Showing metabocard for Glycineamideribotide (BMDB0002022)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 22:50:02 UTC
Update Date2020-05-19 22:01:26 UTC
BMDB IDBMDB0002022
Secondary Accession Numbers
  • BMDB02022
Metabolite Identification
Common NameGlycineamideribotide
DescriptionGlycineamideribotide, also known as GAR, belongs to the class of organic compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety. Glycineamideribotide exists in all living species, ranging from bacteria to plants to humans. Based on a literature review very few articles have been published on Glycineamideribotide.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
GARKegg
N1-(5-Phospho-D-ribosyl)glycinamideKegg
Glycinamide ribonucleotideKegg
N1-(5-Phospho-beta-D-ribosyl)glycinamideKegg
N1-(5-Phospho-b-D-ribosyl)glycinamideGenerator
N1-(5-Phospho-β-D-ribosyl)glycinamideGenerator
5'-Phosphoribosyl-glycineamideHMDB
5'-PhosphoribosylglycinamideHMDB
5'-PhosphoribosylglycineamideHMDB
Glycineamide ribonucleotideHMDB
N(1)-(5-phospho-D-Ribosyl)glycinamideHMDB
N-Glycyl-5-O-phosphono-D-ribofuranosylamineHMDB
2-Amino-N-(5-O-phosphono-beta-D-ribofuranosyl)acetamideHMDB
2-Amino-N-(5-O-phosphono-β-D-ribofuranosyl)acetamideHMDB
5-Phospho-beta-D-ribosyl-glycineamideHMDB
5-Phospho-β-D-ribosyl-glycineamideHMDB
5’-PhosphoribosylglycinamideHMDB
5’-PhosphoribosylglycineamideHMDB
Chemical FormulaC7H15N2O8P
Average Molecular Weight286.1764
Monoisotopic Molecular Weight286.056601978
IUPAC Name{[(2R,3S,4R,5R)-5-(2-aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
Traditional Nameglycineamide ribonucleotide
CAS Registry Number10074-18-7
SMILES
NCC(=O)N[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7-/m1/s1
InChI KeyOBQMLSFOUZUIOB-SHUUEZRQSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as glycinamide ribonucleotides. Glycinamide ribonucleotides are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassGlycinamide ribonucleotides
Sub ClassNot Available
Direct ParentGlycinamide ribonucleotides
Alternative Parents
Substituents
  • Glycinamide-ribonucleotide
  • Pentose phosphate
  • Pentose-5-phosphate
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Monoalkyl phosphate
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Tetrahydrofuran
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Amino acid or derivatives
  • Carboxamide group
  • 1,2-diol
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Alcohol
  • Organonitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Amine
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.4ALOGPS
logP-4.7ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)1.23ChemAxon
pKa (Strongest Basic)8.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area171.57 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity55.29 m³·mol⁻¹ChemAxon
Polarizability23.68 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002022
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022801
KNApSAcK IDC00007395
Chemspider ID141370
KEGG Compound IDC03838
BioCyc ID5-PHOSPHO-RIBOSYL-GLYCINEAMIDE
BiGG ID42621
Wikipedia LinkGlycineamide ribonucleotide
METLIN IDNot Available
PubChem Compound160913
PDB IDNot Available
ChEBI ID18349
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Trifunctional purine biosynthetic protein adenosine-3
General function:
Nucleotide transport and metabolism
Specific function:
Not Available
Gene Name:
GART
Uniprot ID:
Q59A32
Molecular weight:
107907.0
Reactions
Adenosine triphosphate + 5-Phosphoribosylamine + Glycine → ADP + Hydrogen phosphate + Glycineamideribotidedetails
N10-Formyl-THF + Glycineamideribotide → Tetrahydrofolic acid + 5'-Phosphoribosyl-N-formylglycinamidedetails