MiMeDB: Showing metabocard for 3-Dehydro-D-glucose 6-phosphate (MMDBc0051557)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 20:27:35 UTC

Update Date

2022-09-01 02:18:34 UTC

Metabolite ID

MMDBc0051557

Metabolite Identification

Common Name

3-Dehydro-D-glucose 6-phosphate

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006071515142D          
 
 16 16  0  0  1  0            999 V2000
    9.3224   -8.3325    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.1474   -8.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5387   -8.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3224   -9.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3224   -7.5075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4774   -9.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3025   -9.5288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3025  -10.3538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0038   -9.1163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0450  -10.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6425  -10.7664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7462   -9.5288    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   12.7462  -10.3538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4475   -9.1163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4475  -10.7251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0645  -11.5911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  6  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 12 14  1  4  0  0  0
 13 15  1  6  0  0  0
 12 13  1  0  0  0  0
 10 16  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0051557

> <DATABASE_NAME>
MIME

> <SMILES>
OC1O[C@H](COP(O)(O)=O)[C@@H](O)C(=O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-3,5-7,9-10H,1H2,(H2,11,12,13)/t2-,3-,5-,6?/m1/s1

> <INCHI_KEY>
XTCSSQUVVLDALS-KCLVSGOISA-N

> <FORMULA>
C6H11O9P

> <MOLECULAR_WEIGHT>
258.119

> <EXACT_MASS>
258.014068932

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
19.88121584866944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.97

> <JCHEM_LOGP>
-2.4409290749999997

> <ALOGPS_LOGS>
-0.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.235294643766593

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2094736870508136

> <JCHEM_PKA_STRONGEST_BASIC>
-3.996285762176316

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
46.0296

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,5S)-3,5,6-trihydroxy-4-oxooxan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUN-15         0                                  
HETATM    1  P   UNK     0      17.402 -15.554   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      18.942 -15.554   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      15.939 -15.554   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      17.402 -17.094   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      17.402 -14.014   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      19.558 -16.940   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.098 -17.787   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.098 -19.327   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      22.407 -17.017   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      22.484 -20.097   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      19.866 -20.097   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      23.793 -17.787   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.793 -19.327   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      25.102 -17.017   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      25.102 -20.020   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      22.520 -21.637   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7   12                                                       
CONECT   10    8   13   16                                                  
CONECT   11    8                                                            
CONECT   12    9   14   13                                                  
CONECT   13   10   15   12                                                  
CONECT   14   12                                                            
CONECT   15   13                                                            
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

Synonyms

Value	Source
3-Keto-D-glucose-6-phosphate	ChEBI
3-oxo-D-Glucose-6-phosphate	ChEBI
D-Ribo-hexopyranos-3-ulose-6-phosphate	ChEBI
3-Keto-D-glucose-6-phosphoric acid	Generator
3-oxo-D-Glucose-6-phosphoric acid	Generator
D-Ribo-hexopyranos-3-ulose-6-phosphoric acid	Generator
3-Dehydro-D-glucose-6-phosphoric acid	Generator

Molecular Formula

C₆H₁₁O₉P

Average Mass

258.119

Monoisotopic Mass

258.014068932

IUPAC Name

{[(2R,3R,5S)-3,5,6-trihydroxy-4-oxooxan-2-yl]methoxy}phosphonic acid

Traditional Name

[(2R,3R,5S)-3,5,6-trihydroxy-4-oxooxan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

OC1O[C@H](COP(O)(O)=O)[C@@H](O)C(=O)[C@H]1O

InChI Identifier

InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-3,5-7,9-10H,1H2,(H2,11,12,13)/t2-,3-,5-,6?/m1/s1

InChI Key

XTCSSQUVVLDALS-KCLVSGOISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose 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

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Monoalkyl phosphate
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Alkyl phosphate
Hemiacetal
Ketone
Secondary alcohol
Cyclic ketone
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

ketohexose monophosphate (CHEBI:75150 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	34.9 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.4	ChemAxon
logS	-0.87	ALOGPS
pKa (Strongest Acidic)	1.21	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.03 m³·mol⁻¹	ChemAxon
Polarizability	19.88 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_5) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0btc-1490000000-4ebba867430f729c15cd	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ow-5940000000-6c22e0ae3a2c6c4fe2ef	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f6w-9800000000-aa05bab3ff7a7a6996dc	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-6190000000-dc153ddf63f8707de29d	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-3ac81f0bb271bf527d87	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-c8d4dc5df068d6712ebf	2019-02-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	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	Firmicutes	1	Human feces

Exposure Sources

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

3-oxo-D-glucose-6-phosphate

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71668264

PDB ID

Not Available

ChEBI ID

75150

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 3-Dehydro-D-glucose 6-phosphate (MMDBc0051557)

MOL for #<Metabolite:0x00007fdb501ccb80>

3D MOL for #<Metabolite:0x00007fdb501ccb80>

3D SDF for #<Metabolite:0x00007fdb501ccb80>

3D-SDF for #<Metabolite:0x00007fdb501ccb80>

PDB for #<Metabolite:0x00007fdb501ccb80>

3D PDB for #<Metabolite:0x00007fdb501ccb80>

SMILES for #<Metabolite:0x00007fdb501ccb80>

INCHI for #<Metabolite:0x00007fdb501ccb80>

Structure for #<Metabolite:0x00007fdb501ccb80>

3D Structure for #<Metabolite:0x00007fdb501ccb80>