MiMeDB: Showing metabocard for 2-Keto-3-deoxy-6-phosphogluconic acid (MMDBc0029637)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:35:37 UTC

Update Date

2024-04-30 19:39:52 UTC

Metabolite ID

MMDBc0029637

Metabolite Identification

Common Name

2-Keto-3-deoxy-6-phosphogluconic acid

Description

2-Keto-3-deoxy-6-phosphogluconic acid is a substrate for Fructose-bisphosphate aldolase A.

Structure

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

  Mrv0541 02231219062D          

 16 15  0  0  1  0            999 V2000
   12.2997  -17.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0167  -17.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0167  -16.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7312  -17.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4456  -17.0532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4456  -16.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1601  -17.4657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1601  -18.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8746  -17.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5891  -17.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3036  -17.0532    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.3036  -16.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0180  -17.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0180  -16.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2997  -18.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5853  -17.0546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
  1 15  2  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029637

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/t3-,5+/m0/s1

> <INCHI_KEY>
OVPRPPOVAXRCED-WVZVXSGGSA-N

> <FORMULA>
C6H11O9P

> <MOLECULAR_WEIGHT>
258.1199

> <EXACT_MASS>
258.014068462

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
20.166331383317747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid

> <ALOGPS_LOGP>
-2.36

> <JCHEM_LOGP>
-1.8985972716666666

> <ALOGPS_LOGS>
-1.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.98091974057207

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.479791419702818

> <JCHEM_PKA_STRONGEST_BASIC>
-3.266803065880614

> <JCHEM_POLAR_SURFACE_AREA>
161.59

> <JCHEM_REFRACTIVITY>
47.1892

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
kdpg intermediate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      22.959 -32.605   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.298 -31.833   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      24.298 -30.293   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      25.632 -32.603   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.965 -31.833   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      26.965 -30.293   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      28.299 -32.603   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      28.299 -34.143   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      29.633 -31.833   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      30.966 -32.603   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      32.300 -31.833   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      32.300 -30.293   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      33.634 -32.603   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      33.634 -31.063   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      22.959 -34.145   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      21.626 -31.835   0.000  0.00  0.00           O+0
CONECT    1    2   15   16                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0001376
HETATM    1  O1  UNL     1       3.173   1.903   0.490  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.572   0.743   0.279  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.699   0.290   1.028  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.015  -0.213  -0.649  1.00  0.00           C  
HETATM    5  O3  UNL     1       3.532  -1.333  -0.735  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.860   0.164  -1.455  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.560   0.213  -0.751  1.00  0.00           C  
HETATM    8  O4  UNL     1       0.649   1.170   0.299  1.00  0.00           O  
HETATM    9  C5  UNL     1       0.135  -1.057  -0.073  1.00  0.00           C  
HETATM   10  O5  UNL     1      -0.016  -2.049  -1.030  1.00  0.00           O  
HETATM   11  C6  UNL     1      -1.132  -0.845   0.728  1.00  0.00           C  
HETATM   12  O6  UNL     1      -2.206  -0.466  -0.061  1.00  0.00           O  
HETATM   13  P1  UNL     1      -3.592  -0.222   0.870  1.00  0.00           P  
HETATM   14  O7  UNL     1      -3.424  -0.671   2.286  1.00  0.00           O  
HETATM   15  O8  UNL     1      -4.890  -0.957   0.082  1.00  0.00           O  
HETATM   16  O9  UNL     1      -3.832   1.472   0.933  1.00  0.00           O  
HETATM   17  H1  UNL     1       5.619   0.282   0.633  1.00  0.00           H  
HETATM   18  H2  UNL     1       1.991   1.165  -1.961  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.808  -0.545  -2.335  1.00  0.00           H  
HETATM   20  H4  UNL     1      -0.207   0.610  -1.434  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.494   2.080  -0.071  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.884  -1.439   0.646  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.826  -1.978  -1.556  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.428  -1.725   1.298  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.925  -0.019   1.463  1.00  0.00           H  
HETATM   26  H10 UNL     1      -5.157  -0.343  -0.666  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.354   1.659   1.741  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5    5    6
CONECT    6    7   18   19
CONECT    7    8    9   20
CONECT    8   21
CONECT    9   10   11   22
CONECT   10   23
CONECT   11   12   24   25
CONECT   12   13
CONECT   13   14   14   15   16
CONECT   15   26
CONECT   16   27
END

Synonyms

Value	Source
2-Dehydro-3-deoxy-6-phospho-D-gluconate	ChEBI
2-Dehydro-3-deoxy-D-gluconate 6-phosphate	ChEBI
2-Keto-3-deoxy-6-phosphogluconate	ChEBI
3-Deoxy-D-erythro-hex-2-ulosonic acid 6-phosphate	ChEBI
6-Phospho-2-dehydro-3-deoxy-D-gluconate	ChEBI
KDPG Intermediate	ChEBI
2-Dehydro-3-deoxy-6-phospho-D-gluconic acid	Generator
2-Dehydro-3-deoxy-D-gluconic acid 6-phosphoric acid	Generator
3-Deoxy-D-erythro-hex-2-ulosonate 6-phosphate	Generator
3-Deoxy-D-erythro-hex-2-ulosonic acid 6-phosphoric acid	Generator
6-Phospho-2-dehydro-3-deoxy-D-gluconic acid	Generator
KDPG Intermediic acid	Generator
2-dehydro-3-Deoxy-D-gluconate-6-phosphate	HMDB
2-keto-3-Deoxy-6-P-gluconate	HMDB
2-keto-3-Deoxy-6-phospho-gluconate	HMDB
2-keto-3-Deoxygluconate-6-P	HMDB
6-P-2-K-3-deo-Gluconate	HMDB
6-phospho-2-dehydro-3-Deoxygluconate	HMDB
6-phospho-2-keto-3-Deoxygluconate	HMDB

Molecular Formula

C₆H₁₁O₉P

Average Mass

258.1199

Monoisotopic Mass

258.014068462

IUPAC Name

(4S,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid

Traditional Name

kdpg intermediate

CAS Registry Number

27244-54-8

SMILES

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

InChI Identifier

InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/t3-,5+/m0/s1

InChI Key

OVPRPPOVAXRCED-WVZVXSGGSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9310000000-b977edea41f10c14441f	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-01bc-6921400000-ca4d77ba878e92aaedf5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052f-1490000000-ea0f4bddcb2b9a63fa4f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01vy-6940000000-6658b367949c0aff033c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0076-9700000000-5dfc9ad3d3a20de41780	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a70-8290000000-46b63c8be3e78b565ecd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-969c103f10917fe5078a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-6b6797b8569981c766a4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-06r7-6590000000-4bfcef169935d1cae20e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9200000000-17589b3b796f6001e623	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9000000000-cd26445e4e826ec3239a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9040000000-51b487070c5625d5eab9	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-9000000000-5c6f9eb036b780095d5a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-d484c197bb695cc95948	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for 2-Keto-3-deoxy-6-phosphogluconic acid (MMDBc0029637)

MOL for #<Metabolite:0x00007fdf4891af80>

3D MOL for #<Metabolite:0x00007fdf4891af80>

3D SDF for #<Metabolite:0x00007fdf4891af80>

3D-SDF for #<Metabolite:0x00007fdf4891af80>

PDB for #<Metabolite:0x00007fdf4891af80>

3D PDB for #<Metabolite:0x00007fdf4891af80>

SMILES for #<Metabolite:0x00007fdf4891af80>

INCHI for #<Metabolite:0x00007fdf4891af80>

Structure for #<Metabolite:0x00007fdf4891af80>

3D Structure for #<Metabolite:0x00007fdf4891af80>