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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 13:08:48 UTC

Update Date

2021-09-14 15:45:00 UTC

HMDB ID

HMDB0006511

Secondary Accession Numbers

HMDB06511

Metabolite Identification

Common Name

2,3-Diketo-L-gulonate

Description

2,3-Diketo-L-gulonate, also known as 2,3-diketo-L-gulonic acid, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. 2,3-Diketo-L-gulonate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 2,3-diketo-L-gulonate a potential biomarker for the consumption of these foods. 2,3-Diketo-L-gulonate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 2,3-Diketo-L-gulonate.

Structure

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

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      20.985 -13.161   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.651 -13.931   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.318 -13.161   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.984 -13.931   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.650 -13.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.316 -13.931   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.983 -13.161   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      22.319 -13.931   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      20.985 -11.621   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      19.651 -15.471   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      18.318 -11.621   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      16.984 -15.471   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      15.650 -11.621   0.000  0.00  0.00           O+0
CONECT    1    2    8    9                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    1                                                            
CONECT    9    1                                                            
CONECT   10    2                                                            
CONECT   11    3                                                            
CONECT   12    4                                                            
CONECT   13    5                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,3-Diketo-L-gulonic acid	Generator
(4R,5S)-4,5,6-Trihydroxy-2,3-dioxohexanoate	HMDB
(4R,5S)-4,5,6-Trihydroxy-2,3-dioxohexanoic acid	HMDB
2,3-diketo-L Gulonic acid	HMDB
2,3-Diketogulonic acid	HMDB
Diketogulonic acid	HMDB
L-threo-2,3-Hexodiulosonic acid	HMDB
L-threo-hexo-2,3-Diulosonic acid	HMDB

Chemical Formula

C₆H₈O₇

Average Molecular Weight

192.1235

Monoisotopic Molecular Weight

192.02700261

IUPAC Name

(5S)-4,5,6-trihydroxy-2,3-dioxohexanoic acid

Traditional Name

(5S)-4,5,6-trihydroxy-2,3-dioxohexanoic acid

CAS Registry Number

3445-22-5

SMILES

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

InChI Identifier

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

InChI Key

GJQWCDSAOUMKSE-SCQFTWEKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar acids and derivatives

Alternative Parents

Substituents

Hexose monosaccharide
Medium-chain keto acid
Beta-keto acid
Sugar acid
Acyloin
Alpha-keto acid
Alpha-diketone
Beta-hydroxy ketone
Keto acid
Monosaccharide
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0006511)

Source

Endogenous

Endogenous (HMDB: HMDB0006511)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Ascorbate Metabolism (PathBank: SMP0000814)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	59.9 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-1.6	ChemAxon
logS	-0.51	ALOGPS
pKa (Strongest Acidic)	2.38	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.04 m³·mol⁻¹	ChemAxon
Polarizability	15.77 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	142.884	31661259
DarkChem	[M-H]-	139.117	31661259
DeepCCS	[M+H]+	138.401	30932474
DeepCCS	[M-H]-	136.005	30932474
DeepCCS	[M-2H]-	171.144	30932474
DeepCCS	[M+Na]+	146.101	30932474
AllCCS	[M+H]+	141.1	32859911
AllCCS	[M+H-H2O]+	137.3	32859911
AllCCS	[M+NH4]+	144.6	32859911
AllCCS	[M+Na]+	145.6	32859911
AllCCS	[M-H]-	131.9	32859911
AllCCS	[M+Na-2H]-	133.0	32859911
AllCCS	[M+HCOO]-	134.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	1.76 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2246 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.06 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	217.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	793.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	335.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	40.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	271.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	271.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	653.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	626.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	48.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	929.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	202.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	228.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	710.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	283.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	379.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3-Diketo-L-gulonate	OC[C@H](O)C(O)C(=O)C(=O)C(O)=O	2732.6	Standard polar	33892256
2,3-Diketo-L-gulonate	OC[C@H](O)C(O)C(=O)C(=O)C(O)=O	1766.0	Standard non polar	33892256
2,3-Diketo-L-gulonate	OC[C@H](O)C(O)C(=O)C(=O)C(O)=O	1539.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3-Diketo-L-gulonate,1TMS,isomer #1	C[Si](C)(C)OC[C@H](O)C(O)C(=O)C(=O)C(=O)O	1661.7	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TMS,isomer #2	C[Si](C)(C)O[C@@H](CO)C(O)C(=O)C(=O)C(=O)O	1688.2	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TMS,isomer #3	C[Si](C)(C)OC(C(=O)C(=O)C(=O)O)[C@@H](O)CO	1634.3	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TMS,isomer #4	C[Si](C)(C)OC(=O)C(=O)C(=O)C(O)[C@@H](O)CO	1618.9	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TMS,isomer #5	C[Si](C)(C)OC(C(=O)C(=O)O)=C(O)[C@@H](O)CO	1681.9	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O)C(=O)C(=O)C(=O)O	1787.5	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #10	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)=C(O)[C@@H](O)CO	1725.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #2	C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)C(=O)C(=O)C(=O)O	1781.9	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #3	C[Si](C)(C)OC[C@H](O)C(O)C(=O)C(=O)C(=O)O[Si](C)(C)C	1748.7	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #4	C[Si](C)(C)OC[C@H](O)C(O)=C(O[Si](C)(C)C)C(=O)C(=O)O	1744.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #5	C[Si](C)(C)OC(C(=O)C(=O)C(=O)O)[C@H](CO)O[Si](C)(C)C	1782.4	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #6	C[Si](C)(C)OC(=O)C(=O)C(=O)C(O)[C@H](CO)O[Si](C)(C)C	1764.8	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #7	C[Si](C)(C)OC(C(=O)C(=O)O)=C(O)[C@H](CO)O[Si](C)(C)C	1765.4	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #8	C[Si](C)(C)OC(=O)C(=O)C(=O)C(O[Si](C)(C)C)[C@@H](O)CO	1717.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TMS,isomer #9	C[Si](C)(C)OC(C(=O)C(=O)O)=C(O[Si](C)(C)C)[C@@H](O)CO	1748.3	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)C(=O)C(=O)O	1847.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #10	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](O)CO	1816.3	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #2	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O)C(=O)C(=O)C(=O)O[Si](C)(C)C	1848.2	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #3	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C(=O)C(=O)O	1830.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #4	C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)C(=O)C(=O)C(=O)O[Si](C)(C)C	1862.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #5	C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)C(=O)O	1846.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #6	C[Si](C)(C)OC[C@H](O)C(O)=C(O[Si](C)(C)C)C(=O)C(=O)O[Si](C)(C)C	1809.3	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #7	C[Si](C)(C)OC(=O)C(=O)C(=O)C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	1841.5	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #8	C[Si](C)(C)OC(C(=O)C(=O)O)=C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	1862.2	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TMS,isomer #9	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)=C(O)[C@H](CO)O[Si](C)(C)C	1819.3	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)C(=O)C(=O)C(=O)O[Si](C)(C)C	1894.4	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TMS,isomer #2	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)C(=O)O	1916.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TMS,isomer #3	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O)=C(O[Si](C)(C)C)C(=O)C(=O)O[Si](C)(C)C	1861.8	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TMS,isomer #4	C[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)C(=O)O[Si](C)(C)C	1894.9	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TMS,isomer #5	C[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	1907.3	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,5TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)C(=O)O[Si](C)(C)C	1890.0	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,5TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)C(=O)O[Si](C)(C)C	1919.8	Standard non polar	33892256
2,3-Diketo-L-gulonate,5TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)C(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=O)C(=O)O[Si](C)(C)C	1949.7	Standard polar	33892256
2,3-Diketo-L-gulonate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)C(=O)C(=O)C(=O)O	1937.9	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](CO)C(O)C(=O)C(=O)C(=O)O	1954.0	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(C(=O)C(=O)C(=O)O)[C@@H](O)CO	1897.7	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(=O)C(O)[C@@H](O)CO	1882.5	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(C(=O)C(=O)O)=C(O)[C@@H](O)CO	1958.9	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O)C(=O)C(=O)C(=O)O	2250.5	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](O)CO	2214.2	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)C(=O)O	2258.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)C(=O)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2207.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O	2220.7	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(C(=O)C(=O)C(=O)O)[C@H](CO)O[Si](C)(C)C(C)(C)C	2243.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(=O)C(O)[C@H](CO)O[Si](C)(C)C(C)(C)C	2220.5	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(C(=O)C(=O)O)=C(O)[C@H](CO)O[Si](C)(C)C(C)(C)C	2252.0	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(=O)C(O[Si](C)(C)C(C)(C)C)[C@@H](O)CO	2186.8	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(C(=O)C(=O)O)=C(O[Si](C)(C)C(C)(C)C)[C@@H](O)CO	2244.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)C(=O)O	2517.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](O)CO	2517.5	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O)C(=O)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2501.6	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O	2502.8	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2532.4	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O	2545.3	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2493.5	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(=O)C(O[Si](C)(C)C(C)(C)C)[C@H](CO)O[Si](C)(C)C(C)(C)C	2499.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(C(=O)C(=O)O)=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)O[Si](C)(C)C(C)(C)C	2550.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](CO)O[Si](C)(C)C(C)(C)C	2508.0	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2752.7	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O	2759.2	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2727.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@H](O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2762.1	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(=O)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](CO)O[Si](C)(C)C(C)(C)C	2770.8	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2972.2	Semi standard non polar	33892256
2,3-Diketo-L-gulonate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2800.9	Standard non polar	33892256
2,3-Diketo-L-gulonate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C(=O)C(=O)O[Si](C)(C)C(C)(C)C	2570.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Diketo-L-gulonate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0nn9-9200000000-1cbed9b2b56caa085c4a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Diketo-L-gulonate GC-MS (4 TMS) - 70eV, Positive	splash10-02or-7339800000-1615efb2d0feaa5735ea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3-Diketo-L-gulonate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 10V, Positive-QTOF	splash10-004l-1900000000-1d6c68c73855ddcddb54	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 20V, Positive-QTOF	splash10-08mi-9500000000-c792fe4653b44e9ab372	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 40V, Positive-QTOF	splash10-0ab9-9000000000-16a4d7310299656e7744	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 10V, Negative-QTOF	splash10-0g4l-9700000000-6d882e161ed0ab1a7656	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 20V, Negative-QTOF	splash10-0a4r-9300000000-c5167767732d60eead4b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 40V, Negative-QTOF	splash10-0a4i-9000000000-f6c0690482bc1a940237	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 10V, Positive-QTOF	splash10-01c0-6900000000-f68a48e03dbb51e87373	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 20V, Positive-QTOF	splash10-11ou-9500000000-f51f8802520502229315	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 40V, Positive-QTOF	splash10-0btd-9000000000-b607173f6a4870d24b5f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 10V, Negative-QTOF	splash10-005j-7900000000-095b22b39dbcc6d9fa05	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 20V, Negative-QTOF	splash10-0pb9-9200000000-05380c64aede8d94e31b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3-Diketo-L-gulonate 40V, Negative-QTOF	splash10-0a4i-9000000000-84c78a8bd0634d2dfffc	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023950

KNApSAcK ID

Not Available

Chemspider ID

35015997

KEGG Compound ID

C04575

BioCyc ID

Not Available

BiGG ID

45750

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53477844

PDB ID

Not Available

ChEBI ID

15622

Food Biomarker Ontology

Not Available

VMH ID

23DOGULN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2,3-Diketo-L-gulonate (HMDB0006511)

MOL for HMDB0006511 (2,3-Diketo-L-gulonate)

3D MOL for HMDB0006511 (2,3-Diketo-L-gulonate)

3D SDF for HMDB0006511 (2,3-Diketo-L-gulonate)

3D-SDF for HMDB0006511 (2,3-Diketo-L-gulonate)

PDB for HMDB0006511 (2,3-Diketo-L-gulonate)

3D PDB for HMDB0006511 (2,3-Diketo-L-gulonate)

SMILES for HMDB0006511 (2,3-Diketo-L-gulonate)

INCHI for HMDB0006511 (2,3-Diketo-L-gulonate)

Structure for HMDB0006511 (2,3-Diketo-L-gulonate)

3D Structure for HMDB0006511 (2,3-Diketo-L-gulonate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra