NP-MRD: Showing NP-Card for d-galactopyranose 1-phosphate (NP0185201)

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Record Information

Version

2.0

Created at

2022-09-04 00:32:54 UTC

Updated at

2022-09-04 00:32:54 UTC

NP-MRD ID

NP0185201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

d-galactopyranose 1-phosphate

Description

D-Galactopyranose 1-phosphate, also known as D-galactose 1-phosphoric acid, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. d-galactopyranose 1-phosphate is found in Homo sapiens. d-galactopyranose 1-phosphate was first documented in 1974 (PMID: 4358045). D-Galactopyranose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa) (PMID: 17709092).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    3.8351    0.4804   -0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2779   -0.7101    0.2170 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.2215   -1.0978    1.5573 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -2.0231   -0.8590 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6955   -0.3351    0.6817 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9711    0.1078   -0.4018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1203   -0.7072   -0.6926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0161   -0.7840    0.3665 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9378   -1.9515    0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6513   -1.8239   -1.0666 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7171    0.5203    0.4910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0272    0.4851   -0.0166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0136    1.6410   -0.2476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3849    1.6136   -1.5836 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837    1.5276   -0.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9597    2.0142    1.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -0.4981    2.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7600   -1.7295   -1.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6055    0.1107   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658   -0.9953    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -2.1133    0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3394   -2.8836    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6134   -1.9601   -0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8157    0.8519    1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4977    1.3069    0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3055    2.6119    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949    1.5642   -2.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8965    2.2289   -0.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2748    2.5480    1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 13 11  1  0
 11 12  1  0
 11  8  1  0
  8  9  1  0
  9 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  2  1  0
  2  3  1  0
  2  4  1  0
  2  1  2  0
  6 15  1  0
 15 16  1  0
 15 13  1  0
 13 26  1  1
 14 27  1  0
 11 24  1  1
 12 25  1  0
  8 20  1  1
  9 21  1  0
  9 22  1  0
 10 23  1  0
  6 19  1  6
  3 17  1  0
  4 18  1  0
 15 28  1  6
 16 29  1  0
M  END


  Mrv1652303231706432D          

 21 21  0  0  1  0            999 V2000
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    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  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  1  0  0  0
  4  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 12 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0185201

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6?/m1/s1

> <INCHI_KEY>
HXXFSFRBOHSIMQ-SVZMEOIVSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.135

> <EXACT_MASS>
260.029718997

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.974324617594352

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.00

> <JCHEM_LOGP>
-3.056105249333333

> <ALOGPS_LOGS>
-0.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.218893458242332

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1553718480897146

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810995814615806

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
46.796299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-galactopyranose 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM    6  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      -1.334  -2.310   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.874  -2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.206  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   21  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   19                                             
CONECT    3    2                                                            
CONECT    4    2    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4    8    9   11                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    7   12                                                       
CONECT   12   11   13   14   19                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   12    2   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
D-Galactose 1-phosphate	ChEBI
D-Galactose 1-phosphoric acid	Generator
D-Galactopyranose 1-phosphoric acid	Generator

Chemical Formula

C₆H₁₃O₉P

Average Mass

260.1350 Da

Monoisotopic Mass

260.02972 Da

IUPAC Name

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

Traditional Name

D-galactopyranose 1-phosphate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6?/m1/s1

InChI Key

HXXFSFRBOHSIMQ-SVZMEOIVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Homo sapiens	LOTUS Database	35616633

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

galactose phosphate (CHEBI:37480 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-3.1	ChemAxon
logS	-0.91	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.8 m³·mol⁻¹	ChemAxon
Polarizability	20.97 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062705

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00007391

Chemspider ID

Not Available

KEGG Compound ID

C03384

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Galactose_1-phosphate

METLIN ID

Not Available

PubChem Compound

439995

PDB ID

Not Available

ChEBI ID

37480

Good Scents ID

Not Available

References

General References

Nihira T, Nakajima M, Inoue K, Nishimoto M, Kitaoka M: Colorimetric quantification of alpha-D-galactose 1-phosphate. Anal Biochem. 2007 Dec 15;371(2):259-61. doi: 10.1016/j.ab.2007.07.012. Epub 2007 Jul 25. [PubMed:17709092 ]
Bissett DL, Anderson RL: Lactose and D-galactose metabolism in group N streptococci: presence of enzymes for both the D-galactose 1-phosphate and D-tagatose 6-phosphate pathways. J Bacteriol. 1974 Jan;117(1):318-20. doi: 10.1128/jb.117.1.318-320.1974. [PubMed:4358045 ]
LOTUS database [Link]

Showing NP-Card for d-galactopyranose 1-phosphate (NP0185201)

MOL for NP0185201 (d-galactopyranose 1-phosphate)

3D MOL for NP0185201 (d-galactopyranose 1-phosphate)

3D SDF for NP0185201 (d-galactopyranose 1-phosphate)

3D-SDF for NP0185201 (d-galactopyranose 1-phosphate)

PDB for NP0185201 (d-galactopyranose 1-phosphate)

3D PDB for NP0185201 (d-galactopyranose 1-phosphate)

SMILES for NP0185201 (d-galactopyranose 1-phosphate)

INCHI for NP0185201 (d-galactopyranose 1-phosphate)

Structure for NP0185201 (d-galactopyranose 1-phosphate)

3D Structure for NP0185201 (d-galactopyranose 1-phosphate)