MiMeDB: Showing metabocard for Œ≤-D-glucose 1-phosphate (MMDBc0032159)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:04:50 UTC

Update Date

2022-08-31 18:30:59 UTC

Metabolite ID

MMDBc0032159

Metabolite Identification

Common Name

Œ≤-D-glucose 1-phosphate

Description

Beta-D-glucose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. Trehalose phosphorylase from Thermoanaerobacter sp. is a glycoside hydrolase family 65 enzyme which catalyzes the reversible breakdown of trehalose [D-glucopyranosyl-alpha(1,1)alpha-D-glucopyranose] to beta-D-glucose 1-phosphate and D-glucose. (PMID 20383018 ) SgrS is an Hfq-binding small RNA that is induced under glucose phosphate stress in Escherichia coli. (PMID 18650387 )

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1533006101514072D          

 15 15  0  0  1  0            999 V2000
   23.3505  -14.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3505  -16.2665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2084  -16.2665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7795  -17.0915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7795  -14.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2084  -14.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0650  -15.0290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4940  -15.0290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.0650  -15.8540    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.4940  -15.8540    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.7795  -16.2665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.9228  -15.0289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.9228  -15.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9258  -14.2258    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   27.6652  -15.0368    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  7  1  1  1  0  0  0
  9  2  1  1  0  0  0
 10  3  1  1  0  0  0
 11  4  1  6  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
  8  6  1  6  0  0  0
  6 12  1  0  0  0  0
M  CHG  2  14  -1  15  -1
M  END
> <DATABASE_ID>
MMDBc0032159

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H11O9P/c6-1-2(7)4(9)13-5(3(1)8)14-15(10,11)12/h1-9H,(H2,10,11,12)/p-2/t1-,2-,3+,4+,5-/m1/s1

> <INCHI_KEY>
VPFDELVVUOEHIT-OGZQUKKDSA-L

> <FORMULA>
C5H9O9P

> <MOLECULAR_WEIGHT>
244.093

> <EXACT_MASS>
243.999516028

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
18.06125306674756

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl phosphate

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-2.7899942490000003

> <ALOGPS_LOGS>
-0.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.210795537073449

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1474188528484168

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7121029944501016

> <JCHEM_POLAR_SURFACE_AREA>
162.57000000000002

> <JCHEM_REFRACTIVITY>
39.6203

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUN-15         0                                  
HETATM    1  O   UNK     0      43.588 -27.284   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      43.588 -30.364   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      48.922 -30.364   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      46.255 -31.904   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      46.255 -27.284   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      48.922 -27.284   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      44.921 -28.054   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.589 -28.054   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      44.921 -29.594   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      47.589 -29.594   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      46.255 -30.364   0.000  0.00  0.00           C+0
HETATM   12  P   UNK     0      50.256 -28.054   0.000  0.00  0.00           P+0
HETATM   13  O   UNK     0      50.256 -29.594   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      50.261 -26.555   0.000  0.00  0.00           O-1
HETATM   15  O   UNK     0      51.642 -28.069   0.000  0.00  0.00           O-1
CONECT    1    7                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5    7    8                                                       
CONECT    6    8   12                                                       
CONECT    7    1    5    9                                                  
CONECT    8    5   10    6                                                  
CONECT    9    2    7   11                                                  
CONECT   10    3    8   11                                                  
CONECT   11    4    9   10                                                  
CONECT   12   14   13   15    6                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

Synonyms

Value	Source
Β-D-glucose 1-phosphoric acid	Generator

Molecular Formula

C₅H₉O₉P

Average Mass

244.093

Monoisotopic Mass

243.999516028

IUPAC Name

(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl phosphate

Traditional Name

(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl phosphate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C5H11O9P/c6-1-2(7)4(9)13-5(3(1)8)14-15(10,11)12/h1-9H,(H2,10,11,12)/p-2/t1-,2-,3+,4+,5-/m1/s1

InChI Key

VPFDELVVUOEHIT-OGZQUKKDSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	100 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.8	ChemAxon
logS	-0.45	ALOGPS
pKa (Strongest Acidic)	1.15	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	162.57 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.62 m³·mol⁻¹	ChemAxon
Polarizability	18.06 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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0290000000-d5a1bcfb11133f2fb980	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01pk-1490000000-7cbb5bf73ce1ac403ab9	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001r-9600000000-3a09785f254a23c3cba4	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-5390000000-b6d7fcd2483b1eb03fc0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002o-9470000000-11559d4bc8fe72d99628	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5c-9100000000-7edbb5bbaf49b85b4c76	2015-09-15	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Metabolic Reactions

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	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 ]

Showing metabocard for Œ≤-D-glucose 1-phosphate (MMDBc0032159)

MOL for #<Metabolite:0x00007fed14c37928>

3D MOL for #<Metabolite:0x00007fed14c37928>

3D SDF for #<Metabolite:0x00007fed14c37928>

3D-SDF for #<Metabolite:0x00007fed14c37928>

PDB for #<Metabolite:0x00007fed14c37928>

3D PDB for #<Metabolite:0x00007fed14c37928>

SMILES for #<Metabolite:0x00007fed14c37928>

INCHI for #<Metabolite:0x00007fed14c37928>

Structure for #<Metabolite:0x00007fed14c37928>

3D Structure for #<Metabolite:0x00007fed14c37928>