Showing Compound Card for 5'-Phosphoribosyl-N-formylglycinamidine (CDB004937)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (1) Show 2 proteinsXML
Record Information
Version1.0
Created at2020-04-17 18:52:23 UTC
Updated at2020-11-18 16:39:03 UTC
CannabisDB IDCDB004937
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name5'-Phosphoribosyl-N-formylglycinamidine
Description5'-Phosphoribosyl-N-formylglycinamidine, also known as FGAM or formylglycinamidine ribonucleotide, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. 5'-Phosphoribosyl-N-formylglycinamidine is a very strong basic compound (based on its pKa). 5'-Phosphoribosyl-N-formylglycinamidine exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 5'-Phosphoribosyl-N-formylglycinamidine has been detected, but not quantified in, several different foods, such as common beets, pears, evergreen huckleberries, cinnamons, and avocado. This could make 5'-phosphoribosyl-N-formylglycinamidine a potential biomarker for the consumption of these foods. 5'-Phosphoribosyl-N-formylglycinamidine is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1-(5'-Phosphoribosyl)-N-formylglycinamidineKegg
5'-PhosphoribosylformylglycinamidineKegg
2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidineKegg
5'-Phosphoribosyl-N-formylglycinamidineKEGG
5'-Phosphoribosyl-N-formyl glycineamidineHMDB
FGAMHMDB
1-(5’-Phosphoribosyl)-N-formylglycinamidineHMDB
2-(Formamido)-N1-(5'-phosphoribosyl)acetamidineHMDB
2-(Formamido)-N1-(5’-phosphoribosyl)acetamidineHMDB
2-Formamido-N(1)-(5-O-phosphonato-D-ribosyl)acetamidineHMDB
5'-Phosphoribosyl-alpha-N-formylglycineamidineHMDB
5'-Phosphoribosyl-α-N-formylglycineamidineHMDB
5’-Phosphoribosyl-N-formyl glycineamidineHMDB
5’-Phosphoribosyl-N-formylglycinamidineHMDB
5’-Phosphoribosyl-α-N-formylglycineamidineHMDB
5’-PhosphoribosylformylglycinamidineHMDB
N-[2-Imino-2-[(5-O-phosphono-beta-D-ribofuranosyl)amino]ethyl]formamideHMDB
N-[2-Imino-2-[(5-O-phosphono-β-D-ribofuranosyl)amino]ethyl]formamideHMDB
PhosphoribosylformylglycineamidineHMDB
Formylglycinamidine ribonucleotideHMDB
PhosphoribosylformylglycinamidineHMDB
Chemical FormulaC8H16N3O8P
Average Molecular Weight313.2
Monoisotopic Molecular Weight313.0675
IUPAC Name{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-formamidoethanimidamido)oxolan-2-yl]methoxyphosphonic acid
CAS Registry Number6157-85-3
SMILES
O[C@H]1[C@@H](O)[C@H](NC(=N)CNC=O)O[C@@H]1COP(O)(O)=O
InChI Identifier
InChI=1S/C8H16N3O8P/c9-5(1-10-3-12)11-8-7(14)6(13)4(19-8)2-18-20(15,16)17/h3-4,6-8,13-14H,1-2H2,(H2,9,11)(H,10,12)(H2,15,16,17)/t4-,6-,7-,8-/m1/s1
InChI KeyPMCOGCVKOAOZQM-XVFCMESISA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentose phosphates
Alternative Parents
Substituents
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Phosphoric acid ester
  • Tetrahydrofuran
  • 1,2-diol
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Amidine
  • Carboxylic acid amidine
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Alcohol
  • Organopnictogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

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-2.6ALOGPS
logP-4.1ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)1.23ChemAxon
pKa (Strongest Basic)7.38ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area181.43 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity72.72 m³·mol⁻¹ChemAxon
Polarizability25.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5'-Phosphoribosyl-N-formylglycinamidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9860000000-053d3def2f2031f6f985Spectrum
Predicted GC-MS5'-Phosphoribosyl-N-formylglycinamidine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03fv-9626200000-4af28dfe3b4dc1c71a02Spectrum
Predicted GC-MS5'-Phosphoribosyl-N-formylglycinamidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5'-Phosphoribosyl-N-formylglycinamidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-114i-9732000000-7a823a35c9828d22327c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kmi-9300000000-2f206fd034f1fb2795fc2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kmr-9400000000-a855d87bf0ed7c4571722015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0w2c-6903000000-621c45a21326a0c06add2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9300000000-0415faa4289f87539ce22015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-73ad9c3af703650a3eed2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03xr-0069000000-21799b3daea0c876ee492021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-2920000000-3c21faf1f10b958cdbeb2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f8l-9500000000-a708f1ea713c2e264ca42021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-9036000000-ced1448f38d29829b1022021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-8af1794f5006031a041f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-f5e5ec4a966618988ced2021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Trifunctional purine biosynthetic protein adenosine-3GART21q22.11P22102 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Trifunctional purine biosynthetic protein adenosine-3GART21q22.11P22102 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0002305
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022360
KNApSAcK IDNot Available
Chemspider ID7830994
KEGG Compound IDC04640
BioCyc ID5-PHOSPHORIBOSYL-N-FORMYLGLYCINEAMIDINE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5930
PubChem Compound440417
PDB IDNot Available
ChEBI ID18413
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Trifunctional purine biosynthetic protein adenosine-3
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
GART
Uniprot ID:
P22102
Molecular weight:
107766.295