N1-(5-phospho-β-D-ribosyl)glycinamide (PAMDB110151)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB110151
Identification
Name: N1-(5-phospho-β-D-ribosyl)glycinamide
Description:Conjugate base of N1-(5-phospho-D-ribosyl)glycinamide.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 5-phospho-β-D-ribosyl-glycineamide
  • 5'-phosphoribosylglycinamide
  • 5'-phosphoribosylglycineamide
  • 5'-p-ribosylglycinamide
  • 5'-p-ribosylglycineamide
  • GAR
Chemical Formula: C7H14N2O8P
Average Molecular Weight: 285.17
Monoisotopic Molecular Weight: 287.0644270108
InChI Key: OBQMLSFOUZUIOB-SHUUEZRQSA-M
InChI: 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)/p-1/t3-,5-,6-,7-/m1/s1
CAS number: 10074-18-7
IUPAC Name:N-(ammonioacetyl)-5-O-phosphonato-D-ribofuranosylamine
Traditional IUPAC Name: glycineamide ribonucleotide
SMILES:C([N+])C(=O)NC1(C(O)C(O)C(COP([O-])(=O)[O-])O1)
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as glycinamide ribonucleotides. These 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.
Kingdom Chemical entities
Super ClassOrganic compounds
Class Nucleosides, nucleotides, and analogues
Sub ClassGlycinamide ribonucleotides
Direct Parent Glycinamide 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
  • Alkyl phosphate
  • Phosphoric acid ester
  • Oxolane
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • 1,2-diol
  • Amino acid or derivatives
  • Carboxamide group
  • Organoheterocyclic compound
  • Oxacycle
  • Carboxylic acid derivative
  • Primary amine
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Carbonyl group
  • Organooxygen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors Not Available
Physical Properties
State: Solid
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility14.6 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity55.29 m3·mol-1ChemAxon
Polarizability23.71 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
10-formyl-tetrahydrofolate + N1-(5-phospho-β-D-ribosyl)glycinamide → Hydrogen ion + tetrahydrofolate + N2-formyl-N1-(5-phospho-β-D-ribosyl)glycinamide
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-053i-9460000000-f71dc4d8ec0f4da03819View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0560-9120000000-4770933b45387be6728cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a59-9200000000-a6f2b9ab201fd0e69ee8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0170-9550000000-99520656892b8c415efbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-d6c860661b01956c80acView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-c2f2b85e6ec9caaa4408View in MoNA
References
References:
  • Caperelli CA, Giroux EL: The human glycinamide ribonucleotide transformylase domain: purification, characterization, and kinetic mechanism. Arch Biochem Biophys. 1997 May 1;341(1):98-103. [9143358 ]
  • McKerns KW: Gonadotropin regulation of nucleotide biosynthesis in corpus luteum. Biochemistry. 1973 Dec 4;12(25):5206-11. [4366083 ]
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
ChEBI58457
HMDBHMDB02022
IAF126042621
KEGGC03838
MetaboLightsMTBLC58457
PubChem25244572