H]-130.832859911
AllCCS[M+HCOO]-132.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
RhamnoseC[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O3151.2Standard polar33892256
RhamnoseC[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O1520.7Standard non polar33892256
RhamnoseC[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O1410.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Rhamnose,1TMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C)[C@H](O)[C@H](O)[C@H]1O1482.0Semi standard non polar33892256
Rhamnose,1TMS,isomer #2C[C@@H]1OC(O)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O1489.9Semi standard non polar33892256
Rhamnose,1TMS,isomer #3C[C@@H]1OC(O)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O1491.5Semi standard non polar33892256
Rhamnose,1TMS,isomer #4C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C1509.8Semi standard non polar33892256
Rhamnose,2TMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O1525.5Semi standard non polar33892256
Rhamnose,2TMS,isomer #2C[C@@H]1OC(O[Si](C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O1533.3Semi standard non polar33892256
Rhamnose,2TMS,isomer #3C[C@@H]1OC(O[Si](C)(C)C)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C1550.1Semi standard non polar33892256
Rhamnose,2TMS,isomer #4C[C@@H]1OC(O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O1528.7Semi standard non polar33892256
Rhamnose,2TMS,isomer #5C[C@@H]1OC(O)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C1549.6Semi standard non polar33892256
Rhamnose,2TMS,isomer #6C[C@@H]1OC(O)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1513.9Semi standard non polar33892256
Rhamnose,3TMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O1603.9Semi standard non polar33892256
Rhamnose,3TMS,isomer #2C[C@@H]1OC(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C1626.4Semi standard non polar33892256
Rhamnose,3TMS,isomer #3C[C@@H]1OC(O[Si](C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1608.2Semi standard non polar33892256
Rhamnose,3TMS,isomer #4C[C@@H]1OC(O)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1593.3Semi standard non polar33892256
Rhamnose,4TMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C1703.3Semi standard non polar33892256
Rhamnose,1TBDMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@H]1O1732.7Semi standard non polar33892256
Rhamnose,1TBDMS,isomer #2C[C@@H]1OC(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O1758.8Semi standard non polar33892256
Rhamnose,1TBDMS,isomer #3C[C@@H]1OC(O)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O1746.9Semi standard non polar33892256
Rhamnose,1TBDMS,isomer #4C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C1763.1Semi standard non polar33892256
Rhamnose,2TBDMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O1999.8Semi standard non polar33892256
Rhamnose,2TBDMS,isomer #2C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2006.9Semi standard non polar33892256
Rhamnose,2TBDMS,isomer #3C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2015.0Semi standard non polar33892256
Rhamnose,2TBDMS,isomer #4C[C@@H]1OC(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2011.3Semi standard non polar33892256
Rhamnose,2TBDMS,isomer #5C[C@@H]1OC(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2032.4Semi standard non polar33892256
Rhamnose,2TBDMS,isomer #6C[C@@H]1OC(O)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2002.0Semi standard non polar33892256
Rhamnose,3TBDMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O2253.2Semi standard non polar33892256
Rhamnose,3TBDMS,isomer #2C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2271.5Semi standard non polar33892256
Rhamnose,3TBDMS,isomer #3C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2253.5Semi standard non polar33892256
Rhamnose,3TBDMS,isomer #4C[C@@H]1OC(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2276.6Semi standard non polar33892256
Rhamnose,4TBDMS,isomer #1C[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2480.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Rhamnose GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-ff79aee2e9ac3a4f53c82018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Rhamnose GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-23d1bd654495aefbf6152018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Rhamnose GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-ff79aee2e9ac3a4f53c82018-05-25HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Rhamnose GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-23d1bd654495aefbf6152018-05-25HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4j-9500000000-cfa9e0d8f1f20b29e5d82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (4 TMS) - 70eV, Positivesplash10-002r-9346400000-7524daf3b04caf0c441a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_3_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_3_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_3_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TMS_3_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rhamnose GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0019-9600000000-8cb337afbc2d297157bf2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0uy0-9600000000-cb7dbb4d86a5bc5447042012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-014i-9200000000-89022407246ea7a224972012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-03di-0900000000-2196b54a850c456b7ee82012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose LC-ESI-QTOF , negative-QTOFsplash10-03di-0900000000-2196b54a850c456b7ee82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose 40V, Negative-QTOFsplash10-0002-3900000000-fa9bb45e13786471d8fc2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose 10V, Negative-QTOFsplash10-0900-4900000000-b5658046687bc01ef47f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rhamnose 20V, Negative-QTOFsplash10-0a6r-9300000000-e3c74a1e2b1ad285c3242021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 10V, Positive-QTOFsplash10-014i-0900000000-5daf054ff3eb9127d3ca2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 20V, Positive-QTOFsplash10-014j-0900000000-f7729c93b964e01cb7742017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 40V, Positive-QTOFsplash10-0a70-9000000000-2c46a67befe14c31d7a92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 10V, Negative-QTOFsplash10-03di-2900000000-86321b083a11f93bb55b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 20V, Negative-QTOFsplash10-03dj-5900000000-2accd457fe7b58b9b0322017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 40V, Negative-QTOFsplash10-0a4i-9000000000-9e349c8fad042f6a3e992017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 10V, Positive-QTOFsplash10-016s-0900000000-1b35b25727b8097815572021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 20V, Positive-QTOFsplash10-0002-9400000000-d296c72cacbcd6d61db12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 40V, Positive-QTOFsplash10-0a4j-9000000000-daa4eb13673f38090d732021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 10V, Negative-QTOFsplash10-03di-2900000000-39b12ef61b5dc955b65a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 20V, Negative-QTOFsplash10-052f-9200000000-b035b501120515e5ba702021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rhamnose 40V, Negative-QTOFsplash10-0a4i-9000000000-b4e3f8e66eccd71547b02021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Feces
Tissue Locations
  • Platelet
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  3. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB112365
KNApSAcK IDC00001129
Chemspider ID23642
KEGG Compound IDC00507
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkRhamnose
METLIN ID5812
PubChem Compound25310
PDB IDNot Available
ChEBI ID62346
Food Biomarker OntologyNot Available
VMH IDRMN
MarkerDB IDNot Available
Good Scents IDrw1037731
References
Synthesis ReferenceSanchez Miguel Cambronero, Ruiz Pedro Antonio Garcia. Process for obtaining L-rhamnose of high purity from rhamnoglucosides. 1997, Patent ES2103205A1 (https://patents.google.com/patent/ES2103205A1/en)
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Citron DM, Baron EJ, Finegold SM, Goldstein EJ: Short prereduced anaerobically sterilized (PRAS) biochemical scheme for identification of clinical isolates of bile-resistant Bacteroides species. J Clin Microbiol. 1990 Oct;28(10):2220-3. [PubMed:2229345 ]
  2. Ohri SK, Somasundaram S, Koak Y, Macpherson A, Keogh BE, Taylor KM, Menzies IS, Bjarnason I: The effect of intestinal hypoperfusion on intestinal absorption and permeability during cardiopulmonary bypass. Gastroenterology. 1994 Feb;106(2):318-23. [PubMed:8299899 ]
  3. Miki K, Butler R, Moore D, Davidson G: Rapid and simultaneous quantification of rhamnose, mannitol, and lactulose in urine by HPLC for estimating intestinal permeability in pediatric practice. Clin Chem. 1996 Jan;42(1):71-5. [PubMed:8565237 ]
  4. Nomura R, Nakano K, Ooshima T: Molecular analysis of the genes involved in the biosynthesis of serotype specific polysaccharide in the novel serotype k strains of Streptococcus mutans. Oral Microbiol Immunol. 2005 Oct;20(5):303-9. [PubMed:16101966 ]
  5. Frirdich E, Whitfield C: Lipopolysaccharide inner core oligosaccharide structure and outer membrane stability in human pathogens belonging to the Enterobacteriaceae. J Endotoxin Res. 2005;11(3):133-44. [PubMed:15949142 ]
  6. Ohse M, Matsuo M, Ishida A, Kuhara T: Screening and diagnosis of beta-ureidopropionase deficiency by gas chromatographic/mass spectrometric analysis of urine. J Mass Spectrom. 2002 Sep;37(9):954-62. [PubMed:12271438 ]
  7. Albers MJ, Steyerberg EW, Hazebroek FW, Mourik M, Borsboom GJ, Rietveld T, Huijmans JG, Tibboel D: Glutamine supplementation of parenteral nutrition does not improve intestinal permeability, nitrogen balance, or outcome in newborns and infants undergoing digestive-tract surgery: results from a double-blind, randomized, controlled trial. Ann Surg. 2005 Apr;241(4):599-606. [PubMed:15798461 ]
  8. Van Kuilenburg AB, Van Lenthe H, Assmann B, Gohlich-Ratmann G, Hoffmann GF, Brautigam C, Wevers RA, Van Gennip AH: Detection of beta-ureidopropionase deficiency with HPLC-electrospray tandem mass spectrometry and confirmation of the defect at the enzyme level. J Inherit Metab Dis. 2001 Dec;24(7):725-32. [PubMed:11804209 ]
  9. Anderson AD, Poon P, Greenway GM, MacFie J: A simple method for the analysis of urinary sucralose for use in tests of intestinal permeability. Ann Clin Biochem. 2005 May;42(Pt 3):224-6. [PubMed:15949159 ]
  10. Whaley DN, Wiggs LS, Miller PH, Srivastava PU, Miller JM: Use of Presumpto Plates to identify anaerobic bacteria. J Clin Microbiol. 1995 May;33(5):1196-202. [PubMed:7615728 ]
  11. Chia JS, Lin YL, Lien HT, Chen JY: Platelet aggregation induced by serotype polysaccharides from Streptococcus mutans. Infect Immun. 2004 May;72(5):2605-17. [PubMed:15102769 ]
  12. Hosono M, Sugawara S, Ogawa Y, Kohno T, Takayanagi M, Nitta K: Purification, characterization, cDNA cloning, and expression of asialofetuin-binding C-type lectin from eggs of shishamo smelt (Osmerus [Spirinchus] lanceolatus). Biochim Biophys Acta. 2005 Sep 15;1725(2):160-73. [PubMed:16112459 ]
  13. Bjarnason I, Smethurst P, Macpherson A, Walker F, McElnay JC, Passmore AP, Menzies IS: Glucose and citrate reduce the permeability changes caused by indomethacin in humans. Gastroenterology. 1992 May;102(5):1546-50. [PubMed:1568563 ]