Showing Compound Card for 5-Amino-6-(5'-phosphoribitylamino)uracil (CDB004966)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (1) Show 2 proteinsXML
Record Information
Version1.0
Created at2020-04-17 18:55:22 UTC
Updated at2020-11-18 16:39:07 UTC
CannabisDB IDCDB004966
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name5-Amino-6-(5'-phosphoribitylamino)uracil
Description5-Amino-6-(5'-phosphoribitylamino)uracil belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. 5-O-Phosphono-D-ribitol in which the hydroxy group at position 1 is substituted by the 6-amino group of 5,6-diaminopyrimidine-2,4(1H,3H)-dione. 5-Amino-6-(5'-phosphoribitylamino)uracil is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Amino-6-(5'-phosphoribitylamino)uracil exists in all living species, ranging from bacteria to humans. Outside of the human body, 5-Amino-6-(5'-phosphoribitylamino)uracil has been detected, but not quantified in, several different foods, such as chinese mustards, black-eyed pea, eggplants, limes, and kai-lans. This could make 5-amino-6-(5'-phosphoribitylamino)uracil a potential biomarker for the consumption of these foods. 5-Amino-6-(5'-phosphoribitylamino)uracil 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
5-Amino-2,6-dioxy-4-(5'-phospho-D-ribitylamino)pyrimidineChEBI
5-Amino-2,6-dioxy-4-(5'-phosphoribitylamino)pyrimidineChEBI
5-Amino-6-(5-phosphoribitylamino)uracilChEBI
5-Amino-6-(5-phospho-D-ribitylamino)uracilKegg
5-Amino-2,6-dioxy-4-(5’-phospho-D-ribitylamino)pyrimidineHMDB
5-Amino-6-(5'-phospho-D-ribitylamino)uracilHMDB
5-Amino-6-(5’-phospho-D-ribitylamino)uracilHMDB
5-Amino-6-(5’-phosphoribitylamino)uracilHMDB
5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione-5'-phosphateHMDB
5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione-5’-phosphateHMDB
5-Amino-6-(5'-phosphoribitylamino)uracilChEBI
Chemical FormulaC9H17N4O9P
Average Molecular Weight356.23
Monoisotopic Molecular Weight356.0733
IUPAC Name{[(2R,3S,4S)-5-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxy}phosphonic acid
Traditional Name[(2R,3S,4S)-5-[(5-amino-2,6-dioxo-1,3-dihydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxyphosphonic acid
CAS Registry Number71491-01-5
SMILES
NC1=C(NC[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)NC(=O)NC1=O
InChI Identifier
InChI=1S/C9H17N4O9P/c10-5-7(12-9(18)13-8(5)17)11-1-3(14)6(16)4(15)2-22-23(19,20)21/h3-4,6,14-16H,1-2,10H2,(H2,19,20,21)(H3,11,12,13,17,18)/t3-,4+,6-/m0/s1
InChI KeyRQRINYISXYAZKL-RPDRRWSUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Monosaccharide phosphate
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Pyrimidone
  • Secondary aliphatic/aromatic amine
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Urea
  • Secondary alcohol
  • Organoheterocyclic compound
  • Polyol
  • Azacycle
  • Secondary amine
  • Primary amine
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Amine
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

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-2.5ALOGPS
logP-4.5ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area223.7 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity82.36 m³·mol⁻¹ChemAxon
Polarizability30.06 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5-Amino-6-(5'-phosphoribitylamino)uracil, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000j-7932000000-f99b2e65ef6ba20ea0f8Spectrum
Predicted GC-MS5-Amino-6-(5'-phosphoribitylamino)uracil, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS5-Amino-6-(5'-phosphoribitylamino)uracil, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0249000000-aad1afed0b055e36f1f22015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-2932000000-8ce6cdef86c0d69042162015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9810000000-0889d500d98fdc4462822015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03mi-6926000000-99084eeb27c449bf8caf2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-9100000000-7df2c276c4edd1cadab52015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-c2c18ea089d342debbaf2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0039000000-29673935259424dca6642021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052f-0490000000-f14bfba265a959aa7c3d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-6900000000-c2d4ad73928d0404741b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6r-8009000000-122c5a4319e344f1a64b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-77766ee562ec0704b8792021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-9100000000-4ea49ebd63ee36be8b962021-09-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
14 kDa phosphohistidine phosphatasePHPT1Q9NRX4 details
TransportersNot Available
Metal BindingsNot Available
Receptors
Protein NameGene NameLocusUniprot IDDetails
14 kDa phosphohistidine phosphatasePHPT1Q9NRX4 details
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0003841
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030559
KNApSAcK IDNot Available
Chemspider ID18921533
KEGG Compound IDC04454
BioCyc IDCPD-1086
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18666812
PDB IDNot Available
ChEBI ID18247
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. 14 kDa phosphohistidine phosphatase
General function:
Involved in phosphohistidine phosphatase activity
Specific function:
Exhibits phosphohistidine phosphatase activity.
Gene Name:
PHPT1
Uniprot ID:
Q9NRX4
Molecular weight:
Not Available