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Showing metabocard for beta-L-Fucose (HMDB0059625)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-10-30 10:32:48 UTC
Update Date2022-03-07 03:17:34 UTC
HMDB IDHMDB0059625
Secondary Accession Numbers
  • HMDB59625
Metabolite Identification
Common Namebeta-L-Fucose
Descriptionbeta-L-Fucose, also known as β-L-fuc or beta-L-fuc, 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. beta-L-Fucose is an extremely weak basic (essentially neutral) compound (based on its pKa). beta-L-Fucose exists in all living organisms, ranging from bacteria to humans. A L-fucopyranose with a beta-configuration at the anomeric position.
Structure
Data?1563865957
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0059625 (beta-L-Fucose)


  Mrv0541 02231216502D          

 11 11  0  0  1  0            999 V2000
   -1.7861    1.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.9207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572    1.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.9208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0717    1.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.0957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0717   -0.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.3168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572   -1.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.0958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7862   -0.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
M  END
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3D MOL for HMDB0059625 (beta-L-Fucose)

HMDB0059625
     RDKit          3D
beta-L-Fucose
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.3257    0.7204   -0.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2435    0.5275    0.2699 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3336    1.5243    0.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833    1.2668    0.6985 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7209    2.3337    0.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711    0.1039   -0.1112 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8204   -0.0224    0.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6819   -1.0979    0.3760 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1156   -2.2655   -0.2422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7718   -0.8606    0.1890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1442   -1.4740   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1460    0.0401   -1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701    1.7526   -1.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3158    0.4964   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.7176    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    0.9186    1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666    2.8541   -0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    0.2398   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2535    0.3545   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342   -1.1945    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474   -2.9991    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -1.4696    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -2.4668   -0.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  4 16  1  1
  5 17  1  0
  6 18  1  6
  7 19  1  0
  8 20  1  1
  9 21  1  0
 10 22  1  1
 11 23  1  0
M  END
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3D SDF for HMDB0059625 (beta-L-Fucose)


  Mrv0541 02231216502D          

 11 11  0  0  1  0            999 V2000
   -1.7861    1.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.9207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572    1.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.9208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0717    1.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.0957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0717   -0.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.3168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572   -1.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.0958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7862   -0.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0059625

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H]1O[C@H](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_KEY>
SHZGCJCMOBCMKK-KGJVWPDLSA-N

> <FORMULA>
C6H12O5

> <MOLECULAR_WEIGHT>
164.1565

> <EXACT_MASS>
164.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
15.279357393102524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
-2.39

> <JCHEM_LOGP>
-1.885629251333333

> <ALOGPS_LOGS>
0.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.724419195509512

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.30218058050956

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121738272477764

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
34.3797

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.27e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-l-fucose

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0059625 (beta-L-Fucose)

HMDB0059625
     RDKit          3D
beta-L-Fucose
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.3257    0.7204   -0.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2435    0.5275    0.2699 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3336    1.5243    0.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8833    1.2668    0.6985 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7209    2.3337    0.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4711    0.1039   -0.1112 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8204   -0.0224    0.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6819   -1.0979    0.3760 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1156   -2.2655   -0.2422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7718   -0.8606    0.1890 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1442   -1.4740   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1460    0.0401   -1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701    1.7526   -1.2312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3158    0.4964   -0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.7176    1.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6698    0.9186    1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666    2.8541   -0.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676    0.2398   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2535    0.3545   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342   -1.1945    1.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474   -2.9991    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -1.4696    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -2.4668   -0.8624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10  2  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  4 16  1  1
  5 17  1  0
  6 18  1  6
  7 19  1  0
  8 20  1  1
  9 21  1  0
 10 22  1  1
 11 23  1  0
M  END
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PDB for HMDB0059625 (beta-L-Fucose)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.334   2.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.001   1.719   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.667   2.489   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.667   1.719   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.001   2.489   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.667   0.179   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.001  -0.591   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.667  -0.591   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.667  -2.131   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.001   0.179   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.334  -0.591   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0059625 (beta-L-Fucose)

COMPND    HMDB0059625
HETATM    1  C1  UNL     1      -2.326   0.720  -0.804  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.244   0.528   0.270  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.334   1.524   0.111  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.883   1.267   0.698  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.721   2.334   0.784  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.471   0.104  -0.111  1.00  0.00           C  
HETATM    7  O3  UNL     1       2.820  -0.022   0.049  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.682  -1.098   0.376  1.00  0.00           C  
HETATM    9  O4  UNL     1       1.116  -2.266  -0.242  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.772  -0.861   0.189  1.00  0.00           C  
HETATM   11  O5  UNL     1      -1.144  -1.474  -1.030  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.146   0.040  -1.669  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.270   1.753  -1.231  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.316   0.496  -0.398  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.786   0.718   1.243  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.670   0.919   1.750  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.867   2.854  -0.020  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.168   0.240  -1.190  1.00  0.00           H  
HETATM   19  H8  UNL     1       3.253   0.355  -0.782  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.934  -1.194   1.473  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.147  -2.999   0.424  1.00  0.00           H  
HETATM   22  H11 UNL     1      -1.312  -1.470   0.973  1.00  0.00           H  
HETATM   23  H12 UNL     1      -1.083  -2.467  -0.862  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   10   15
CONECT    3    4
CONECT    4    5    6   16
CONECT    5   17
CONECT    6    7    8   18
CONECT    7   19
CONECT    8    9   10   20
CONECT    9   21
CONECT   10   11   22
CONECT   11   23
END
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SMILES for HMDB0059625 (beta-L-Fucose)

C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O
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INCHI for HMDB0059625 (beta-L-Fucose)

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
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
beta-L-FucChEBI
b-L-FucGenerator
Β-L-fucGenerator
b-L-FucoseGenerator
Β-L-fucoseGenerator
6-Deoxy-L-galactopyranoseHMDB
6-Deoxy-L-galactoseHMDB
6-Deoxy-beta-L-galactopyranoseHMDB
6-Deoxy-beta-L-galactoseHMDB
6-Deoxy-β-L-galactopyranoseHMDB
6-Deoxy-β-L-galactoseHMDB
beta-L-FucopyranoseHMDB
Β-L-fucopyranoseHMDB
beta-L-FucoseHMDB
Chemical FormulaC6H12O5
Average Molecular Weight164.1565
Monoisotopic Molecular Weight164.068473494
IUPAC Name(2S,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol
Traditional Nameβ-l-fucose
CAS Registry Number13224-93-6
SMILES
C[C@@H]1O[C@H](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-KGJVWPDLSA-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
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Polarizability15.28 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]+136.80831661259
DarkChem[M-H]-133.5331661259
DeepCCS[M+H]+139.99630932474
DeepCCS[M-H]-137.66230932474
DeepCCS[M-2H]-172.33530932474
DeepCCS[M+Na]+146.5930932474
AllCCS[M+H]+138.032859911
AllCCS[M+H-H2O]+133.632859911
AllCCS[M+NH4]+142.232859911
AllCCS[M+Na]+143.332859911
AllCCS[M-H]-129.532859911
AllCCS[M+Na-2H]-130.832859911
AllCCS[M+HCOO]-132.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.0.79 minutes32390414
Predicted by Siyang on May 30, 20229.7099 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.04 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid779.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid313.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid42.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid178.3 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid62.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid281.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid228.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)502.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid596.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid58.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid799.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid182.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid209.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate572.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA330.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water237.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
beta-L-FucoseC[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O3109.0Standard polar33892256
beta-L-FucoseC[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O1503.5Standard non polar33892256
beta-L-FucoseC[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O1434.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
beta-L-Fucose,1TMS,isomer #1C[C@@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O1458.1Semi standard non polar33892256
beta-L-Fucose,1TMS,isomer #2C[C@@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O1468.2Semi standard non polar33892256
beta-L-Fucose,1TMS,isomer #3C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O1481.0Semi standard non polar33892256
beta-L-Fucose,1TMS,isomer #4C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C1496.0Semi standard non polar33892256
beta-L-Fucose,2TMS,isomer #1C[C@@H]1O[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O1495.4Semi standard non polar33892256
beta-L-Fucose,2TMS,isomer #2C[C@@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O1529.5Semi standard non polar33892256
beta-L-Fucose,2TMS,isomer #3C[C@@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C1514.2Semi standard non polar33892256
beta-L-Fucose,2TMS,isomer #4C[C@@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O1523.2Semi standard non polar33892256
beta-L-Fucose,2TMS,isomer #5C[C@@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C1544.2Semi standard non polar33892256
beta-L-Fucose,2TMS,isomer #6C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C1504.2Semi standard non polar33892256
beta-L-Fucose,3TMS,isomer #1C[C@@H]1O[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O1572.7Semi standard non polar33892256
beta-L-Fucose,3TMS,isomer #2C[C@@H]1O[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C1582.5Semi standard non polar33892256
beta-L-Fucose,3TMS,isomer #3C[C@@H]1O[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C1589.1Semi standard non polar33892256
beta-L-Fucose,3TMS,isomer #4C[C@@H]1O[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C1581.2Semi standard non polar33892256
beta-L-Fucose,4TMS,isomer #1C[C@@H]1O[C@H](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)C1681.3Semi standard non polar33892256
beta-L-Fucose,1TBDMS,isomer #1C[C@@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O1720.3Semi standard non polar33892256
beta-L-Fucose,1TBDMS,isomer #2C[C@@H]1O[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O1741.2Semi standard non polar33892256
beta-L-Fucose,1TBDMS,isomer #3C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O1741.1Semi standard non polar33892256
beta-L-Fucose,1TBDMS,isomer #4C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C1757.7Semi standard non polar33892256
beta-L-Fucose,2TBDMS,isomer #1C[C@@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O1987.4Semi standard non polar33892256
beta-L-Fucose,2TBDMS,isomer #2C[C@@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2014.5Semi standard non polar33892256
beta-L-Fucose,2TBDMS,isomer #3C[C@@H]1O[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2016.9Semi standard non polar33892256
beta-L-Fucose,2TBDMS,isomer #4C[C@@H]1O[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2008.0Semi standard non polar33892256
beta-L-Fucose,2TBDMS,isomer #5C[C@@H]1O[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2029.2Semi standard non polar33892256
beta-L-Fucose,2TBDMS,isomer #6C[C@@H]1O[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C2003.6Semi standard non polar33892256
beta-L-Fucose,3TBDMS,isomer #1C[C@@H]1O[C@H](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]1O2255.5Semi standard non polar33892256
beta-L-Fucose,3TBDMS,isomer #2C[C@@H]1O[C@H](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)C2271.2Semi standard non polar33892256
beta-L-Fucose,3TBDMS,isomer #3C[C@@H]1O[C@H](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)C2269.8Semi standard non polar33892256
beta-L-Fucose,3TBDMS,isomer #4C[C@@H]1O[C@H](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)C2274.9Semi standard non polar33892256
beta-L-Fucose,4TBDMS,isomer #1C[C@@H]1O[C@H](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)C2479.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - beta-L-Fucose GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4j-9500000000-cfa9e0d8f1f20b29e5d82017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-L-Fucose GC-MS (4 TMS) - 70eV, Positivesplash10-002r-9346400000-7524daf3b04caf0c441a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-L-Fucose GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 10V, Positive-QTOFsplash10-014i-1900000000-73abedcfedce730de9242015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 20V, Positive-QTOFsplash10-014j-1900000000-5f2bd8fc908e0f2d17d82015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 40V, Positive-QTOFsplash10-0a4s-9000000000-4ae8072a5651434f44b42015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 10V, Negative-QTOFsplash10-03di-3900000000-e7a20de995c932bdb5d12015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 20V, Negative-QTOFsplash10-03dj-6900000000-03f10dd2373a0985cc0e2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 40V, Negative-QTOFsplash10-0a4i-9000000000-1ef6b887ff1a4477de1f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 10V, Negative-QTOFsplash10-03di-2900000000-39b12ef61b5dc955b65a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 20V, Negative-QTOFsplash10-052f-9200000000-b035b501120515e5ba702021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 40V, Negative-QTOFsplash10-0a4i-9000000000-b4e3f8e66eccd71547b02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 10V, Positive-QTOFsplash10-016s-0900000000-1b35b25727b8097815572021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 20V, Positive-QTOFsplash10-0002-9400000000-d296c72cacbcd6d61db12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-L-Fucose 40V, Positive-QTOFsplash10-0a4j-9000000000-daa4eb13673f38090d732021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03283
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID392667
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound444863
PDB IDNot Available
ChEBI ID42589
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Fucose mutarotase
General function:
Not Available
Specific function:
Involved in the interconversion between alpha- and beta-L-fucoses. L-Fucose (6-deoxy-L-galactose) exists as alpha-L-fucose (29.5%) and beta-L-fucose (70.5%), the beta-form is metabolized through the salvage pathway. GDP-L-fucose formed either by the de novo or salvage pathways is transported into the endoplasmic reticulum, where it serves as a substrate for N- and O-glycosylations by fucosyltransferases. Fucosylated structures expressed on cell surfaces or secreted in biological fluids are believed to play a critical role in cell-cell adhesion and recognition processes.
Gene Name:
FUOM
Uniprot ID:
A2VDF0
Molecular weight:
16764.555
Reactions
L-Fucose → beta-L-Fucosedetails