GDP-alpha-D-mannose (CHEBI:15820)

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CHEBI:15820 - GDP-α-D-mannose

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ChEBI Name	GDP-α-D-mannose

ChEBI ID	CHEBI:15820

ChEBI ASCII Name	GDP-alpha-D-mannose

Definition	The α-anomer of GDP-D-mannose.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:5225, CHEBI:42729, CHEBI:13328, CHEBI:13333, CHEBI:13340, CHEBI:21159

Supplier Information	ZINC000008215581

Download	Molfile XML SDF

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reading 64 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

64 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

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Molfile expand

Formula

C16H25N5O16P2

Net Charge

Average Mass

605.34110

Monoisotopic Mass

605.07715

InChI

InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1

InChIKey

MVMSCBBUIHUTGJ-GDJBGNAASA-N

SMILES

Nc1nc2n(cnc2c(=O)[nH]1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Arabidopsis thaliana (NCBI:txid3702)	See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. (via GDP-mannose ) plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). (via GDP-mannose )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	GDP-α-D-mannose (CHEBI:15820) has role Escherichia coli metabolite (CHEBI:76971) GDP-α-D-mannose (CHEBI:15820) has role human metabolite (CHEBI:77746) GDP-α-D-mannose (CHEBI:15820) has role mouse metabolite (CHEBI:75771) GDP-α-D-mannose (CHEBI:15820) has role plant metabolite (CHEBI:76924) GDP-α-D-mannose (CHEBI:15820) is a GDP-D-mannose (CHEBI:84880) GDP-α-D-mannose (CHEBI:15820) is conjugate acid of GDP-α-D-mannose(2−) (CHEBI:57527)

Incoming	GDP-4-dehydro-3,6-dideoxy-α-D-mannose (CHEBI:73940) has functional parent GDP-α-D-mannose (CHEBI:15820) GDP-4-dehydro-6-deoxy-α-D-mannose (CHEBI:16955) has functional parent GDP-α-D-mannose (CHEBI:15820) GDP-6-deoxy-α-D-mannose (CHEBI:17661) has functional parent GDP-α-D-mannose (CHEBI:15820) GDP-α-D-mannose(2−) (CHEBI:57527) is conjugate base of GDP-α-D-mannose (CHEBI:15820)

IUPAC Name

guanosine 5'-[3-(α-D-mannopyranosyl) dihydrogen diphosphate]

Synonyms	Sources
GDP-D-mannose	KEGG COMPOUND
GDPmannose	KEGG COMPOUND
Guanosine 5'-(trihydrogen diphosphate), mono-alpha-D-mannopyranosyl ester	ChemIDplus
Guanosine diphosphate mannose	ChemIDplus
Guanosine diphosphomannose	ChemIDplus
Guanosine pyrophosphate mannose	ChemIDplus

Manual Xrefs	Databases
C00007246	KNApSAcK
C00096	KEGG COMPOUND
G10614	KEGG GLYCAN
GDD	PDBeChem
GDP-MANNOSE	MetaCyc
HMDB0001163	HMDB
View more database links

Registry Numbers	Types	Sources
3123-67-9	CAS Registry Number	ChemIDplus
79013	Reaxys Registry Number	Reaxys

Citations

Mishra AK, Krumbach K, Rittmann D, Batt SM, Lee OY, De S, Frunzke J, Besra GS, Eggeling L (2012)
Deletion of manC in Corynebacterium glutamicum results in a phospho-myo-inositol mannoside- and lipoglycan-deficient mutant.
Microbiology (Reading, England) 158, 1908-1917 [PubMed:22539165]
[show Abstract]

Becker DJ, Lowe JB (2003)
Fucose: biosynthesis and biological function in mammals.
Glycobiology 13, 41R-53R [PubMed:12651883]
[show Abstract]

Richards JB, Evans PJ, Hemming FW (1971)
Dolichol phosphates as acceptors of mannose from guanosine diphosphate mannose in liver systems.
The Biochemical journal 124, 957-959 [PubMed:5131017]

CABIB E, LELOIR LF (1954)
Guanosine diphosphate mannose.
The Journal of biological chemistry 206, 779-790 [PubMed:13143040]

Last Modified

24 July 2024

CHEBI:15820 - GDP-α-D-mannose

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