MiMeDB: Showing metabocard for Œ±-D-glucose 6-phosphate (MMDBc0032130)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:03:38 UTC

Update Date

2022-08-31 18:30:46 UTC

Metabolite ID

MMDBc0032130

Metabolite Identification

Common Name

Œ±-D-glucose 6-phosphate

Description

Glucose 6 phosphate (alpha-D-glucose 6 phosphate or G6P) is the alpha-anomer of glucose-6-phosphate. There are two anomers of glucose 6 phosphate, the alpha anomer and the beta anomer. Glucose 6 phosphate is an ester of glucose with phosphoric acid. Glucose-6-phosphate is a phosphorylated glucose molecule on carbon 6. G6P can travel down two metabolic pathways, glycolysis and the pentose phosphate pathway. It costs the cell 1 ATP to store the 1 glucose molecule and virtually no energy to remove it from storage. It is important to note that glucose-6-phosphate is an allosteric activator of glycogen synthase. On the other hand, glycogen synthase is inhibited when it is phosphorylated by protein kinase during times of high stress. -- Wikipedia.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 03261516282D          

 16 16  0  0  0  0            999 V2000
   -0.0837    0.7970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7982    0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7982   -0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -0.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6307   -0.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6307    0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5126    0.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452    0.7971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5126   -0.8530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837   -1.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3452   -0.8530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2271    0.3846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9416    0.7971    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    0.7990    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.9416   -0.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9525    1.6002    0.0000 O   0  5  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  7  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 16  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  6  8  1  0  0  0  0
  5 11  1  0  0  0  0
  4 10  1  0  0  0  0
  3  9  1  0  0  0  0
M  CHG  2  14  -1  16  -1
M  END
> <DATABASE_ID>
MMDBc0032130

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
NBSCHQHZLSJFNQ-UHFFFAOYSA-L

> <FORMULA>
C6H11O9P

> <MOLECULAR_WEIGHT>
258.12

> <EXACT_MASS>
258.015166092

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.491973365620915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.30

> <JCHEM_LOGP>
-3.056105249333333

> <ALOGPS_LOGS>
-0.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.248752256962445

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.222936327751123

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64935696086094

> <JCHEM_POLAR_SURFACE_AREA>
162.57000000000002

> <JCHEM_REFRACTIVITY>
44.5529

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.50e+01 g/l

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

> <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      -0.156   1.488   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.490   0.718   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.490  -0.822   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.156  -1.592   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.177  -0.822   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.177   0.718   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.824   1.488   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.511   1.488   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.824  -1.592   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.156  -3.132   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.511  -1.592   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -4.157   0.718   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      -5.491   1.488   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      -6.715   1.491   0.000  0.00  0.00           O-1
HETATM   15  O   UNK     0      -5.491  -0.052   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.511   2.987   0.000  0.00  0.00           O-1
CONECT    1    2    6                                                       
CONECT    2    3    7    1                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    1    8                                                  
CONECT    7    2   12                                                       
CONECT    8    6                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    7   13                                                       
CONECT   13   12   16   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0304534
HETATM    1  O1  UNL     1      -4.167   1.251  -0.192  1.00  0.00           O  
HETATM    2  P1  UNL     1      -4.001  -0.173   0.294  1.00  0.00           P  
HETATM    3  O2  UNL     1      -4.045  -1.247  -1.025  1.00  0.00           O1-
HETATM    4  O3  UNL     1      -5.239  -0.498   1.399  1.00  0.00           O1-
HETATM    5  O4  UNL     1      -2.471  -0.380   1.009  1.00  0.00           O  
HETATM    6  C1  UNL     1      -1.576   0.561   0.539  1.00  0.00           C  
HETATM    7  C2  UNL     1      -0.597  -0.009  -0.474  1.00  0.00           C  
HETATM    8  O5  UNL     1      -0.118  -1.254  -0.108  1.00  0.00           O  
HETATM    9  C3  UNL     1       1.156  -1.521  -0.576  1.00  0.00           C  
HETATM   10  O6  UNL     1       1.427  -2.868  -0.291  1.00  0.00           O  
HETATM   11  C4  UNL     1       2.206  -0.657   0.060  1.00  0.00           C  
HETATM   12  O7  UNL     1       3.326  -0.473  -0.744  1.00  0.00           O  
HETATM   13  C5  UNL     1       1.631   0.733   0.307  1.00  0.00           C  
HETATM   14  O8  UNL     1       1.265   0.778   1.638  1.00  0.00           O  
HETATM   15  C6  UNL     1       0.502   1.005  -0.645  1.00  0.00           C  
HETATM   16  O9  UNL     1       0.016   2.288  -0.394  1.00  0.00           O  
HETATM   17  H1  UNL     1      -2.061   1.430   0.045  1.00  0.00           H  
HETATM   18  H2  UNL     1      -1.051   0.982   1.430  1.00  0.00           H  
HETATM   19  H3  UNL     1      -1.162  -0.081  -1.439  1.00  0.00           H  
HETATM   20  H4  UNL     1       1.192  -1.402  -1.686  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.369  -3.017  -0.051  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.537  -1.125   1.015  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.785   0.340  -0.386  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.393   1.526   0.139  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.032  -0.140   1.962  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.921   1.010  -1.661  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.730   2.943  -0.235  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    5    6
CONECT    6    7   17   18
CONECT    7    8   15   19
CONECT    8    9
CONECT    9   10   11   20
CONECT   10   21
CONECT   11   12   13   22
CONECT   12   23
CONECT   13   14   15   24
CONECT   14   25
CONECT   15   16   26
CONECT   16   27
END

Synonyms

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

Molecular Formula

C₆H₁₁O₉P

Average Mass

258.12

Monoisotopic Mass

258.015166092

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

NBSCHQHZLSJFNQ-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose phosphates

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a hexose-6-phosphate (MANNOSE-6P )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	95 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.1	ChemAxon
logS	-0.49	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-3.6	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	3	ChemAxon
Refractivity	44.55 m³·mol⁻¹	ChemAxon
Polarizability	20.49 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

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

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

Microbial Pathways

Pathways

Not Available

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

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	Unknown

Exposure Sources

Food Exposures

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

External Links

HMDB ID

HMDB0304534

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031265

KNApSAcK ID

Not Available

Chemspider ID

3658466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4459709

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 (MMDBc0032130)

MOL for #<Metabolite:0x00007f1240c4fe10>

3D MOL for #<Metabolite:0x00007f1240c4fe10>

3D SDF for #<Metabolite:0x00007f1240c4fe10>

3D-SDF for #<Metabolite:0x00007f1240c4fe10>

PDB for #<Metabolite:0x00007f1240c4fe10>

3D PDB for #<Metabolite:0x00007f1240c4fe10>

SMILES for #<Metabolite:0x00007f1240c4fe10>

INCHI for #<Metabolite:0x00007f1240c4fe10>

Structure for #<Metabolite:0x00007f1240c4fe10>

3D Structure for #<Metabolite:0x00007f1240c4fe10>