gdp-4-keto-6-deoxymannose

Description

GDP-4-dehydro-6-deoxy-alpha-D-mannose : A GDP-sugar having 4-dehydro-6-deoxy-alpha-D-mannose as the sugar portion. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID Source	ID
PubMed CID	135398621
CHEBI ID	16955
SCHEMBL ID	151947
MeSH ID	M0154280

Synonyms (26)

Synonym
guanosine 5'-(trihydrogen diphosphate), p'-(6-deoxy-alpha-d-lyxo-hexopyranos-4-ulos-1-yl) ester
18186-48-6
CHEBI:16955
guanosine 5'-[3-(6-deoxy-alpha-d-lyxo-hexopyranosyl-4-ulose) dihydrogen diphosphate]
guanosine diphosphate-4-keto-6-deoxy-d-mannose
gdp-4-dehydro-d-rhamnose
gdp-4-dehydro-6-deoxy-alpha-d-mannose
gdp-4-keto-6-deoxymannose
C01222 ,
GDP-4-DEHYDRO-6-DEOXY-D-MANNOSE ,
gdp-4-dehydro-6-deoxy-d-talose
gdp-4-oxo-6-deoxy-d-mannose
gdp-4-keto-6-deoxy-d-mannose
[[(2r,3s,4r,5r)-5-(2-amino-6-oxo-3h-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2r,3s,4r,6r)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl] hydrogen phosphate
SCHEMBL151947
{[(2r,3s,4r,5r)-5-(2-amino-6-oxo-6,9-dihydro-1h-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2r,3s,4r,6r)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid
gdp-4-keto-6-d-deoxymannose
gdp-4-oxo-6-deoxymannose
gdp-4-keto-6deoxymannose
PNHLMHWWFOPQLK-BKUUWRAGSA-N
Q27102151
[[(2~{r},3~{s},4~{r},5~{r})-5-(2-azanyl-6-oxidanylidene-1~{h}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{r},3~{s},4~{r},6~{r})-6-methyl-3,4-bis(oxidanyl)-5-oxidanylidene-oxan-2-yl] hydrogen phosphate
f7e ,
[[(2r,3s,4r,5r)-5-(2-amino-6-oxo-1h-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2r,3s,4r,6r)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl] hydrogen phosphate
[(2s,3s,4r,5r)-5-(2-amino-6-oxo-3h-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[[(2r,3r,4s,6s)-3,4
DTXSID60864645

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

Role	Description
Escherichia coli metabolite	Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite	Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

Class	Description
GDP-sugar
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (13)

Pathway	Proteins	Compounds
Metabolism of proteins	1058	144
Post-translational protein modification	666	112
Asparagine N-linked glycosylation	164	78
Biosynthesis of the N-glycan precursor (dolichol lipid-linked oligosaccharide, LLO) and transfer to a nascent protein	50	68
Synthesis of substrates in N-glycan biosythesis	37	56
GDP-fucose biosynthesis	6	16
GDP-L-fucose biosynthesis I (from GDP-D-mannose)	1	8
Fructose and Mannose metabolism ( Fructose and Mannose metabolism )	25	27
NADP+ + GDP-L-fucose = NADPH + GDP-4-dehydro-6-deoxy-D-mannose ( Fructose and Mannose metabolism )	1	4
Renz2020 - GEM of Human alveolar macrophage with SARS-CoV-2	0	490
Fructose and mannose metabolism	0	14
Colanic acid building blocks biosynthesis	0	14
GDP-D-rhamnose biosynthesis	0	5
GDP-L-fucose biosynthesis I (from GDP-D-mannose)	1	6

Research

Studies (8)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (12.50)	18.7374
1990's	1 (12.50)	18.2507
2000's	5 (62.50)	29.6817
2010's	1 (12.50)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
fucose Fucose: A six-member ring deoxysugar with the chemical formula C6H12O5. It lacks a hydroxyl group on the carbon at position 6 of the molecule.. L-fucopyranose : The pyranose form of L-fucose.. fucose : Any deoxygalactose that is deoxygenated at the 6-position.	2.68	3	fucopyranose; L-fucose	Escherichia coli metabolite; mouse metabolite
rhamnose [no description available]	1.97	1	L-rhamnose
glycosides [no description available]	2	1
nadp [no description available]	2.7	3
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	1.98	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
guanosine diphosphate mannose Guanosine Diphosphate Mannose: A nucleoside diphosphate sugar which can be converted to the deoxy sugar GDPfucose, which provides fucose for lipopolysaccharides of bacterial cell walls. Also acts as mannose donor for glycolipid synthesis.. GDP-D-mannose : A GDP-mannose in which the mannose fragment has D-configuration.. GDP-alpha-D-mannose : The alpha-anomer of GDP-D-mannose.	3.51	8	GDP-D-mannose	Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite
cytarabine Guanosine Diphosphate Fucose: A nucleoside diphosphate sugar formed from GDPmannose, which provides fucose for lipopolysaccharides of bacterial cell walls, and for blood group substances and other glycoproteins.	2.69	3	GDP-fucose

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