MiMeDB: Showing metabocard for Œ≤-D-glucose 6-phosphate (MMDBc0032129)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:03:36 UTC

Update Date

2022-08-31 18:30:45 UTC

Metabolite ID

MMDBc0032129

Metabolite Identification

Common Name

Œ≤-D-glucose 6-phosphate

Description

beta-D-Glucose 6 phosphate (b-G6P) is the beta-anomer of glucose-6-phosphate. There are two anomers of glucose 6 phosphate, the alpha anomer and the beta anomer. Specifically, beta-D-Glucose 6-phosphate is glucose sugar phosphorylated on carbon 6. It is a very common metabolite in cells as the vast majority of glucose entering a cell will become phosphorylated in this way. The primary reason for the immediate phosphorylation of glucose is to prevent diffusion out of the cell. The phosphorylation adds a charged phosphate group so the glucose 6-phosphate cannot easily cross the cell membrane. b-G6P is involved in the glycolysis, gluconeogenesis, pentose phosphate, and glycogen and sucrose metabolic pathways [Kegg ID: C01172]. Beta-D-Glucose 6 phosphate can be generated through beta-D-fructose phosphate or alpha-D-glucose 6 phosphate (via glucose-6-phosphate isomerase) or beta-D glucose (via hexokinase). It can then be sent off to the pentose phosphate pathway which generates the useful cofactor NADPH as well as ribulose 5-phosphate, a carbon source for the synthesis of other molecules. Alternately if the cell needs energy or carbon skeletons for synthesis then glucose 6-phosphate is targeted for glycolysis. A third route is to have glucose 6 phosphate stored or converted to glycogen.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 03261516562D          

 16 16  0  0  0  0            999 V2000
   -0.3557    1.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702    0.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -0.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3557   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -0.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587    0.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3557   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.5251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732    1.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846   -0.5251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7847    1.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4991    0.7124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136    1.1249    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281    1.6218    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.7341    1.6854    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.6931    0.3826    0.0000 C   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
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  2  0  0  0  0
 13 15  1  0  0  0  0
 13 14  1  0  0  0  0
  3 10  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
M  CHG  2  14  -1  15  -1
M  END
> <DATABASE_ID>
MMDBc0032129

> <DATABASE_NAME>
MIME

> <SMILES>
OC1OC(COP([O-])([O-])=C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13O8P/c1-16(12,13)14-2-3-4(8)5(9)6(10)7(11)15-3/h3-11H,1-2H2/q-2

> <INCHI_KEY>
LCUFYJQRCBMIBL-UHFFFAOYSA-N

> <FORMULA>
C7H13O8P

> <MOLECULAR_WEIGHT>
256.148

> <EXACT_MASS>
256.035901536

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.62101001679136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methylidene[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]phosphonite

> <ALOGPS_LOGP>
-1.69

> <JCHEM_LOGP>
-2.7124000000000006

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.70080738087887

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8749571667360723

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6492886014093058

> <JCHEM_POLAR_SURFACE_AREA>
145.5

> <JCHEM_REFRACTIVITY>
47.782700000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.01e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methylidene(3,4,5,6-tetrahydroxyoxan-2-yl)methoxyphosphonite

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-15         0                                  
HETATM    1  O   UNK     0      -0.664   2.100   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.998   1.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.998  -0.210   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.664  -0.980   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.670  -0.210   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.670   1.330   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.664  -2.520   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.003  -0.980   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.003   2.100   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -3.331  -0.980   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.331   2.100   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.665   1.330   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      -5.999   2.100   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      -7.332   3.027   0.000  0.00  0.00           O-1
HETATM   15  O   UNK     0      -5.104   3.146   0.000  0.00  0.00           O-1
HETATM   16  C   UNK     0      -6.894   0.714   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    3   11    1                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    9    1                                                  
CONECT    7    4                                                            
CONECT    8    5                                                            
CONECT    9    6                                                            
CONECT   10    3                                                            
CONECT   11    2   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   16   15   14                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

Synonyms

Value	Source
Β-D-glucose 6-phosphoric acid	Generator

Molecular Formula

C₇H₁₃O₈P

Average Mass

256.148

Monoisotopic Mass

256.035901536

IUPAC Name

methylidene[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]phosphonite

Traditional Name

methylidene(3,4,5,6-tetrahydroxyoxan-2-yl)methoxyphosphonite

CAS Registry Number

Not Available

SMILES

OC1OC(COP([O-])([O-])=C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C7H13O8P/c1-16(12,13)14-2-3-4(8)5(9)6(10)7(11)15-3/h3-11H,1-2H2/q-2

InChI Key

LCUFYJQRCBMIBL-UHFFFAOYSA-N

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

Oxane
Monosaccharide
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
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	80.1 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-2.7	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.78 m³·mol⁻¹	ChemAxon
Polarizability	21.62 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	splash10-0a4i-0590000000-8be4fd6e2015787900a7	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1950000000-0da02b02cb0aeacd5b2f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f6t-4900000000-37a77f94d1705d6cfafd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052f-1090000000-d47570a0343222e9f173	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056u-7190000000-c254b1bc49319592fdca	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9100000000-293ecb2780d9e5fd3422	2015-09-15	View Spectrum
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

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

Not Available

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

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for Œ≤-D-glucose 6-phosphate (MMDBc0032129)

MOL for #<Metabolite:0x00007fa4d1a9e7c8>

3D MOL for #<Metabolite:0x00007fa4d1a9e7c8>

3D SDF for #<Metabolite:0x00007fa4d1a9e7c8>

3D-SDF for #<Metabolite:0x00007fa4d1a9e7c8>

PDB for #<Metabolite:0x00007fa4d1a9e7c8>

3D PDB for #<Metabolite:0x00007fa4d1a9e7c8>

SMILES for #<Metabolite:0x00007fa4d1a9e7c8>

INCHI for #<Metabolite:0x00007fa4d1a9e7c8>

Structure for #<Metabolite:0x00007fa4d1a9e7c8>

3D Structure for #<Metabolite:0x00007fa4d1a9e7c8>