MiMeDB: Showing metabocard for (4S)-4,6-Dihydroxy-2,5-dioxohexanoate (MMDBc0029951)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:48:04 UTC

Update Date

2022-08-31 17:37:55 UTC

Metabolite ID

MMDBc0029951

Metabolite Identification

Common Name

(4S)-4,6-Dihydroxy-2,5-dioxohexanoate

Description

(4S)-4,6-Dihydroxy-2,5-dioxohexanoate (2,5-Diketo-3-deoxy-D-gluconate or 3-Deoxy-D-glycero-2,5-hexodiulosonate) is involved in pentose and glucuronate interconversions. It is a substrate for 2-dehydro-3-deoxy-D-gluconate 5-dehydrogenase. This enzyme catalyzes the reduction of 2,5-diketo-3-deoxygluconate (DKII or 4,6-dihydroxy-2,5-dioxohexanoate) into 2-keto-3-deoxygluconate (KDG or 2-dehydro-3-deoxygluconate) with a concomitant oxidation of NADH. It is also a substrate for 4-deoxy-L-threo-5-hexosulose-uronate ketol-isomerase. This enzyme catalyzes the isomerization of 5-dehydro-4-deoxy-D-glucuronate to 3-deoxy-D-glycero-2,5-hexodiulosonate.

Structure

MOL SDF PDB SMILES InChI

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  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    5    7                                                       
CONECT    3    1    5    8   13                                             
CONECT    4    1    6    9                                                  
CONECT    5    2    3   10                                                  
CONECT    6    4   11   12                                                  
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    6                                                            
CONECT   13    3                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Synonyms

Value	Source
2,5-Diketo-3-deoxy-D-gluconate	ChEBI
3-Deoxy-D-glycero-2,5-hexodiulosonate	ChEBI
2,5-Diketo-3-deoxy-D-gluconic acid	Generator
3-Deoxy-D-glycero-2,5-hexodiulosonic acid	Generator
(4S)-4,6-Dihydroxy-2,5-dioxohexanoic acid	Generator
3-Deoxy-D-glycero-hexo-2,5-diulosonate	Generator

Molecular Formula

C₆H₈O₆

Average Mass

176.1241

Monoisotopic Mass

176.032087988

IUPAC Name

(4S)-4,6-dihydroxy-2,5-dioxohexanoic acid

Traditional Name

2,5-diketo-3-deoxy-D-gluconate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C6H8O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,7-8H,1-2H2,(H,11,12)/t3-/m0/s1

InChI Key

IBGYNIRCYXIAON-VKHMYHEASA-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
Acyloin
Alpha-keto acid
Beta-hydroxy ketone
Monosaccharide
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Primary alcohol
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dioxo monocarboxylic acid (CHEBI:15623 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	66.7 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.3	ChemAxon
logS	-0.42	ALOGPS
pKa (Strongest Acidic)	2.74	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	35.47 m³·mol⁻¹	ChemAxon
Polarizability	14.89 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_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-1900000000-e5f902336ca480e75655	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4u-6900000000-07b7eea4bbc3a4cd1976	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9200000000-c942a7d5e812325a0079	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-056r-3900000000-74611e36a0771d4c94cc	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0abj-9600000000-80ec4c6b80d2c6bc4ba5	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9100000000-ca64c9bfb85ab21c41a9	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	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	241.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	216.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	55.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	269.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	254.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	318.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	822.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	678.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	884.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	159.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	306.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	178.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	49.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	369.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	694.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	63.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	193.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	891.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	603.5

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_1	C[Si](C)(C)O[C@@H](CC(=O)C(=O)O)C(=O)CO	standard non polar	2025-10-23	1666.35
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_2	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)C(=O)CO	standard non polar	2025-10-23	2375.54
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_3	C[Si](C)(C)OCC(=O)[C@@H](O)CC(=O)C(=O)O	standard non polar	2025-10-23	1809.2
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_4	C[Si](C)(C)OC(CO)=C(O)CC(=O)C(=O)O	standard non polar	2025-10-23	1486.24
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_5	C[Si](C)(C)OC(=C[C@H](O)C(=O)CO)C(=O)O	standard non polar	2025-10-23	1566.95
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_6	C[Si](C)(C)OC(=CO)[C@@H](O)CC(=O)C(=O)O	standard non polar	2025-10-23	1902.96
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_7	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)C(=O)CO	standard non polar	2025-10-23	1642.83
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_8	C[Si](C)(C)OCC(=O)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2107.85
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_9	C[Si](C)(C)OC(CO)=C(CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2133.86
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_10	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)C(=O)CO)C(=O)O	standard non polar	2025-10-23	1887.6
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_11	C[Si](C)(C)OC(=CO)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2607.18
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_12	C[Si](C)(C)OCC(=O)[C@@H](O)CC(=O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1914.41
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_13	C[Si](C)(C)OC(=O)C(=O)CC(O)=C(CO)O[Si](C)(C)C	standard non polar	2025-10-23	1611.29
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_14	C[Si](C)(C)OC(=O)C(=C[C@H](O)C(=O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	1974.62
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_15	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)C(=CO)O[Si](C)(C)C	standard non polar	2025-10-23	1792.72
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_16	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)CC(=O)C(=O)O	standard non polar	2025-10-23	1976.5
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_17	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)CC(=O)C(=O)O	standard non polar	2025-10-23	1821.53
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_18	C[Si](C)(C)OCC(=O)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2120.81
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_19	C[Si](C)(C)OC(=CC(O)=C(CO)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1777.84
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_20	C[Si](C)(C)OC(=C[C@H](O)C(=CO)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1885.78
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_21	C[Si](C)(C)OCC(=O)[C@H](CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2420.57
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_22	C[Si](C)(C)OC(=O)C(=O)CC(O[Si](C)(C)C)=C(CO)O[Si](C)(C)C	standard non polar	2025-10-23	1792.76
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_23	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)C(=O)CO)O[Si](C)(C)C	standard non polar	2025-10-23	1932.11
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_24	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	standard non polar	2025-10-23	2356.04
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_25	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1853.03
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_26	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1584.44
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_27	C[Si](C)(C)OCC(=O)[C@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2530.2
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_28	C[Si](C)(C)OC(=CC(O[Si](C)(C)C)=C(CO)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2203.86
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_29	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)C(=CO)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1593.45
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_30	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)CC(=O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1618.16
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_31	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)CC(=O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1596.63
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_32	C[Si](C)(C)OCC(=O)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2159.94
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_33	C[Si](C)(C)OC(=O)C(=CC(O)=C(CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	982.603
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_34	C[Si](C)(C)OC(=O)C(=C[C@H](O)C(=CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1451.76
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_35	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)C=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2483.55
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_36	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1809.37
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_37	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1644.54
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_38	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2205.13
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_39	C[Si](C)(C)OCC(=O)[C@H](C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2392.98
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_40	C[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C)=C(CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2097.19
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_41	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)C(=CO)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2428.23
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_42	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2544.14
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_43	C[Si](C)(C)OC=C(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	2348.52
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_44	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1288.77
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_45	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1913.48
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_46	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1420.95
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_47	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2251.7
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_1	C[Si](C)(C)O[C@@H](CC(=O)C(=O)O)C(=O)CO	standard polar	2025-10-23	2876.18
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_2	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)C(=O)CO	standard polar	2025-10-23	1813.69
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_3	C[Si](C)(C)OCC(=O)[C@@H](O)CC(=O)C(=O)O	standard polar	2025-10-23	2167.77
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_4	C[Si](C)(C)OC(CO)=C(O)CC(=O)C(=O)O	standard polar	2025-10-23	2122.74
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_5	C[Si](C)(C)OC(=C[C@H](O)C(=O)CO)C(=O)O	standard polar	2025-10-23	2067.51
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_6	C[Si](C)(C)OC(=CO)[C@@H](O)CC(=O)C(=O)O	standard polar	2025-10-23	2001.37
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_7	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)C(=O)CO	standard polar	2025-10-23	2547.16
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_8	C[Si](C)(C)OCC(=O)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2273.21
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_9	C[Si](C)(C)OC(CO)=C(CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2409.14
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_10	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)C(=O)CO)C(=O)O	standard polar	2025-10-23	2175.86
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_11	C[Si](C)(C)OC(=CO)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1590.18
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_12	C[Si](C)(C)OCC(=O)[C@@H](O)CC(=O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1887.05
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_13	C[Si](C)(C)OC(=O)C(=O)CC(O)=C(CO)O[Si](C)(C)C	standard polar	2025-10-23	1882.82
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_14	C[Si](C)(C)OC(=O)C(=C[C@H](O)C(=O)CO)O[Si](C)(C)C	standard polar	2025-10-23	1988.26
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_15	C[Si](C)(C)OC(=O)C(=O)C[C@H](O)C(=CO)O[Si](C)(C)C	standard polar	2025-10-23	2150.97
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_16	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)CC(=O)C(=O)O	standard polar	2025-10-23	1799.78
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_17	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)CC(=O)C(=O)O	standard polar	2025-10-23	1217.79
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_18	C[Si](C)(C)OCC(=O)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1800.67
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_19	C[Si](C)(C)OC(=CC(O)=C(CO)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1464.18
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_20	C[Si](C)(C)OC(=C[C@H](O)C(=CO)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2790.65
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_21	C[Si](C)(C)OCC(=O)[C@H](CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2489.2
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_22	C[Si](C)(C)OC(=O)C(=O)CC(O[Si](C)(C)C)=C(CO)O[Si](C)(C)C	standard polar	2025-10-23	2717.48
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_23	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)C(=O)CO)O[Si](C)(C)C	standard polar	2025-10-23	2730.35
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_24	C[Si](C)(C)OC(=O)C(=O)C[C@H](O[Si](C)(C)C)C(=CO)O[Si](C)(C)C	standard polar	2025-10-23	2112.37
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_25	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1654.74
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_26	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](CC(=O)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2403.45
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_27	C[Si](C)(C)OCC(=O)[C@H](C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2273.07
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_28	C[Si](C)(C)OC(=CC(O[Si](C)(C)C)=C(CO)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2554.46
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_29	C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)C(=CO)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1792.94
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_30	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)CC(=O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1964.22
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_31	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)CC(=O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2820.11
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_32	C[Si](C)(C)OCC(=O)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2050.79
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_33	C[Si](C)(C)OC(=O)C(=CC(O)=C(CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1717.31
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_34	C[Si](C)(C)OC(=O)C(=C[C@H](O)C(=CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2558.02
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_35	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)C=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1707.83
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_36	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2521.11
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_37	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2626.99
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_38	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](CC(=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	3261.41
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_39	C[Si](C)(C)OCC(=O)[C@H](C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1732.88
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_40	C[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C)=C(CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1911.35
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_41	C[Si](C)(C)OC(=O)C(=C[C@H](O[Si](C)(C)C)C(=CO)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2137.39
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_42	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1924.48
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_43	C[Si](C)(C)OC=C(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	2017.2
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_44	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2474.02
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_45	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](O)C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2569.34
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_46	C[Si](C)(C)OCC(O[Si](C)(C)C)=C(C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1993.84
Gas Chromatography	(4S)-4,6-Dihydroxy-2,5-dioxohexanoate_TMS_47	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](C=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2619.76

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

Name	SMPDB/PathBank	Species
Collection of Reactions without pathways		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Klebsiella pneumoniae Bacillus cereus Pseudomonas fluorescens Pf-5 Streptomyces griseus subsp. griseus NBRC 13350 Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Lactobacillus fermentum IFO 3956 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Bacillus cereus AH187 (F4810/72) Bacillus halodurans C-125 Alkalihalobacillus pseudofirmus OF4 Bacillus timonensis 10403023 Brevibacillus brevis NBRC 100599 Clostridium beijerinckii NCIMB 8052 Clostridium perfringens ATCC 13124 Limosilactobacillus fermentum Methylobacterium nodulans Comamonas testosteroni Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio cholerae Vibrio vulnificus Desulfovibrio salexigens Rhodopseudomonas palustris Bacillus licheniformis Priestia megaterium Bacillus pumilus Corynebacterium glutamicum Roseobacter denitrificans Enterococcus avium Enterococcus casseliflavus Desulfotomaculum reducens Enterobacter cancerogenus Bacillus clausii Bacillus selenitireducens Achromobacter xylosoxidans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Alicycliphilus denitrificans Shewanella denitrificans Escherichia albertii Syntrophus aciditrophicus Agrobacterium tumefaciens Clostridium beijerinckii Klebsiella variicola Achromobacter xylosoxidans A8 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Bacillus thuringiensis serovar konkukian str. 97-27 Bacillus licheniformis ATCC 14580 Bacillus clausii KSM-K16 Bacillus pumilus SAFR-032 Bacillus cereus AH820 Bacillus cereus Q1 Priestia megaterium DSM 319 Bradyrhizobium japonicum USDA 110 Citrobacter koseri ATCC BAA-895 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 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 Laribacter hongkongensis HLHK9 Methylobacterium radiotolerans JCM 2831 Escherichia coli 042 Edwardsiella tarda FL6-60 Propionibacterium freudenreichii subsp. shermanii CIRM-BIA1 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 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 dysenteriae Sd197 Shigella flexneri 5 str. 8401 Staphylococcus epidermidis RP62A Staphylococcus epidermidis ATCC 12228 Sulfolobus solfataricus P2 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Lautropia mirabilis Lautropia mirabilis ATCC 51599 Laribacter hongkongensis Eikenella corrodens Eikenella corrodens ATCC 23834 Methyloversatilis universalis Methyloversatilis universalis FAM5 Bilophila wadsworthia 3_1_6 Aeromonas caviae Aeromonas media Aeromonas veronii Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Haemophilus sputorum Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Rhodococcus erythropolis Brevibacterium casei Brevibacterium casei S18 Propionibacterium Streptomyces avermitilis Thermomonospora curvata Bacillus altitudinis Bacillus infantis NRRL B-14911 Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Paenibacillus lactis 154 Enterococcus casseliflavus ATCC 12755 Enterococcus phoeniculicola ATCC BAA-412 [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 Streptomyces coelicolor A3(2) Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Corynebacterium glutamicum ATCC 13032 Shewanella frigidimarina NCIMB 400 Alkaliphilus metalliredigens QYMF Amycolatopsis mediterranei U32 Arthrobacter sp. FB24 Arthrobacter aurescens TC1 Arthrobacter chlorophenolicus A6 Bacillus selenitireducens MLS10 Carboxydothermus hydrogenoformans Z-2901 Corynebacterium glutamicum R Deinococcus geothermalis DSM 11300 Desulfotomaculum reducens MI-1 Geobacillus kaustophilus HTA426 Geobacillus thermodenitrificans NG80-2 Intrasporangium calvum DSM 43043 Kribbella flavida DSM 17836 Mycobacterium vanbaalenii PYR-1 Nakamurella multipartita DSM 44233 Corynebacterium diphtheriae NCTC 13129 Oceanobacillus iheyensis HTE831 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Stackebrandtia nassauensis DSM 44728 Streptomyces scabiei 87.22 Streptomyces violaceusniger Tu 4113 Streptosporangium roseum DSM 43021 Thermomonospora curvata DSM 43183 Tsukamurella paurometabola DSM 20162 Paraburkholderia graminis C4D1M Rhodococcus hoagii ATCC 33707 Klebsiella aerogenes KCTC 2190 Acidobacterium capsulatum ATCC 51196 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ Mannheimia succiniciproducens MBEL55E Beijerinckia indica subsp. indica ATCC 9039 Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Caulobacter segnis ATCC 21756 Citrobacter rodentium ICC168 Colwellia psychrerythraea 34H Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. PCC 8801 Desulfitobacterium hafniense Y51 Desulfitobacterium hafniense DCB-2 Desulfomicrobium baculatum DSM 4028 Desulfovibrio salexigens DSM 2638 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Dinoroseobacter shibae DFL 12 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Ferrimonas balearica DSM 9799 Hahella chejuensis KCTC 2396 Haloterrigena turkmenica DSM 5511 Herminiimonas arsenicoxydans Jannaschia sp. CCS1 Janthinobacterium sp. Marseille Klebsiella pneumoniae 342 Leptothrix cholodnii SP-6 Magnetospirillum magneticum AMB-1 Marinobacter aquaeolei VT8 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Meiothermus silvanus DSM 9946 Methylibium petroleiphilum PM1 Methylobacterium nodulans ORS 2060 Methylocella silvestris BL2 Microbacterium testaceum StLB037 Bordetella bronchiseptica RB50 Xanthomonas axonopodis pv. citri str. 306 Sorangium cellulosum 'So ce 56' Opitutus terrae PB90-1 Alteromonas macleodii str. 'Deep ecotype' Rhodobacter capsulatus SB1003 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Psychrobacter arcticus 273-4 Psychrobacter cryohalolentis K5 Psychromonas ingrahamii 37 Ralstonia solanacearum GMI1000 Rhizobium etli CFN 42 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Rhodothermus marinus DSM 4252 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingomonas wittichii RW1 Synechococcus sp. PCC 7002 Syntrophus aciditrophicus SB Teredinibacter turnerae T7901 Tolumonas auensis DSM 9187 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Xanthobacter autotrophicus Py2 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 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

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/Eubacteria	Proteobacteria	69	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown
Bacteria/Eubacteria	Firmicutes	13	Human feces; Human
Bacteria/Eubacteria	Bacteroidetes	4	Human ; Human feces
Bacteria	Proteobacteria	3	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown
Bacteria/Eubacteria	Actinobacteria	1
Bacteria/Eubacteria	Verrucomicrobia	1

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

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

C04349

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440303

PDB ID

Not Available

ChEBI ID

15623

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 (4S)-4,6-Dihydroxy-2,5-dioxohexanoate (MMDBc0029951)

MOL for #<Metabolite:0x00007f2e506b1658>

3D MOL for #<Metabolite:0x00007f2e506b1658>

3D SDF for #<Metabolite:0x00007f2e506b1658>

3D-SDF for #<Metabolite:0x00007f2e506b1658>

PDB for #<Metabolite:0x00007f2e506b1658>

3D PDB for #<Metabolite:0x00007f2e506b1658>

SMILES for #<Metabolite:0x00007f2e506b1658>

INCHI for #<Metabolite:0x00007f2e506b1658>

Structure for #<Metabolite:0x00007f2e506b1658>

3D Structure for #<Metabolite:0x00007f2e506b1658>