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Showing Compound 7,8-dihydro-D-neopterin (FDB030616)

Record Information
Version1.0
Creation date2015-05-07 19:37:30 UTC
Update date2019-11-26 03:21:50 UTC
Primary IDFDB030616
Secondary Accession Numbers
  • FDB022940
Chemical Information
FooDB Name7,8-dihydro-D-neopterin
Description7,8-dihydroneopterin, also known as npr, belongs to biopterins and derivatives class of compounds. Those 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 slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 7,8-dihydroneopterin can be found in a number of food items such as prickly pear, star anise, cocoa bean, and black salsify, which makes 7,8-dihydroneopterin a potential biomarker for the consumption of these food products. 7,8-dihydroneopterin exists in all living organisms, ranging from bacteria to humans. In humans, 7,8-dihydroneopterin is involved in the pterine biosynthesis. 7,8-dihydroneopterin is also involved in several metabolic disorders, some of which include hyperphenylalaninemia due to dhpr-deficiency, sepiapterin reductase deficiency, dopa-responsive dystonia, and hyperphenylalaniemia due to guanosine triphosphate cyclohydrolase deficiency.
CAS Number1218-98-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
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
Predicted Properties
PropertyValueSource
Water Solubility1.15 g/LALOGPS
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
Chemical FormulaC9H13N5O4
IUPAC name2-amino-6-(1,2,3-trihydroxypropyl)-1,4,7,8-tetrahydropteridin-4-one
InChI IdentifierInChI=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
Isomeric SMILESNC1=NC(=O)C2=C(NCC(=N2)C(O)C(O)CO)N1
Average Molecular Weight255.2306
Monoisotopic Molecular Weight255.096753929
Classification
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
Disposition

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
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
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference