MiMeDB: Showing metabocard for 2-Dehydro-3-deoxy-D-glucarate (MMDBc0029972)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:48:55 UTC

Update Date

2022-08-31 17:38:10 UTC

Metabolite ID

MMDBc0029972

Metabolite Identification

Common Name

2-Dehydro-3-deoxy-D-glucarate

Description

2-dehydro-3-deoxy-D-glucarate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. It is a substrate for 2-dehydro-3-deoxyglucarate aldolase (EC 4.1.2.20) which is an enzyme that catalyzes the chemical reaction: 2-dehydro-3-deoxy-D-glucarate = pyruvate + tartronate semialdehyde

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08131209232D          

 15 14  0  0  0  0            999 V2000
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  2  7  1  6  0  0  0
  8  3  2  0  0  0  0
  4  9  1  1  0  0  0
 10  5  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
  2 14  1  6  0  0  0
  4 15  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029972

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/t2-,4-/m0/s1

> <INCHI_KEY>
QUURPCHWPQNNGL-OKKQSCSOSA-N

> <FORMULA>
C6H8O7

> <MOLECULAR_WEIGHT>
192.1235

> <EXACT_MASS>
192.02700261

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
15.485690683010937

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-2,3-dihydroxy-5-oxohexanedioic acid

> <ALOGPS_LOGP>
-1.23

> <JCHEM_LOGP>
-1.4547567023333332

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.3383843993566726

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4970879331320455

> <JCHEM_PKA_STRONGEST_BASIC>
-3.348200381892739

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
36.183699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.27e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-dehydro-3-deoxy-D-glucarate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   14  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4    7   14                                             
CONECT    3    1    5    8                                                  
CONECT    4    2    6    9   15                                             
CONECT    5    3   10   11                                                  
CONECT    6    4   12   13                                                  
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    6                                                            
CONECT   14    2                                                            
CONECT   15    4                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

Synonyms

Value	Source
2-Dehydro-3-deoxy-D-glucaric acid	Generator

Molecular Formula

C₆H₈O₇

Average Mass

192.1235

Monoisotopic Mass

192.02700261

IUPAC Name

(2S,3S)-2,3-dihydroxy-5-oxohexanedioic acid

Traditional Name

2-dehydro-3-deoxy-D-glucarate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/t2-,4-/m0/s1

InChI Key

QUURPCHWPQNNGL-OKKQSCSOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Beta-hydroxy acid
Alpha-hydroxy acid
Alpha-keto acid
Beta-hydroxy ketone
Dicarboxylic acid or derivatives
Monosaccharide
Hydroxy acid
Alpha-hydroxy ketone
Secondary alcohol
1,2-diol
Ketone
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glucaric acid derivative (CHEBI:17305 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	52.7 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.5	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	2.5	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.18 m³·mol⁻¹	ChemAxon
Polarizability	15.49 Å³	ChemAxon
Number of Rings	0	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_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1900000000-dc22098bdfbe7bf4390d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056r-3900000000-d866ef19e96da0564480	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9400000000-a4c21560ef2a755924c8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-006w-2900000000-670ae8cd92a88762c2af	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fg2-7900000000-1e841b13a298bc87f638	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-9800000000-3d471b650b26cf2a0f96	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

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	392.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	271.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	54.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	264.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	273.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	338.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	746.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	670.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	1000.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	173.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	311.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	188.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	42.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	447.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	744.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	78.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	238.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	896.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	626.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_1	C[Si](C)(C)O[C@@H](CC(=O)C(=O)O)[C@H](O)C(=O)O	standard non polar	2025-10-23	1429.0
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_2	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O)C(=O)O	standard non polar	2025-10-23	1859.4
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_3	C[Si](C)(C)O[C@H](C(=O)O)[C@@H](O)CC(=O)C(=O)O	standard non polar	2025-10-23	1932.38
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_4	C[Si](C)(C)OC(=O)[C@@H](O)[C@@H](O)CC(=O)C(=O)O	standard non polar	2025-10-23	2202.46
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_5	C[Si](C)(C)OC(=C[C@H](O)[C@H](O)C(=O)O)C(=O)O	standard non polar	2025-10-23	2142.97
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_6	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O	standard non polar	2025-10-23	1961.88
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_7	C[Si](C)(C)O[C@@H](CC(=O)C(=O)O)[C@H](O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1779.83
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_8	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1876.65
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_9	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O)C(=O)O	standard non polar	2025-10-23	2331.69
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_10	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2538.0
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_11	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1545.96
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_12	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2953.39
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_13	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@@H](O)CC(=O)C(=O)O	standard non polar	2025-10-23	2159.16
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_14	C[Si](C)(C)OC(=C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O)C(=O)O	standard non polar	2025-10-23	2170.19
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_15	C[Si](C)(C)OC(=O)[C@@H](O)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2048.47
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_16	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1375.29
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_17	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2329.01
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_18	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1851.4
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_19	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1987.56
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_20	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O)C(=O)O	standard non polar	2025-10-23	1986.6
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_21	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2525.19
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_22	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2103.43
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_23	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2512.16
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_24	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1749.65
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_25	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2167.41
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_26	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1057.11
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_27	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2400.59
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_28	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2256.47
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_29	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1479.0
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_30	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2232.47
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_31	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2287.36
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_1	C[Si](C)(C)O[C@@H](CC(=O)C(=O)O)[C@H](O)C(=O)O	standard polar	2025-10-23	1757.51
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_2	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O)C(=O)O	standard polar	2025-10-23	2499.69
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_3	C[Si](C)(C)O[C@H](C(=O)O)[C@@H](O)CC(=O)C(=O)O	standard polar	2025-10-23	2351.63
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_4	C[Si](C)(C)OC(=O)[C@@H](O)[C@@H](O)CC(=O)C(=O)O	standard polar	2025-10-23	2473.45
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_5	C[Si](C)(C)OC(=C[C@H](O)[C@H](O)C(=O)O)C(=O)O	standard polar	2025-10-23	2011.85
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_6	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O	standard polar	2025-10-23	1927.51
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_7	C[Si](C)(C)O[C@@H](CC(=O)C(=O)O)[C@H](O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1931.54
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_8	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1933.98
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_9	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O)C(=O)O	standard polar	2025-10-23	2295.44
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_10	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2200.22
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_11	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2486.53
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_12	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2378.97
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_13	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@@H](O)CC(=O)C(=O)O	standard polar	2025-10-23	1888.68
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_14	C[Si](C)(C)OC(=C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O)C(=O)O	standard polar	2025-10-23	2469.12
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_15	C[Si](C)(C)OC(=O)[C@@H](O)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2206.29
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_16	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1553.27
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_17	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2341.78
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_18	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2756.84
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_19	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2010.37
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_20	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O)C(=O)O	standard polar	2025-10-23	1464.27
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_21	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2240.47
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_22	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2387.59
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_23	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1313.33
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_24	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2393.42
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_25	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2005.2
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_26	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2148.69
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_27	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2514.17
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_28	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2396.65
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_29	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1960.39
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_30	C[Si](C)(C)OC(=O)C(=C[C@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2317.84
Gas Chromatography	2-Dehydro-3-deoxy-D-glucarate_TMS_31	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2263.25

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Name	SMPDB/PathBank	Species
D-Glucarate and D-Galactarate Degradation		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Klebsiella pneumoniae Salmonella enterica Saccharopolyspora erythraea NRRL 2338 Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas syringae Xanthomonas campestris Citrobacter koseri Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Fusobacterium ulcerans Blautia hydrogenotrophica Burkholderia vietnamiensis Enterobacter cancerogenus Burkholderia multivorans Burkholderia cenocepacia Citrobacter youngae Burkholderia ambifaria Anaerotruncus colihominis Klebsiella variicola Citrobacter koseri ATCC BAA-895 Dyadobacter fermentans DSM 18053 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella flexneri 5 str. 8401 Rhizobium etli Burkholderia cepacia GG4 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Providencia stuartii ATCC 25827 Rhodococcus erythropolis Blautia hydrogenotrophica DSM 10507 Clostridium asparagiforme DSM 15981 [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 Anaerotruncus colihominis DSM 17241 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Arthrobacter sp. FB24 Arthrobacter aurescens TC1 Arthrobacter chlorophenolicus A6 Catenulispora acidiphila DSM 44928 Conexibacter woesei DSM 14684 Kribbella flavida DSM 17836 Mycobacterium vanbaalenii PYR-1 Mycobacterium sp. Spyr1 Nocardia farcinica IFM 10152 Pseudonocardia dioxanivorans CB1190 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Streptomyces violaceusniger Tu 4113 Aspergillus terreus NIH2624 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus tamarii Fusarium acutatum Fusarium nygamai Fusarium proliferatum ET1 Fusarium verticillioides 7600 Fusarium equiseti Fusarium oxysporum Fo5176 Fusarium oxysporum f. sp. lycopersici 4287 Fusarium austroamericanum Fusarium graminearum PH-1 Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium tricinctum Paraburkholderia graminis C4D1M Klebsiella aerogenes KCTC 2190 Acidovorax ebreus TPSY Mannheimia succiniciproducens MBEL55E Bordetella petrii DSM 12804 Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Chromohalobacter salexigens DSM 3043 Citrobacter rodentium ICC168 Cupriavidus necator N-1 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Enterobacter sp. 638 Erwinia billingiae Eb661 Klebsiella pneumoniae 342 Bordetella bronchiseptica RB50 Pantoea ananatis LMG 20103 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Pseudomonas fulva 12-X Salmonella enterica subsp. enterica serovar Paratyphi A str. Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Tolumonas auensis DSM 9187 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25

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
MMDBr0019142	D-glucarate	2-Dehydro-3-deoxy-D-glucarate	Glucarate dehydratase	Hydration/dehydration of C-O bond	PathBank	31602464

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	3	Human feces; Human sputum; Human ; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	100	Human feces; Human sputum; Human ; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	24	Human feces; Pig ; Human	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	2	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	5	Human feces; Human ; Human supragingival plaque	Metabolic reconstruction

Exposure Sources

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
Human Feces	Detected but not Quantified									HMDB

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

C03921

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440165

PDB ID

Not Available

ChEBI ID

17305

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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 2-Dehydro-3-deoxy-D-glucarate (MMDBc0029972)

MOL for #<Metabolite:0x00007f9ada860458>

3D MOL for #<Metabolite:0x00007f9ada860458>

3D SDF for #<Metabolite:0x00007f9ada860458>

3D-SDF for #<Metabolite:0x00007f9ada860458>

PDB for #<Metabolite:0x00007f9ada860458>

3D PDB for #<Metabolite:0x00007f9ada860458>

SMILES for #<Metabolite:0x00007f9ada860458>

INCHI for #<Metabolite:0x00007f9ada860458>

Structure for #<Metabolite:0x00007f9ada860458>

3D Structure for #<Metabolite:0x00007f9ada860458>