Showing Compound Card for 7,8-Dihydroneopterin (CDB005167)

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Record Information
Version1.0
Created at2020-04-17 19:16:04 UTC
Updated at2020-11-18 16:39:28 UTC
CannabisDB IDCDB005167
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name7,8-Dihydroneopterin
Description7,8-Dihydroneopterin, also known as NPR, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland. 7,8-Dihydroneopterin is a strong basic compound (based on its pKa). 7,8-Dihydroneopterin exists in all living organisms, ranging from bacteria to humans. Within humans, 7,8-dihydroneopterin participates in a number of enzymatic reactions. In particular, 7,8-dihydroneopterin can be biosynthesized from sepiapterin through its interaction with the enzyme sepiapterin reductase. In addition, 7,8-dihydroneopterin can be biosynthesized from sepiapterin through the action of the enzyme carbonyl reductase [nadph] 1. In humans, 7,8-dihydroneopterin is involved in the metabolic disorder called hyperphenylalaninemia due to 6-pyruvoyltetrahydropterin synthase deficiency (ptps). Outside of the human body, 7,8-Dihydroneopterin has been detected, but not quantified in, several different foods, such as garden tomato (var.), black huckleberries, common beans, pak choy, and tree ferns. This could make 7,8-dihydroneopterin a potential biomarker for the consumption of these foods. 7,8-Dihydroneopterin is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Amino-4-hydroxy-6-(D-erythro-1',2',3'-trihydroxypropyl)-7,8-dihydropteridineHMDB
2-Amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridineHMDB
2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-7,8-dihydropteridin-4(1H)-oneHMDB
2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-7,8-dihydropteridin-4(3H)-oneHMDB
2-Amino-7,8-dihydro-6-(1,2,3-trihydroxypropyl)-4(1H)-pteridinoneHMDB
7,8-Dihydro-D-erythro-neopterinHMDB
7,8-Dihydro-D-neopterinHMDB
D-Erythro-7,8-dihydroneopterinHMDB
DihydroneopterinHMDB
NPRHMDB
7,8-Dihydro-neopterinHMDB
Chemical FormulaC9H13N5O4
Average Molecular Weight255.23
Monoisotopic Molecular Weight255.0968
IUPAC Name2-amino-6-(1,2,3-trihydroxypropyl)-1,4,7,8-tetrahydropteridin-4-one
Traditional Name2-amino-6-(1,2,3-trihydroxypropyl)-7,8-dihydro-1H-pteridin-4-one
CAS Registry Number6917-20-0
SMILES
NC1=NC(=O)C2=C(NCC(=N2)C(O)C(O)CO)N1
InChI Identifier
InChI=1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)
InChI KeyYQIFAMYNGGOTFB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentBiopterins and derivatives
Alternative Parents
Substituents
  • Biopterin
  • Aminopyrimidine
  • Pyrimidone
  • Secondary aliphatic/aromatic amine
  • Pyrimidine
  • Vinylogous amide
  • Heteroaromatic compound
  • Ketimine
  • Secondary alcohol
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Secondary amine
  • Polyol
  • Amine
  • Organopnictogen compound
  • Primary amine
  • Primary alcohol
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Imine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.6ALOGPS
logP-3.3ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)9.37ChemAxon
pKa (Strongest Basic)0.28ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area152.56 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity69.66 m³·mol⁻¹ChemAxon
Polarizability23.99 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS7,8-Dihydroneopterin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03dr-9220000000-602126fb02cae16969f6Spectrum
Predicted GC-MS7,8-Dihydroneopterin, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0aw9-3292200000-e6b52358cd355e939ab0Spectrum
Predicted GC-MS7,8-Dihydroneopterin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS7,8-Dihydroneopterin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS7,8-Dihydroneopterin, TBDMS_4_31, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS7,8-Dihydroneopterin, TBDMS_4_32, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS7,8-Dihydroneopterin, TBDMS_4_33, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS7,8-Dihydroneopterin, TBDMS_4_34, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, positivesplash10-0a4i-0090000000-c40ef232ef8c10af6b4a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, positivesplash10-0a4i-0090000000-40779978322477cf298a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, positivesplash10-0a4i-0090000000-e49838b4e8d652d72bdf2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-0a4r-0390000000-b43231e2e78443a996d72020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 10V, positivesplash10-014i-0920000000-5f6d06fef1bff433cb742020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 12V, positivesplash10-014i-0900000000-1f59c6362ecd3bf94b792020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, positivesplash10-014i-0900000000-5299b47c47609ee94a302020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 20V, positivesplash10-014i-1900000000-f31d91ebf5d2ad43354c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 24V, positivesplash10-01ba-3900000000-4d3e2458159bb9f65ce62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 28V, positivesplash10-00xs-6900000000-86a6eac4069432a18ae52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 33V, positivesplash10-00r7-9600000000-971378f9c783f6d800ff2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 38V, positivesplash10-014l-9200000000-687b58605bb70fc727db2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 46V, positivesplash10-014i-9000000000-b01418dfcc77acb66b6e2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 17V, positivesplash10-014i-0900000000-5da76eb2e54c7dcf94222020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 17V, positivesplash10-014i-0900000000-df54ce2cbff970a469f42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 17V, positivesplash10-004i-0900000000-d6756ef30d881fb256852020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 17V, positivesplash10-001l-0900000000-e8baecab87622e9340c62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 17V, positivesplash10-0w29-0900000000-4952089b8c8b79285dea2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 17V, positivesplash10-0ab9-0690000000-1f127d1244a709e9919f2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-e5dad4abb411efa4feb62015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01p9-1790000000-449cabdd2508eefabccc2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-3900000000-b2abed21008ce5fb01bd2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udl-1390000000-1e1c831e7f68ac77caed2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-4950000000-948e3120b1a4f548982b2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9300000000-581b6b2fd47ffbefaa0c2015-09-15View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0244465
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022940
KNApSAcK IDNot Available
Chemspider ID639
KEGG Compound IDC04874
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6588
PubChem Compound659
PDB IDNot Available
ChEBI ID17001
References
General ReferencesNot Available