RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0156425
RefMet name	GDP-4-Dehydro-6-deoxy-D-mannose
Systematic name	{[(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
Synonyms	PubChem Synonyms
Exact mass	587.066588 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C16H23N5O15P2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37740 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20- 13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5-,8-,9+,10-,11+,14-,15-/m1/s1
InChIKey	PNHLMHWWFOPQLK-BKUUWRAGSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C[C@@H]1C(=O)[C@@H]([C@@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c2nc(N)[nH]c3=O)O1)O)O)O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Nucleic acids
Main Class	Purines
Sub Class	Purine rNDP
Distribution of GDP-4-Dehydro-6-deoxy-D-mannose in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting GDP-4-Dehydro-6-deoxy-D-mannose
External Links
Pubchem CID	135398621
ChEBI ID	16955
KEGG ID	C01222
HMDB ID	HMDB0001346
Chemspider ID	388554
MetaCyc ID	GDP-4-DEHYDRO-6-DEOXY-D-MANNOSE
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving GDP-4-Dehydro-6-deoxy-D-mannose

Rxn ID	KEGG Reaction	Enzyme
R00888	GDP-mannose <=> GDP-4-dehydro-6-deoxy-D-mannose + H2O	GDP-alpha-D-mannose 4,6-hydro-lyase (GDP-4-dehydro-alpha-D-rhamnose-forming)
R05692	GDP-L-fucose + NADP+ <=> GDP-4-dehydro-6-deoxy-D-mannose + NADPH + H+	GDP-L-fucose:NADP+ 4-oxidoreductase (3,5-epimerizing)

Table of KEGG human pathways containing GDP-4-Dehydro-6-deoxy-D-mannose

Pathway ID	Human Pathway	# of reactions
hsa00051	Fructose and mannose metabolism	2
hsa00520	Amino sugar and nucleotide sugar metabolism	2