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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-06-02 17:16:01 UTC

Update Date

2022-03-07 02:51:23 UTC

HMDB ID

HMDB0012326

Secondary Accession Numbers

HMDB12326

Metabolite Identification

Common Name

L-Gulose

Description

Gulose is an aldohexose sugar and a C-3 epimer of galactose. It is an unnatural monosaccharide that exists as a syrup with a sweet taste. It is soluble in water and slightly soluble in methanol. Both the D- and L-forms are not fermentable by yeast. L-gulose is an L-hexose sugar and an intermediate in the biosynthesis of L-Ascorbate (vitamin C). It can be oxidized to L-guluno-1-4-lactone and it is also produced by the hydrolysis of L-gulose-1-P. Vitamic C is an important antioxidant and an enzyme cofactor. Higher plants and higher animals (but not humans) can synthesize ascorbate. Plants provide the major dietary vitamin C source for humans. The plant ascorbate biosynthesis pathways have only been recently proposed and they differ from what was found in mammals. Gulose has been found to be a metabolite of Ketogulonicigenium (PMID: 15785002 ).

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      25.343 -11.359   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.343 -12.855   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      26.698 -10.615   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      23.993 -10.615   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.698 -13.586   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      23.993 -13.586   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      28.053 -11.359   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      22.810 -11.575   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      28.053 -12.855   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      26.692 -15.082   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      29.403 -10.615   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      29.403 -13.586   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2                                                            
CONECT    7    3   11    9                                                  
CONECT    8    4                                                            
CONECT    9    5   12    7                                                  
CONECT   10    5                                                            
CONECT   11    7                                                            
CONECT   12    9                                                            
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
WURCS=2.0/1,1,0/[a1121h-1x_1-5]/1/	ChEBI
Gulose	HMDB
L-()-Gulose	HMDB
L-(+)-Gulose	HMDB
L-gulo-Hexose	HMDB
L-Gulopyranose	HMDB

Chemical Formula

C₆H₁₂O₆

Average Molecular Weight

180.1559

Monoisotopic Molecular Weight

180.063388116

IUPAC Name

(3S,4S,5S,6S)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

Traditional Name

L-gulopyranose

CAS Registry Number

6027-89-0

SMILES

OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5-,6?/m0/s1

InChI Key

WQZGKKKJIJFFOK-QRXFDPRISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

gulopyranose (CHEBI:37704 )
L-gulose (CHEBI:37704 )
Aldoses (C15923 )

Ontology

Not Available

Food (HMDB: HMDB0012326)

Endogenous

Plant

Plant (HMDB: HMDB0012326)

Microbe

Microbe (HMDB: HMDB0012326)
Ketogulonicigenium vulgare (HMDB: HMDB0012326)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-1.88	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	782 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-2.9	ChemAxon
logS	0.64	ALOGPS
pKa (Strongest Acidic)	11.3	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.92 m³·mol⁻¹	ChemAxon
Polarizability	16.34 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
DarkChem	[M+H]+	140.285	31661259
DarkChem	[M-H]-	134.583	31661259
DeepCCS	[M+H]+	137.942	30932474
DeepCCS	[M-H]-	135.56	30932474
DeepCCS	[M-2H]-	170.084	30932474
DeepCCS	[M+Na]+	144.386	30932474
AllCCS	[M+H]+	141.0	32859911
AllCCS	[M+H-H2O]+	136.8	32859911
AllCCS	[M+NH4]+	145.0	32859911
AllCCS	[M+Na]+	146.2	32859911
AllCCS	[M-H]-	131.8	32859911
AllCCS	[M+Na-2H]-	132.8	32859911
AllCCS	[M+HCOO]-	134.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-Gulose	OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	3485.8	Standard polar	33892256
L-Gulose	OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	1813.3	Standard non polar	33892256
L-Gulose	OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	1593.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-Gulose,1TMS,isomer #1	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	1741.6	Semi standard non polar	33892256
L-Gulose,1TMS,isomer #2	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	1730.0	Semi standard non polar	33892256
L-Gulose,1TMS,isomer #3	C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O)[C@@H]1O	1732.5	Semi standard non polar	33892256
L-Gulose,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@H](O)C(O)O[C@@H](CO)[C@H]1O	1719.7	Semi standard non polar	33892256
L-Gulose,1TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O	1712.9	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #1	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	1742.5	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #10	C[Si](C)(C)O[C@@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O[Si](C)(C)C	1696.7	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #2	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	1759.7	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #3	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	1747.2	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #4	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	1719.4	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #5	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O	1734.2	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #6	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O	1719.1	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #7	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C	1727.4	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #8	C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O	1732.0	Semi standard non polar	33892256
L-Gulose,2TMS,isomer #9	C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C	1714.1	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #1	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	1736.6	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #10	C[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1739.1	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #2	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	1760.0	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #3	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	1733.8	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #4	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	1755.0	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #5	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	1761.4	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #6	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1712.5	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #7	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O	1743.0	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #8	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C	1758.0	Semi standard non polar	33892256
L-Gulose,3TMS,isomer #9	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1751.2	Semi standard non polar	33892256
L-Gulose,4TMS,isomer #1	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	1835.0	Semi standard non polar	33892256
L-Gulose,4TMS,isomer #2	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	1846.5	Semi standard non polar	33892256
L-Gulose,4TMS,isomer #3	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1821.2	Semi standard non polar	33892256
L-Gulose,4TMS,isomer #4	C[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1823.7	Semi standard non polar	33892256
L-Gulose,4TMS,isomer #5	C[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1805.3	Semi standard non polar	33892256
L-Gulose,5TMS,isomer #1	C[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	1901.5	Semi standard non polar	33892256
L-Gulose,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O	2009.7	Semi standard non polar	33892256
L-Gulose,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O	1972.1	Semi standard non polar	33892256
L-Gulose,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O)[C@@H]1O	1977.9	Semi standard non polar	33892256
L-Gulose,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O)C(O)O[C@@H](CO)[C@H]1O	1970.2	Semi standard non polar	33892256
L-Gulose,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O	1963.2	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O	2210.8	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](CO)OC(O)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2187.0	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2229.0	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2219.6	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2194.3	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O	2214.2	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2201.2	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2204.1	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2208.3	Semi standard non polar	33892256
L-Gulose,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2204.8	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2441.5	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@@H]1C(O)O[C@@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2467.6	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2450.1	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2440.1	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2472.3	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2470.8	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2436.3	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2454.9	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2464.1	Semi standard non polar	33892256
L-Gulose,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2462.8	Semi standard non polar	33892256
L-Gulose,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2676.4	Semi standard non polar	33892256
L-Gulose,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2680.2	Semi standard non polar	33892256
L-Gulose,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2656.7	Semi standard non polar	33892256
L-Gulose,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2691.4	Semi standard non polar	33892256
L-Gulose,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1O[C@@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2674.9	Semi standard non polar	33892256
L-Gulose,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H]1OC(O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2886.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-Gulose GC-MS (Non-derivatized) - 70eV, Positive	splash10-08g0-9700000000-d7fbea2263840ca358b3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Gulose GC-MS (5 TMS) - 70eV, Positive	splash10-004i-6122690000-eaf6f7adf34ccd0c667b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Gulose GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-Gulose 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Gulose 20V, Negative-QTOF	splash10-0a4i-9000000000-600f5919138d07dfca13	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Gulose 10V, Negative-QTOF	splash10-0a4i-9200000000-f4bd6af4be36d19be0d7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Gulose 20V, Negative-QTOF	splash10-052f-9000000000-21f8aa473ae485291551	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Gulose 40V, Negative-QTOF	splash10-0006-9200000000-517da5a521bc9e4cd4a0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Gulose 40V, Negative-QTOF	splash10-0006-9000000000-53da9df7228a218ac0d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-Gulose 10V, Negative-QTOF	splash10-000f-9300000000-aeda78d191b53f527fed	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 10V, Positive-QTOF	splash10-01q9-0900000000-865ff3c21e042be41194	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 20V, Positive-QTOF	splash10-03ea-1900000000-ff3096b7f2c9d1141b1f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 40V, Positive-QTOF	splash10-0007-9100000000-c4b6f8b4217029a276d9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 10V, Negative-QTOF	splash10-004i-0900000000-01d354be667f71ed78d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 20V, Negative-QTOF	splash10-01t9-4900000000-e4b00a8035bbe7f7a899	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 40V, Negative-QTOF	splash10-0006-9000000000-19c01224e57df3618fe5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 10V, Positive-QTOF	splash10-01qa-0900000000-04ceb34d441ff6a75763	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 20V, Positive-QTOF	splash10-03dl-9400000000-a8f1ceab155611f949c1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 40V, Positive-QTOF	splash10-01ow-9000000000-358f68fc2b7a72c27546	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 10V, Negative-QTOF	splash10-004i-2900000000-2448926b508622464fe7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 20V, Negative-QTOF	splash10-056r-8900000000-4c073cb93b78120113e6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-Gulose 40V, Negative-QTOF	splash10-0a4l-9000000000-ece70093ab5d3c331ac4	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Gulose

METLIN ID

Not Available

PubChem Compound

10130220

PDB ID

Not Available

ChEBI ID

37704

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

Mao YY, Bai JQ, Chen JH, Shou ZF, He Q, Wu JY, Chen Y, Cheng YY: A pilot study of GC/MS-based serum metabolic profiling of acute rejection in renal transplantation. Transpl Immunol. 2008 Apr;19(1):74-80. doi: 10.1016/j.trim.2008.01.006. Epub 2008 Feb 22. [PubMed:18346641 ]
Sugisawa T, Miyazaki T, Hoshino T: Microbial production of L-ascorbic acid from D-sorbitol, L-sorbose, L-gulose, and L-sorbosone by Ketogulonicigenium vulgare DSM 4025. Biosci Biotechnol Biochem. 2005 Mar;69(3):659-62. doi: 10.1271/bbb.69.659. [PubMed:15785002 ]

Showing metabocard for L-Gulose (HMDB0012326)

MOL for HMDB0012326 (L-Gulose)

3D MOL for HMDB0012326 (L-Gulose)

3D SDF for HMDB0012326 (L-Gulose)

3D-SDF for HMDB0012326 (L-Gulose)

PDB for HMDB0012326 (L-Gulose)

3D PDB for HMDB0012326 (L-Gulose)

SMILES for HMDB0012326 (L-Gulose)

INCHI for HMDB0012326 (L-Gulose)

Structure for HMDB0012326 (L-Gulose)

3D Structure for HMDB0012326 (L-Gulose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra