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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-07 06:42:39 UTC

Update Date

2021-09-26 22:50:25 UTC

HMDB ID

HMDB0242712

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde

Description

(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde, also known as glucuronolactone, 6-(14)C-labeled or glucuronic acid, gamma-lactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Based on a literature review very few articles have been published on (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2r)-2-[(3r,4s)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.274   5.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.306   1.175   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Glucuronic acid, gamma-lactone	HMDB
Glucuronolactone, 6-(14)C-labeled	HMDB
Glucuronolactone	HMDB

Chemical Formula

C₆H₈O₆

Average Molecular Weight

176.124

Monoisotopic Molecular Weight

176.032087978

IUPAC Name

2-(3,4-dihydroxy-5-oxooxolan-2-yl)-2-hydroxyacetaldehyde

Traditional Name

D-glucuronic acid, γ-lactone

CAS Registry Number

Not Available

SMILES

OC(C=O)C1OC(=O)C(O)C1O

InChI Identifier

InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H

InChI Key

UYUXSRADSPPKRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Alpha-hydroxyaldehyde
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Aldehyde
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a small molecule (D-GLUCURONOLACTONE )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	-1.5	ALOGPS
logP	-2.6	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	11.57	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	33.72 m³·mol⁻¹	ChemAxon
Polarizability	14.61 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	137.381	30932474
DeepCCS	[M-H]-	134.912	30932474
DeepCCS	[M-2H]-	170.804	30932474
DeepCCS	[M+Na]+	145.513	30932474
AllCCS	[M+H]+	139.3	32859911
AllCCS	[M+H-H2O]+	135.0	32859911
AllCCS	[M+NH4]+	143.2	32859911
AllCCS	[M+Na]+	144.4	32859911
AllCCS	[M-H]-	129.4	32859911
AllCCS	[M+Na-2H]-	130.3	32859911
AllCCS	[M+HCOO]-	131.4	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #1	C[Si](C)(C)OC(C=O)C1OC(=O)C(O)C1O	1727.7	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #1	C[Si](C)(C)OC(C=O)C1OC(=O)C(O)C1O	1537.9	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #1	C[Si](C)(C)OC(C=O)C1OC(=O)C(O)C1O	2826.2	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #2	C[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O	1736.9	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #2	C[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O	1559.5	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #2	C[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O	2853.9	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(=O)OC1C(O)C=O	1745.8	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(=O)OC1C(O)C=O	1542.2	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #3	C[Si](C)(C)OC1C(O)C(=O)OC1C(O)C=O	2921.2	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #4	C[Si](C)(C)OC=C(O)C1OC(=O)C(O)C1O	1726.8	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #4	C[Si](C)(C)OC=C(O)C1OC(=O)C(O)C1O	1580.6	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TMS,isomer #4	C[Si](C)(C)OC=C(O)C1OC(=O)C(O)C1O	3073.4	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #1	C[Si](C)(C)OC(C=O)C1OC(=O)C(O[Si](C)(C)C)C1O	1852.7	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #1	C[Si](C)(C)OC(C=O)C1OC(=O)C(O[Si](C)(C)C)C1O	1679.5	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #1	C[Si](C)(C)OC(C=O)C1OC(=O)C(O[Si](C)(C)C)C1O	2183.8	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #2	C[Si](C)(C)OC(C=O)C1OC(=O)C(O)C1O[Si](C)(C)C	1837.9	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #2	C[Si](C)(C)OC(C=O)C1OC(=O)C(O)C1O[Si](C)(C)C	1660.9	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #2	C[Si](C)(C)OC(C=O)C1OC(=O)C(O)C1O[Si](C)(C)C	2250.2	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O)C1O	1814.4	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O)C1O	1727.6	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O)C1O	2456.6	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #4	C[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O[Si](C)(C)C	1835.2	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #4	C[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O[Si](C)(C)C	1692.1	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #4	C[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O[Si](C)(C)C	2237.1	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #5	C[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C)C1O	1831.3	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #5	C[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C)C1O	1736.7	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #5	C[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C)C1O	2360.0	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #6	C[Si](C)(C)OC=C(O)C1OC(=O)C(O)C1O[Si](C)(C)C	1819.8	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #6	C[Si](C)(C)OC=C(O)C1OC(=O)C(O)C1O[Si](C)(C)C	1714.9	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TMS,isomer #6	C[Si](C)(C)OC=C(O)C1OC(=O)C(O)C1O[Si](C)(C)C	2450.0	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #2	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)C1O	1923.4	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #2	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)C1O	1834.9	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #2	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)C1O	2103.4	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O)C1O[Si](C)(C)C	1893.8	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O)C1O[Si](C)(C)C	1814.2	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O)C1O[Si](C)(C)C	2189.3	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #4	C[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1906.1	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #4	C[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1840.0	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TMS,isomer #4	C[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2100.4	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,4TMS,isomer #1	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1947.9	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,4TMS,isomer #1	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1917.1	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,4TMS,isomer #1	C[Si](C)(C)OC=C(O[Si](C)(C)C)C1OC(=O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	1934.9	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(=O)OC1C(O)C=O	2008.0	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(=O)OC1C(O)C=O	1781.1	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1C(O)C(=O)OC1C(O)C=O	2894.4	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C=O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2323.7	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C=O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2140.0	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C=O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2360.7	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)C1O	2284.9	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)C1O	2186.4	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)C1O	2542.5	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O[Si](C)(C)C(C)(C)C	2295.2	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O[Si](C)(C)C(C)(C)C	2151.5	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(=O)OC(C(O)C=O)C1O[Si](C)(C)C(C)(C)C	2393.9	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2325.3	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2209.1	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2511.4	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2593.2	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2485.4	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O	2418.5	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)C1O[Si](C)(C)C(C)(C)C	2564.2	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)C1O[Si](C)(C)C(C)(C)C	2463.6	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O)C1O[Si](C)(C)C(C)(C)C	2477.5	Standard polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2820.9	Semi standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2723.3	Standard non polar	33892256
(2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)C1OC(=O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2390.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4r-9700000000-af54cf0e4abaf78399a0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde GC-MS (TBDMS_3_4) - 70eV, Positive	Not Available	2021-11-03	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 - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde 10V, Positive-QTOF	splash10-056u-0900000000-2cb8c5b1facbf17784ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde 20V, Positive-QTOF	splash10-002f-9600000000-a566c6a451de25fa3560	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde 40V, Positive-QTOF	splash10-052f-9000000000-13c7a3fa129b059cb199	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde 10V, Negative-QTOF	splash10-056r-9700000000-437ed59d21d927645f10	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde 20V, Negative-QTOF	splash10-0006-9000000000-51fb184a5bdb20bd5fbd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde 40V, Negative-QTOF	splash10-052f-9000000000-dcad2f80646a9ab8503e	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

190202

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

219402

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde (HMDB0242712)

MOL for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

3D MOL for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

3D SDF for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

3D-SDF for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

PDB for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

3D PDB for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

SMILES for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

INCHI for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

Structure for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

3D Structure for HMDB0242712 ((2R)-2-[(3R,4S)-3,4-Dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra