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Showing NP-Card for Fucose 1-phosphate (NP0086739)

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Record Information
Version2.0
Created at2022-05-11 16:29:39 UTC
Updated at2022-05-11 16:29:39 UTC
NP-MRD IDNP0086739
Secondary Accession NumbersNone
Natural Product Identification
Common NameFucose 1-phosphate
DescriptionFucose 1-phosphate, also known as L-fucose-1P, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Fucose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, fucose 1-phosphate participates in a number of enzymatic reactions. In particular, fucose 1-phosphate can be converted into GDP-L-fucose; which is mediated by the enzyme fucose-1-phosphate guanylyltransferase. In addition, fucose 1-phosphate can be biosynthesized from L-fucose; which is catalyzed by the enzyme L-fucose kinase. In humans, fucose 1-phosphate is involved in fructose intolerance, hereditary.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0086739 (Fucose 1-phosphate)


  Mrv0541 02231219012D          

 15 15  0  0  1  0            999 V2000
    1.5946    0.7217    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.7746    0.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4145    0.7217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946    1.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946   -0.1020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    0.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642   -0.5252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6575    0.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -0.9447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7746   -0.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679    0.3061    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3679   -0.5252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6612   -1.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0820    0.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0820   -0.9333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  1  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  6  0  0  0
 11 14  1  6  0  0  0
 12 15  1  6  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for NP0086739 (Fucose 1-phosphate)

     RDKit          3D

 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.3553    1.4693    0.9236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5717    0.1690    0.9520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2470    0.3753    1.2030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    0.0181    0.1641 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9041    0.1648    0.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7391    1.2973   -0.2960 P   0  0  1  0  0  5  0  0  0  0  0  0
    1.9731    1.5922   -1.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9147    2.7742    0.5040 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629    0.7233   -0.7422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409   -1.4335   -0.2333 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1811   -2.2011    0.6494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9813   -1.8994   -0.1800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3168   -2.7307   -1.2433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8580   -0.6648   -0.2660 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5984   -0.0365   -1.4548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867    2.0305    1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    2.0574    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4445    1.2754    0.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9903   -0.4068    1.8290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880    0.6999   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135    3.5409   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4501   -0.1116   -0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131   -1.5846   -1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4530   -1.6725    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1960   -2.3899    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5129   -2.9351   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9240   -0.9560   -0.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0108    0.8347   -1.5820 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
  6  5  1  1
  6  8  1  0
  6  9  1  0
  6  7  2  0
  4 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14  2  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  4 20  1  6
  8 21  1  0
  9 22  1  0
 10 23  1  6
 11 24  1  0
 12 25  1  1
 13 26  1  0
 14 27  1  6
 15 28  1  0
M  END
Download

3D SDF for NP0086739 (Fucose 1-phosphate)


  Mrv0541 02231219012D          

 15 15  0  0  1  0            999 V2000
    1.5946    0.7217    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.7746    0.7180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4145    0.7217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946    1.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5946   -0.1020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    0.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642   -0.5252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6575    0.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -0.9447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7746   -0.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679    0.3061    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3679   -0.5252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6612   -1.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0820    0.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0820   -0.9333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  1  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  6  0  0  0
 11 14  1  6  0  0  0
 12 15  1  6  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1OC(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-DHVFOXMCSA-N

> <FORMULA>
C6H13O8P

> <MOLECULAR_WEIGHT>
244.1364

> <EXACT_MASS>
244.034803904

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
19.70552150574226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.53

> <JCHEM_LOGP>
-2.0091952826666666

> <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>
45.252599999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.42e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fuculose 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0086739 (Fucose 1-phosphate)

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PDB for NP0086739 (Fucose 1-phosphate)
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  P   UNK     0       2.977   1.347   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0       1.446   1.340   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.507   1.347   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.977   2.878   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.977  -0.190   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.120   0.571   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.120  -0.980   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.227   1.333   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.227  -1.763   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.446  -1.749   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.553   0.571   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.553  -0.980   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.234  -3.301   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.886   1.333   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.886  -1.742   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7    8                                                  
CONECT    7    6    9   10                                                  
CONECT    8    6   11                                                       
CONECT    9    7   12   13                                                  
CONECT   10    7                                                            
CONECT   11    8   14   12                                                  
CONECT   12    9   15   11                                                  
CONECT   13    9                                                            
CONECT   14   11                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

Download
3D PDB for NP0086739 (Fucose 1-phosphate)
Download
SMILES for NP0086739 (Fucose 1-phosphate)
C[C@@H]1OC(OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O
Download
INCHI for NP0086739 (Fucose 1-phosphate)
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
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View in JSmol
Synonyms
ValueSource
6-Deoxy-1-O-phosphono-L-galactopyranoseChEBI
6-Deoxy-L-galactose 1-phosphateChEBI
L-Fucose 1-phosphateChEBI
6-Deoxy-L-galactose 1-phosphoric acidGenerator
L-Fucose 1-phosphoric acidGenerator
Fucose 1-phosphoric acidGenerator
(3,4,5-Trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyphosphonateHMDB
(3,4,5-Trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyphosphonic acidHMDB
6-Deoxy-L-galactopyranose 1-(dihydrogen phosphate)HMDB
Fuculose 1-phosphateHMDB
L-Fucose-1PHMDB
Chemical FormulaC6H13O8P
Average Mass244.1364 Da
Monoisotopic Mass244.03480 Da
IUPAC Name{[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid
Traditional Namefuculose 1-phosphate
CAS Registry NumberNot Available
SMILES
C[C@@H]1OC(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 KeyPTVXQARCLQPGIR-DHVFOXMCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
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.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentMonosaccharide 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 FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.5ALOGPS
logP-2ChemAxon
logS-0.85ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity45.25 m³·mol⁻¹ChemAxon
Polarizability19.71 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001265  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022520  
KNApSAcK IDNot Available
Chemspider ID388911  
KEGG Compound IDC02985  
BioCyc IDNot Available
BiGG ID40955  
Wikipedia LinkNot Available
METLIN ID6120  
PubChem Compound439871  
PDB IDNot Available
ChEBI ID28319  
Good Scents IDNot Available
References
General References