MiMeDB: Showing metabocard for Fucose 1-phosphate (MMDBc0047924)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:15:44 UTC

Update Date

2024-04-30 20:32:40 UTC

Metabolite ID

MMDBc0047924

Metabolite Identification

Common Name

Fucose 1-phosphate

Description

Fucose 1-phosphate (CAS: 16562-58-6) belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphate group linked to the carbohydrate unit. Fucose 1-phosphate is an intermediate in the reversible synthesis of GDP-L-fucose catalyzed by the enzyme guanosine triphosphate fucose pyrophosphorylase (GFPP, EC 2.7.7.30). The reversible reaction is magnesium-dependent, although the enzyme is partially active when cobalt or manganese is substituted. The reaction is unusual in that, of the four canonical nucleoside triphosphates, only guanosine can be utilized efficiently to form a nucleotide-sugar. Free cytosolic fucose is phosphorylated by L-fucokinase (EC 2.7.1.52) to form fucose-1-phosphate in the salvage pathway of GDP-L-fucose (PMID: 16185085 , 14686921 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306192020162D          

 15 15  0  0  0  0            999 V2000
10000.903110000.2956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.903110001.1207    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10000.903110001.9457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.078110001.1206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.728110001.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.9031 9998.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4741 9997.8207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.045210000.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0452 9998.6456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.1886 9999.8831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.1886 9999.0582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.4741 9998.6457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.7597 9999.0581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.7597 9999.8832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.474210000.2957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 14 15  1  0  0  0  0
 10  1  1  6  0  0  0
 11  6  1  1  0  0  0
 12  7  1  6  0  0  0
 14  8  1  6  0  0  0
 13  9  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047924

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6+/m0/s1

> <INCHI_KEY>
PTVXQARCLQPGIR-SXUWKVJYSA-N

> <FORMULA>
C6H13O8P

> <MOLECULAR_WEIGHT>
244.136

> <EXACT_MASS>
244.034804377

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
19.998868940614585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.53

> <JCHEM_LOGP>
-2.009195282666666

> <ALOGPS_LOGS>
-0.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.219259191809283

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1557140415655103

> <JCHEM_PKA_STRONGEST_BASIC>
-3.612214176029089

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
45.2526

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.42e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fucose 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-20         0                                  
HETATM    1  O   UNK     0    8668.3528667.218   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0    8668.3528668.759   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0    8668.3528670.299   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8666.8128668.758   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8669.8928668.759   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8668.3528664.139   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8665.6858662.599   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8663.0188667.219   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8663.0188664.138   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8667.0198666.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8667.0198664.909   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8665.6858664.139   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.3518664.908   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.3518666.449   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8665.6858667.219   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6   11                                                            
CONECT    7   12                                                            
CONECT    8   14                                                            
CONECT    9   13                                                            
CONECT   10   11   15    1                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11   13    7                                                  
CONECT   13   12   14    9                                                  
CONECT   14   13   15    8                                                  
CONECT   15   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0001265
HETATM    1  C1  UNL     1      -2.440   1.047  -1.339  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.241   0.990  -0.381  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.247   0.314  -1.036  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.744  -0.197  -0.245  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.566  -0.991  -1.078  1.00  0.00           O  
HETATM    6  P1  UNL     1       3.156  -0.429  -1.066  1.00  0.00           P  
HETATM    7  O3  UNL     1       3.943  -1.265  -2.036  1.00  0.00           O  
HETATM    8  O4  UNL     1       3.176   1.181  -1.530  1.00  0.00           O  
HETATM    9  O5  UNL     1       3.774  -0.660   0.487  1.00  0.00           O  
HETATM   10  C4  UNL     1       0.243  -1.120   0.842  1.00  0.00           C  
HETATM   11  O6  UNL     1       0.616  -0.602   2.101  1.00  0.00           O  
HETATM   12  C5  UNL     1      -1.273  -1.123   0.825  1.00  0.00           C  
HETATM   13  O7  UNL     1      -1.681  -1.686  -0.373  1.00  0.00           O  
HETATM   14  C6  UNL     1      -1.679   0.354   0.907  1.00  0.00           C  
HETATM   15  O8  UNL     1      -3.011   0.516   1.189  1.00  0.00           O  
HETATM   16  H1  UNL     1      -3.275   1.618  -0.916  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.031   1.481  -2.280  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.765   0.019  -1.596  1.00  0.00           H  
HETATM   19  H4  UNL     1      -0.995   2.053  -0.158  1.00  0.00           H  
HETATM   20  H5  UNL     1       1.382   0.597   0.199  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.672   1.757  -0.898  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.499   0.041   1.114  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.660  -2.133   0.786  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.164   0.234   1.991  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.688  -1.700   1.659  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.120  -2.472  -0.554  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.039   0.781   1.724  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.113   1.393   1.666  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   14   19
CONECT    3    4
CONECT    4    5   10   20
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   21
CONECT    9   22
CONECT   10   11   12   23
CONECT   11   24
CONECT   12   13   14   25
CONECT   13   26
CONECT   14   15   27
CONECT   15   28
END

Synonyms

Value	Source
6-Deoxy-1-O-phosphono-beta-L-galactopyranose	ChEBI
6-Deoxy-L-galactose 1-phosphate	ChEBI
Fucopyranosyl phosphate	ChEBI
Fucose 1-phosphate	ChEBI
6-Deoxy-1-O-phosphono-b-L-galactopyranose	Generator
6-Deoxy-1-O-phosphono-β-L-galactopyranose	Generator
6-Deoxy-L-galactose 1-phosphoric acid	Generator
Fucopyranosyl phosphoric acid	Generator
Fucose 1-phosphoric acid	Generator
b-L-Fucose 1-phosphate	Generator
b-L-Fucose 1-phosphoric acid	Generator
beta-L-Fucose 1-phosphoric acid	Generator
Β-L-fucose 1-phosphate	Generator
Β-L-fucose 1-phosphoric acid	Generator
beta-L-Fucopyranosyl dicyclohexylammonium phosphate	MeSH
beta-L-Fucose 1-phosphate	KEGG
L-Fucopyranose 1-(dihydrogen phosphate)	HMDB
L-Fucose 1-phosphate	HMDB
L-Fucose-1-phosphate	HMDB
beta-L-Fucopyranosyl phosphate	HMDB
β-L-Fucopyranosyl phosphate	HMDB

Molecular Formula

C₆H₁₃O₈P

Average Mass

244.136

Monoisotopic Mass

244.034804377

IUPAC Name

{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid

Traditional Name

fucose 1-phosphate

CAS Registry Number

16562-59-7

SMILES

C[C@@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6+/m0/s1

InChI Key

PTVXQARCLQPGIR-SXUWKVJYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Hexose monosaccharide
Monosaccharide phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Oxane
Organic phosphoric acid derivative
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

L-fucopyranose 1-phosphate (CHEBI:12387 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	34.2 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2	ChemAxon
logS	-0.85	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	45.25 m³·mol⁻¹	ChemAxon
Polarizability	20 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9130000000-7b4a4232dd7a0bd8dbac	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9230000000-2ee74b8ac83ba7b48ef3	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-3bc59b08305310a3654f	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002g-9170000000-875253e07281671ff694	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a8e79a6083cde3a1b0d1	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ef5dc3379a78dd68ac33	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-3090000000-87959ec9e9952d6c1e7e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-c08a47f59e790b5f91b9	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0390000000-8f9f4139490c8a36f799	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002b-4900000000-cc61be796553b9786469	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052g-9000000000-a31cfa738e614a05eb5d	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	530.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	431.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	43.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	232.9
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	307.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	293.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	493.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	757.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	765.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	167.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	479.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	177.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	26.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	420.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	832.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	72.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	292.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	629.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	582.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Fucose 1-phosphate_TMS_1	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1908.53
Gas Chromatography	Fucose 1-phosphate_TMS_2	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1948.67
Gas Chromatography	Fucose 1-phosphate_TMS_3	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1738.3
Gas Chromatography	Fucose 1-phosphate_TMS_4	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1865.58
Gas Chromatography	Fucose 1-phosphate_TMS_5	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2321.76
Gas Chromatography	Fucose 1-phosphate_TMS_6	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1302.01
Gas Chromatography	Fucose 1-phosphate_TMS_7	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1976.05
Gas Chromatography	Fucose 1-phosphate_TMS_8	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1874.77
Gas Chromatography	Fucose 1-phosphate_TMS_9	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2266.56
Gas Chromatography	Fucose 1-phosphate_TMS_10	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1682.32
Gas Chromatography	Fucose 1-phosphate_TMS_11	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1614.56
Gas Chromatography	Fucose 1-phosphate_TMS_12	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1194.18
Gas Chromatography	Fucose 1-phosphate_TMS_13	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2346.37
Gas Chromatography	Fucose 1-phosphate_TMS_14	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1697.52
Gas Chromatography	Fucose 1-phosphate_TMS_15	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2206.91
Gas Chromatography	Fucose 1-phosphate_TMS_16	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2675.88
Gas Chromatography	Fucose 1-phosphate_TMS_17	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2238.06
Gas Chromatography	Fucose 1-phosphate_TMS_18	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1794.21
Gas Chromatography	Fucose 1-phosphate_TMS_19	C[C@@H]1O[C@H](OP(=O)(O)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)C	standard non polar	2025-10-24	2384.97
Gas Chromatography	Fucose 1-phosphate_TMS_20	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1551.11
Gas Chromatography	Fucose 1-phosphate_TMS_21	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2356.52
Gas Chromatography	Fucose 1-phosphate_TMS_22	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2360.16
Gas Chromatography	Fucose 1-phosphate_TMS_23	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)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)C	standard non polar	2025-10-24	1491.01
Gas Chromatography	Fucose 1-phosphate_TMS_1	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard polar	2025-10-24	1929.77
Gas Chromatography	Fucose 1-phosphate_TMS_2	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1887.93
Gas Chromatography	Fucose 1-phosphate_TMS_3	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2400.0
Gas Chromatography	Fucose 1-phosphate_TMS_4	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O	standard polar	2025-10-24	1996.91
Gas Chromatography	Fucose 1-phosphate_TMS_5	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2286.16
Gas Chromatography	Fucose 1-phosphate_TMS_6	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2081.21
Gas Chromatography	Fucose 1-phosphate_TMS_7	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2586.33
Gas Chromatography	Fucose 1-phosphate_TMS_8	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2159.91
Gas Chromatography	Fucose 1-phosphate_TMS_9	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1754.66
Gas Chromatography	Fucose 1-phosphate_TMS_10	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2510.99
Gas Chromatography	Fucose 1-phosphate_TMS_11	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2090.0
Gas Chromatography	Fucose 1-phosphate_TMS_12	C[C@@H]1O[C@H](OP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1385.92
Gas Chromatography	Fucose 1-phosphate_TMS_13	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1710.06
Gas Chromatography	Fucose 1-phosphate_TMS_14	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1760.86
Gas Chromatography	Fucose 1-phosphate_TMS_15	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2416.4
Gas Chromatography	Fucose 1-phosphate_TMS_16	C[C@@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2105.06
Gas Chromatography	Fucose 1-phosphate_TMS_17	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2109.78
Gas Chromatography	Fucose 1-phosphate_TMS_18	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2005.4
Gas Chromatography	Fucose 1-phosphate_TMS_19	C[C@@H]1O[C@H](OP(=O)(O)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)C	standard polar	2025-10-24	1973.59
Gas Chromatography	Fucose 1-phosphate_TMS_20	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2067.8
Gas Chromatography	Fucose 1-phosphate_TMS_21	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2725.48
Gas Chromatography	Fucose 1-phosphate_TMS_22	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1871.85
Gas Chromatography	Fucose 1-phosphate_TMS_23	C[C@@H]1O[C@H](OP(=O)(O[Si](C)(C)C)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)C	standard polar	2025-10-24	1339.7

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191924	Fucose-1-phosphate guanylyltransferase	Unknown	O14772	Homo sapiens
MMDBp0191925	L-fucose kinase	Enzyme	Q8N0W3	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	204	Human feces; Pig ; Human ; Cattle ; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	142	Human ; Human feces; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	52	Human feces; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	5	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	4	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001265

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022520

KNApSAcK ID

Not Available

Chemspider ID

58841

KEGG Compound ID

C02985

BioCyc ID

CPD-488

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6120

PubChem Compound

65369

PDB ID

Not Available

ChEBI ID

12387

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Niittymaki J, Mattila P, Roos C, Huopaniemi L, Sjoblom S, Renkonen R: Cloning and expression of murine enzymes involved in the salvage pathway of GDP-L-fucose. Eur J Biochem. 2004 Jan;271(1):78-86. doi: 10.1046/j.1432-1033.2003.03904.x. [PubMed:14686921 ]
Quirk S, Seley KL: Identification of catalytic amino acids in the human GTP fucose pyrophosphorylase active site. Biochemistry. 2005 Oct 4;44(39):13172-8. doi: 10.1021/bi051288d. [PubMed:16185085 ]

Showing metabocard for Fucose 1-phosphate (MMDBc0047924)

MOL for #<Metabolite:0x00007f2e061942f0>

3D MOL for #<Metabolite:0x00007f2e061942f0>

3D SDF for #<Metabolite:0x00007f2e061942f0>

3D-SDF for #<Metabolite:0x00007f2e061942f0>

PDB for #<Metabolite:0x00007f2e061942f0>

3D PDB for #<Metabolite:0x00007f2e061942f0>

SMILES for #<Metabolite:0x00007f2e061942f0>

INCHI for #<Metabolite:0x00007f2e061942f0>

Structure for #<Metabolite:0x00007f2e061942f0>

3D Structure for #<Metabolite:0x00007f2e061942f0>