MiMeDB: Showing metabocard for L-Fuculose 1-phosphate (MMDBc0030073)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:52:53 UTC

Update Date

2022-08-31 17:39:30 UTC

Metabolite ID

MMDBc0030073

Metabolite Identification

Common Name

L-Fuculose 1-phosphate

Description

L-fuculose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E. Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E. Collectively, the data suggest that L-fuculose-1-phosphate plays a role in the regulation of ribose usage as a carbon source by E. (PMID 17709419 )

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 03281501362D          

 15 14  0  0  0  0            999 V2000
   -1.6741    0.0418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596    0.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451    0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837    0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    0.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6127    0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6257    0.0637    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4451    0.0564    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.6450    0.8711    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.6482   -1.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451   -0.7831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    1.2793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -0.7831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8982    1.2793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  1  0  0  0  0
  5 14  1  0  0  0  0
  4 13  1  0  0  0  0
  3 12  2  0  0  0  0
  8 11  2  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
M  CHG  2   9  -1  10  -1
M  END
> <DATABASE_ID>
MMDBc0030073

> <DATABASE_NAME>
MIME

> <SMILES>
CC(O)C(O)C(O)C(=O)COP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/p-2

> <INCHI_KEY>
KNYGWWDTPGSEPD-UHFFFAOYSA-L

> <FORMULA>
C6H11O8P

> <MOLECULAR_WEIGHT>
242.121

> <EXACT_MASS>
242.020251472

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.526780188913637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-1-(phosphonatooxy)hexan-2-one

> <ALOGPS_LOGP>
-1.51

> <JCHEM_LOGP>
-2.3436879566666664

> <ALOGPS_LOGS>
-0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.208699831029235

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1785976312994677

> <JCHEM_PKA_STRONGEST_BASIC>
-3.054294025569079

> <JCHEM_POLAR_SURFACE_AREA>
150.17999999999998

> <JCHEM_REFRACTIVITY>
44.6476

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.35e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-1-(phosphonatooxy)hexan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-MAR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-MAR-15         0                                  
HETATM    1  O   UNK     0      -3.125   0.078   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.791   0.848   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.458   0.078   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.876   0.848   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.210   0.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.543   0.848   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.877   0.078   0.000  0.00  0.00           C+0
HETATM    8  P   UNK     0      -4.901   0.119   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      -6.431   0.105   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0      -4.937   1.626   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0      -4.943  -1.883   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.458  -1.462   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.876   2.388   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.210  -1.462   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.543   2.388   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    3    1                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6                                                            
CONECT    8   11    1    9   10                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    3                                                            
CONECT   13    4                                                            
CONECT   14    5                                                            
CONECT   15    6                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

Synonyms

Value	Source
L-Fuculose 1-phosphoric acid	Generator

Molecular Formula

C₆H₁₁O₈P

Average Mass

242.121

Monoisotopic Mass

242.020251472

IUPAC Name

3,4,5-trihydroxy-1-(phosphonatooxy)hexan-2-one

Traditional Name

3,4,5-trihydroxy-1-(phosphonatooxy)hexan-2-one

CAS Registry Number

92418-41-2

SMILES

CC(O)C(O)C(O)C(=O)COP([O-])([O-])=O

InChI Identifier

InChI=1S/C6H13O8P/c1-3(7)5(9)6(10)4(8)2-14-15(11,12)13/h3,5-7,9-10H,2H2,1H3,(H2,11,12,13)/p-2

InChI Key

KNYGWWDTPGSEPD-UHFFFAOYSA-L

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
Glycerone phosphate
Monosaccharide phosphate
Acyloin
Beta-hydroxy ketone
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alpha-hydroxy ketone
Secondary alcohol
Ketone
1,2-diol
Polyol
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

a hexose-1-phosphate (RHAMNULOSE-1P )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	63.5 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.3	ChemAxon
logS	-0.64	ALOGPS
pKa (Strongest Acidic)	1.18	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	150.18 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	44.65 m³·mol⁻¹	ChemAxon
Polarizability	19.53 Å³	ChemAxon
Number of Rings	0	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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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)	2025-10-23	359.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	223.6
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	82.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	311.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	250.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	293.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	951.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	206.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	830.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	162.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	226.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	167.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	48.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	377.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	533.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	51.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	192.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	900.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	623.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	L-Fuculose 1-phosphate_TMS_1	CC(O[Si](C)(C)C)C(O)C(O)C(=O)COP(=O)([O-])[O-]	standard non polar	2025-10-23	1999.28
Gas Chromatography	L-Fuculose 1-phosphate_TMS_2	CC(O)C(O[Si](C)(C)C)C(O)C(=O)COP(=O)([O-])[O-]	standard non polar	2025-10-23	1918.91
Gas Chromatography	L-Fuculose 1-phosphate_TMS_3	CC(O)C(O)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard non polar	2025-10-23	2100.54
Gas Chromatography	L-Fuculose 1-phosphate_TMS_4	CC(O)C(O)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1978.82
Gas Chromatography	L-Fuculose 1-phosphate_TMS_5	CC(O)C(O)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	2115.42
Gas Chromatography	L-Fuculose 1-phosphate_TMS_6	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C(=O)COP(=O)([O-])[O-]	standard non polar	2025-10-23	2043.77
Gas Chromatography	L-Fuculose 1-phosphate_TMS_7	CC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard non polar	2025-10-23	2466.77
Gas Chromatography	L-Fuculose 1-phosphate_TMS_8	CC(O[Si](C)(C)C)C(O)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1726.04
Gas Chromatography	L-Fuculose 1-phosphate_TMS_9	CC(O[Si](C)(C)C)C(O)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1989.5
Gas Chromatography	L-Fuculose 1-phosphate_TMS_10	CC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard non polar	2025-10-23	1504.53
Gas Chromatography	L-Fuculose 1-phosphate_TMS_11	CC(O)C(O[Si](C)(C)C)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	2434.25
Gas Chromatography	L-Fuculose 1-phosphate_TMS_12	CC(O)C(O[Si](C)(C)C)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1572.54
Gas Chromatography	L-Fuculose 1-phosphate_TMS_13	CC(O)C(O)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1834.38
Gas Chromatography	L-Fuculose 1-phosphate_TMS_14	CC(O)C(O)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1503.98
Gas Chromatography	L-Fuculose 1-phosphate_TMS_15	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard non polar	2025-10-23	1819.91
Gas Chromatography	L-Fuculose 1-phosphate_TMS_16	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1911.15
Gas Chromatography	L-Fuculose 1-phosphate_TMS_17	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1169.75
Gas Chromatography	L-Fuculose 1-phosphate_TMS_18	CC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1825.75
Gas Chromatography	L-Fuculose 1-phosphate_TMS_19	CC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1558.3
Gas Chromatography	L-Fuculose 1-phosphate_TMS_20	CC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1717.54
Gas Chromatography	L-Fuculose 1-phosphate_TMS_21	CC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	1626.17
Gas Chromatography	L-Fuculose 1-phosphate_TMS_22	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	2041.86
Gas Chromatography	L-Fuculose 1-phosphate_TMS_23	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard non polar	2025-10-23	2151.51
Gas Chromatography	L-Fuculose 1-phosphate_TMS_1	CC(O[Si](C)(C)C)C(O)C(O)C(=O)COP(=O)([O-])[O-]	standard polar	2025-10-23	1819.16
Gas Chromatography	L-Fuculose 1-phosphate_TMS_2	CC(O)C(O[Si](C)(C)C)C(O)C(=O)COP(=O)([O-])[O-]	standard polar	2025-10-23	1986.49
Gas Chromatography	L-Fuculose 1-phosphate_TMS_3	CC(O)C(O)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard polar	2025-10-23	2089.41
Gas Chromatography	L-Fuculose 1-phosphate_TMS_4	CC(O)C(O)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	2192.17
Gas Chromatography	L-Fuculose 1-phosphate_TMS_5	CC(O)C(O)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1817.64
Gas Chromatography	L-Fuculose 1-phosphate_TMS_6	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C(=O)COP(=O)([O-])[O-]	standard polar	2025-10-23	1878.98
Gas Chromatography	L-Fuculose 1-phosphate_TMS_7	CC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard polar	2025-10-23	2196.86
Gas Chromatography	L-Fuculose 1-phosphate_TMS_8	CC(O[Si](C)(C)C)C(O)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	2659.69
Gas Chromatography	L-Fuculose 1-phosphate_TMS_9	CC(O[Si](C)(C)C)C(O)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	2079.88
Gas Chromatography	L-Fuculose 1-phosphate_TMS_10	CC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard polar	2025-10-23	2088.09
Gas Chromatography	L-Fuculose 1-phosphate_TMS_11	CC(O)C(O[Si](C)(C)C)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1522.94
Gas Chromatography	L-Fuculose 1-phosphate_TMS_12	CC(O)C(O[Si](C)(C)C)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1509.99
Gas Chromatography	L-Fuculose 1-phosphate_TMS_13	CC(O)C(O)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1486.31
Gas Chromatography	L-Fuculose 1-phosphate_TMS_14	CC(O)C(O)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	2182.68
Gas Chromatography	L-Fuculose 1-phosphate_TMS_15	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)COP(=O)([O-])[O-]	standard polar	2025-10-23	1761.82
Gas Chromatography	L-Fuculose 1-phosphate_TMS_16	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	2103.16
Gas Chromatography	L-Fuculose 1-phosphate_TMS_17	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	2263.81
Gas Chromatography	L-Fuculose 1-phosphate_TMS_18	CC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	2683.38
Gas Chromatography	L-Fuculose 1-phosphate_TMS_19	CC(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1247.06
Gas Chromatography	L-Fuculose 1-phosphate_TMS_20	CC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1819.97
Gas Chromatography	L-Fuculose 1-phosphate_TMS_21	CC(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1941.63
Gas Chromatography	L-Fuculose 1-phosphate_TMS_22	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	3056.49
Gas Chromatography	L-Fuculose 1-phosphate_TMS_23	CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(=COP(=O)([O-])[O-])O[Si](C)(C)C	standard polar	2025-10-23	1741.95

Biological Properties

Cellular Locations

Not Available

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Fucose and Rhamnose Degradation		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Escherichia coli CFT073 Klebsiella pneumoniae Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium perfringens Bacillus cereus AH187 (F4810/72) Bacteroides caccae Bacteroides cellulosilyticus Bacteroides eggerthii Bacteroides ovatus Bacteroides thetaiotaomicron Bacteroides thetaiotaomicron VPI-5482 Bacteroides vulgatus Bacteroides xylanisolvens XB1A Clostridium perfringens ATCC 13124 Dysgonomonas gadei ATCC BAA-286 Enterococcus faecalis Lactobacillus paracasei Ruminococcus torques L2-14 Citrobacter koseri Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Bacteroides uniformis Lactobacillus plantarum Lactobacillus sakei Lactobacillus salivarius Listeria monocytogenes Thermotoga neapolitana Enterococcus avium Enterococcus casseliflavus Enterococcus durans Holdemania filiformis Enterobacter cancerogenus Citrobacter youngae Bacteroides nordii Bacteroides plebeius Streptococcus gallolyticus Bacteroides intestinalis Bacteroides fluxus Bacteroides oleiciplenus Bacteroides faecis Alistipes finegoldii Bacteroides xylanisolvens Dysgonomonas gadei Enterococcus faecium Klebsiella variicola Lactobacillus rhamnosus Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Bacillus cereus Q1 Citrobacter koseri ATCC BAA-895 Cronobacter sakazakii ATCC BAA-894 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Lactobacillus plantarum WCFS1 Lactobacillus salivarius UCC118 Escherichia coli 042 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Yersinia pseudotuberculosis IP 31758 Bacteroides cellulosilyticus DSM 14838 Bacteroides eggerthii 1_2_48FAA Bacteroides fluxus YIT 12057 Bacteroides intestinalis DSM 17393 Bacteroides nordii CL02T12C05 Bacteroides oleiciplenus YIT 12058 Bacteroides ovatus ATCC 8483 Bacteroides uniformis ATCC 8492 Bacteroides xylanisolvens SD CC 1b Bacteroides sp. 1_1_14 Bacteroides sp. 1_1_30 Bacteroides sp. 2_1_22 Bacteroides sp. 2_2_4 Bacteroides sp. D2 Bacteroides sp. D20 Bacteroides sp. D22 Tannerella forsythia Bacteroides dorei DSM 17855 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Hafnia alvei Hafnia alvei ATCC 51873 Yersinia pestis Yersinia pseudotuberculosis Actinobacillus pleuropneumoniae Vibrio fluvialis Vibrio fluvialis PG41 Actinomyces naeslundii Actinomyces naeslundii str. Howell 279 Listeria monocytogenes 10403S Paenibacillus lactis 154 Enterococcus asini ATCC 700915 Enterococcus casseliflavus ATCC 12755 Lactobacillus rhamnosus LMS2-1 Lactobacillus salivarius DSM 20555 = ATCC 11741 Lactobacillus coryniformis subsp. coryniformis CECT 5711 Pediococcus acidilactici DSM 20284 [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Ruminococcus] gnavus ATCC 29149 [Clostridium] leptum DSM 753 Holdemania filiformis DSM 12042 Lachnoclostridium phytofermentans ISDg Streptococcus parasanguinis ATCC 15912 Streptococcus parasanguinis FW213 Listeria innocua Clip11262 Klebsiella aerogenes KCTC 2190 Chloroflexus aggregans DSM 9485 Citrobacter rodentium ICC168 Cronobacter turicensis z3032 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia billingiae Eb661 Klebsiella pneumoniae 342 Pantoea ananatis LMG 20103 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shigella flexneri 2a str. 301 Shigella boydii Sb227 Thermotoga petrophila RKU-1 Thermotoga sp. RQ2 Thermotoga neapolitana DSM 4359 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25 Hungatella hathewayi DSM 13479
Fucose utilization: fucP, fucI, fucK, fucU, fucR,		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Escherichia coli CFT073 Klebsiella pneumoniae Streptococcus pneumoniae Salmonella enterica Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Streptococcus pneumoniae TIGR4 Saccharopolyspora erythraea NRRL 2338 Akkermansia muciniphila ATCC BAA-835 Bacillus cereus AH187 (F4810/72) Bacteroides caccae Bacteroides cellulosilyticus Bacteroides eggerthii Bacteroides fragilis Bacteroides fragilis 638R Bacteroides fragilis YCH46 Bacteroides ovatus Bacteroides thetaiotaomicron Bacteroides thetaiotaomicron VPI-5482 Bacteroides vulgatus Bacteroides xylanisolvens XB1A Blautia obeum A2-162 Blautia obeum ATCC 29174 Clostridium perfringens ATCC 13124 Dysgonomonas gadei ATCC BAA-286 Enterococcus hirae ATCC 9790 Eubacterium siraeum 70/3 Megamonas hypermegale Prevotella ruminicola 23 Ruminococcus torques L2-14 Spirochaeta thermophila Citrobacter koseri Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Vibrio vulnificus Bacteroides uniformis Ruminococcus albus Streptococcus pyogenes Streptococcus equinus Clostridium butyricum Actinomyces viscosus Thermotoga neapolitana Caldicellulosiruptor bescii Caldicellulosiruptor saccharolyticus Brachyspira pilosicoli Enterococcus durans Blautia hydrogenotrophica Holdemania filiformis Sodalis glossinidius Enterobacter cancerogenus Clostridium methylpentosum Citrobacter youngae Escherichia albertii Streptococcus pseudopneumoniae Bacteroides nordii Bacteroides plebeius Bacteroides pyogenes Bacteroides intestinalis Actinomyces oris Bacteroides oleiciplenus Bacteroides faecis Bacteroides helcogenes Bacteroides xylanisolvens Blautia obeum Dysgonomonas gadei Enterococcus hirae Haemophilus parainfluenzae Klebsiella variicola Prevotella ruminicola Streptococcus suis Granulicatella adiacens Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Bacillus cereus Q1 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Haemophilus influenzae PittGG Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Escherichia coli 042 Edwardsiella tarda FL6-60 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Streptococcus pneumoniae D39 Streptococcus pneumoniae Hungary19A-6 Streptococcus pneumoniae JJA Bacteroides cellulosilyticus DSM 14838 Bacteroides eggerthii 1_2_48FAA Bacteroides intestinalis DSM 17393 Bacteroides nordii CL02T12C05 Bacteroides oleiciplenus YIT 12058 Bacteroides ovatus ATCC 8483 Bacteroides pyogenes DSM 20611 = JCM 6294 Bacteroides uniformis ATCC 8492 Bacteroides xylanisolvens SD CC 1b Bacteroides sp. 1_1_14 Bacteroides sp. 1_1_30 Bacteroides sp. 2_1_22 Bacteroides sp. 2_2_4 Bacteroides sp. D2 Bacteroides sp. D20 Bacteroides sp. D22 Paraprevotella clara YIT 11840 Paraprevotella xylaniphila YIT 11841 Alistipes indistinctus YIT 12060 Bacteroides coprophilus DSM 18228 = JCM 13818 Bacteroides dorei DSM 17855 Succinatimonas hippei Succinatimonas hippei YIT 12066 Succinivibrio dextrinosolvens Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Haemophilus sputorum Vibrio mimicus Brachyspira pilosicoli B2904 Actinomyces naeslundii Actinomyces naeslundii str. Howell 279 Actinomyces viscosus C505 Trueperella pyogenes Collinsella tanakaei YIT 12063 Paenibacillus lactis 154 Abiotrophia defectiva Abiotrophia defectiva ATCC 49176 Granulicatella adiacens ATCC 49175 Granulicatella elegans Granulicatella elegans ATCC 700633 Clostridium butyricum E4 str. BoNT E BL5262 Clostridium celatum DSM 1785 Blautia hydrogenotrophica DSM 10507 Blautia wexlerae [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 [Clostridium] hylemonae DSM 15053 [Ruminococcus] gnavus ATCC 29149 Oribacterium sinus F0268 Roseburia inulinivorans DSM 16841 Ruminococcus callidus ATCC 27760 [Clostridium] leptum DSM 753 [Eubacterium] siraeum DSM 15702 Holdemania filiformis DSM 12042 Lachnoclostridium phytofermentans ISDg Caldicellulosiruptor bescii DSM 6725 Conexibacter woesei DSM 14684 Caldicellulosiruptor saccharolyticus DSM 8903 Dictyoglomus turgidum DSM 6724 Rubrobacter xylanophilus DSM 9941 Stackebrandtia nassauensis DSM 44728 Schaalia turicensis ACS-279-V-Col4 Bacteroides helcogenes P 36-108 Brachyspira murdochii DSM 12563 Brachyspira pilosicoli 95/1000 Citrobacter rodentium ICC168 Enterobacter cloacae SCF1 Gluconacetobacter diazotrophicus PAl 5 Haemophilus parasuis SH0165 Haemophilus influenzae F3047 Halothermothrix orenii H 168 Klebsiella pneumoniae 342 Sodalis glossinidius str. 'morsitans' Dictyoglomus thermophilum H-6-12 Petrotoga mobilis SJ95 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Thermotoga petrophila RKU-1 Thermotoga sp. RQ2 Thermotoga neapolitana DSM 4359 Treponema brennaborense DSM 12168 Vibrio vulnificus YJ016 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25 Hungatella hathewayi DSM 13479

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
MMDBr0018339	L-Fuculose 1-phosphate	Lactaldehyde	L-fuculose phosphate aldolase	Aldol addition (or reverse)	PathBank	31602464
MMDBr0018340	L-Fuculose	L-Fuculose 1-phosphate	L-fuculokinase	Phosphorylation	PathBank	31602464

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	Proteobacteria	3	Pig ; Human feces; Human ; Human feces; pleural fluid plaque; bal; Human sputum	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	40	Human feces; Human pleural fluid plaque; Human	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	69	Pig ; Human feces; Human ; Human feces; pleural fluid plaque; bal; Human sputum	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	12	Human feces; Human ; Human mucosa	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	50	Human feces; Human ; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	6		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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19811131

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-Fuculose 1-phosphate (MMDBc0030073)

MOL for #<Metabolite:0x00007f9acc2a5828>

3D MOL for #<Metabolite:0x00007f9acc2a5828>

3D SDF for #<Metabolite:0x00007f9acc2a5828>

3D-SDF for #<Metabolite:0x00007f9acc2a5828>

PDB for #<Metabolite:0x00007f9acc2a5828>

3D PDB for #<Metabolite:0x00007f9acc2a5828>

SMILES for #<Metabolite:0x00007f9acc2a5828>

INCHI for #<Metabolite:0x00007f9acc2a5828>

Structure for #<Metabolite:0x00007f9acc2a5828>

3D Structure for #<Metabolite:0x00007f9acc2a5828>