MiMeDB: Showing metabocard for aldehydo-D-glucose 6-phosphate (MMDBc0033042)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:32:15 UTC

Update Date

2024-10-13 11:55:22 UTC

Metabolite ID

MMDBc0033042

Metabolite Identification

Common Name

aldehydo-D-glucose 6-phosphate

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222262D          

 16 15  0  0  1  0            999 V2000
    1.4289   -0.2357    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    0.1768    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2357    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.1768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.2357    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  6  0  0  0
  2  1  1  0  0  0  0
  2 10  1  6  0  0  0
  1  3  1  0  0  0  0
  8  3  2  0  0  0  0
  4  2  1  0  0  0  0
  4 11  1  6  0  0  0
  5  4  1  0  0  0  0
  5 12  1  1  0  0  0
  6  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7 15  1  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033042

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1

> <INCHI_KEY>
VFRROHXSMXFLSN-SLPGGIOYSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
20.66960215417517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.85

> <JCHEM_LOGP>
-3.6919265943333333

> <ALOGPS_LOGS>
-1.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.517717590349463

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4919091577092733

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5395055510957123

> <JCHEM_POLAR_SURFACE_AREA>
164.75

> <JCHEM_REFRACTIVITY>
48.2185

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aldohexose 6-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.667  -0.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   0.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -0.440   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   0.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -0.440   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001   0.330   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.001   1.870   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667  -1.980   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.334   1.870   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000  -1.980   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334   1.870   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -5.335  -1.980   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -6.668   0.330   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      -5.335  -0.440   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      -5.335   1.100   0.000  0.00  0.00           O+0
CONECT    1    9    2    3                                                  
CONECT    2    1   10    4                                                  
CONECT    3    1    8                                                       
CONECT    4    2   11    5                                                  
CONECT    5    4   12    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6   15                                                       
CONECT    8    3                                                            
CONECT    9    1                                                            
CONECT   10    2                                                            
CONECT   11    4                                                            
CONECT   12    5                                                            
CONECT   13   15                                                            
CONECT   14   15                                                            
CONECT   15    7   13   14   16                                             
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

Synonyms

Value	Source
(2R,3R,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxohexyl dihydrogen phosphate	ChEBI
(2R,3R,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxohexyl dihydrogen phosphoric acid	Generator
Aldehydo-D-glucose 6-phosphoric acid	Generator
Glucose-6-phosphate	MeSH
Glucose 6 phosphate	MeSH
Aldohexose 6-phosphoric acid	Generator

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.1358

Monoisotopic Mass

260.029718526

IUPAC Name

{[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl]oxy}phosphonic acid

Traditional Name

aldohexose 6-phosphate

CAS Registry Number

Not Available

SMILES

O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C=O

InChI Identifier

InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1

InChI Key

VFRROHXSMXFLSN-SLPGGIOYSA-N

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

Monosaccharide phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Beta-hydroxy aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
Polyol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

D-glucose 6-phosphate (CHEBI:15954 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	21.7 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-3.7	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	48.22 m³·mol⁻¹	ChemAxon
Polarizability	20.67 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-9640000000-89efc5d69e8c7bfb4553	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-3590000000-c4a61ad12acec8747b35	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0c04-9610000000-2669606b86e055f34ce4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-e505553192dc14593d6d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0699-9820000000-e830f41d1e0ca6ab55c4	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-21a0d89fb15d8c0b8834	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-7110f9b68f151d8b446b	2016-09-12	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

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
Eukaryota/Fungi	Ascomycota	16	Human feces; Human saliva	Unknown
Bacteria	Actinobacteria	25	Human ; Cattle
Bacteria	Firmicutes	10	Human feces; Human
Bacteria	Proteobacteria	146	Human ; Human subgingival plaque; Human saliva; Human feces; Pig ; Lion ; Human sputum
Bacteria	Thermotogae	1
Archaea/Archaea	Euryarchaeota	7
Archaea/Archaea	nah	2
Bacteria	Spirochaetes	2	Human
Bacteria	Chlamydiae	3	Human
Eukaryota/Fungi	Microsporidia	1
Bacteria	Cyanobacteria	4
Bacteria	nah	1
Archaea/Archaea	Crenarchaeota	2
Bacteria	Bacteroidetes	1	Human feces
Bacteria	Fusobacteria	1	Human feces

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

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

C03251

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439958

PDB ID

Not Available

ChEBI ID

15954

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for aldehydo-D-glucose 6-phosphate (MMDBc0033042)

MOL for #<Metabolite:0x0000556b6affbdf8>

3D MOL for #<Metabolite:0x0000556b6affbdf8>

3D SDF for #<Metabolite:0x0000556b6affbdf8>

3D-SDF for #<Metabolite:0x0000556b6affbdf8>

PDB for #<Metabolite:0x0000556b6affbdf8>

3D PDB for #<Metabolite:0x0000556b6affbdf8>

SMILES for #<Metabolite:0x0000556b6affbdf8>

INCHI for #<Metabolite:0x0000556b6affbdf8>

Structure for #<Metabolite:0x0000556b6affbdf8>

3D Structure for #<Metabolite:0x0000556b6affbdf8>