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Showing Compound Sapropterin (FDB022243)

Record Information
Version1.0
Creation date2011-09-21 00:10:47 UTC
Update date2015-07-21 06:57:05 UTC
Primary IDFDB022243
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSapropterin
DescriptionSapropterin 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. Sapropterin is a strong basic compound (based on its pKa).
CAS Number62989-33-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
L-Erythro-tetrahydrobiopterinChEBI
(6R)-5,6,7,8-tetrahydro-L-BiopterinHMDB
(6R)-5,6,7,8-TetrahydrobiopterinHMDB
(6R)-L-erythro-5,6,7,8-TetrahydrobiopterinHMDB
(6R)-L-erythro-TetrahydrobiopterinHMDB
(6R)-TetrahydrobiopterinHMDB
6b-5,6,7,8-tetrahydro-L-BiopterinHMDB
6R-BH4HMDB
6R-tetrahydro-L-BiopterinHMDB
R-THBPHMDB
[6R-[6R*(1R*,2S*)]]-2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4(1H)-pteridinoneHMDB
5,6,7,8-erythro-TetrahydrobiopterinMeSH, HMDB
5,6,7,8-tetrahydro-L-ErythrobiopterinMeSH, HMDB
5,6,7,8-TetrahydrobiopterinMeSH, HMDB
5,6,7,8-Tetrahydrobiopterin, (S-(r*,s*))-isomerMeSH, HMDB
5,6,7,8-TetrahydrodictyopterinMeSH, HMDB
6R-L-erythro-5,6,7,8-TetrahydrobiopterinMeSH, HMDB
BPH4MeSH, HMDB
D-threo-TetrahydrobiopterinMeSH, HMDB
THBPMeSH, HMDB
KuvanMeSH, HMDB
Phenylalanine hydroxylase cofactorMeSH, HMDB
Sapropterin dihydrochlorideMeSH, HMDB
tetrahydro-6-BiopterinMeSH, HMDB
2',4',5'-TrihydroxybutyrophenoneMeSH, HMDB
2,4,5-TrihydroxybutyrophenoneMeSH, HMDB
TetrahydrobiopterinMeSH, HMDB
TrihydroxybutyrophenoneMeSH, HMDB
1-Butanone, 1-(2,4,5-trihydroxyphenyl)MeSH, HMDB
(6R)-5,6,7,8-Tetrahydro-L-biopterinhmdb
[6R-[6R*(1R*,2S*)]]-2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-4(1H)-Pteridinonehmdb
6b-5,6,7,8-Tetrahydro-L-biopterinhmdb
6R-Tetrahydro-L-biopterinhmdb
L-erythro-5,6,7,8-TetrahydrobiopterinChEBI
L-erythro-TetrahydrobiopterinChEBI
Sapropterinhmdb
Predicted Properties
PropertyValueSource
Water Solubility2.21 g/LALOGPS
logP-1.7ALOGPS
logP-2.7ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)10.01ChemAxon
pKa (Strongest Basic)3.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area132 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity68.43 m³·mol⁻¹ChemAxon
Polarizability23.69 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H15N5O3
IUPAC name2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4,5,6,7,8-hexahydropteridin-4-one
InChI IdentifierInChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4?,6-/m0/s1
InChI KeyFNKQXYHWGSIFBK-BYAPIUGTSA-N
Isomeric SMILESC[C@H](O)[C@H](O)C1CNC2=C(N1)C(=O)N=C(N)N2
Average Molecular Weight241.2471
Monoisotopic Molecular Weight241.117489371
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
  • 1,3-aminoalcohol
  • Vinylogous amide
  • Heteroaromatic compound
  • Secondary alcohol
  • 1,2-diol
  • 1,2-aminoalcohol
  • Secondary amine
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
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-MSSapropterin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-5900000000-804847492ab49a9a85fcSpectrum
Predicted GC-MSSapropterin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03di-3019000000-70dd873f93868fd0cb17Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0090000000-241111b39335d9a7d02d2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01bl-0980000000-a6b56555596f17eb99432017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01dj-1900000000-337483f746fd21c545722017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0290000000-5db8572d378da978b6692017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0007-0930000000-4e48e429709976699df92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9600000000-8474626666ad84477dd82017-09-01View Spectrum
NMRNot Available
ChemSpider ID7991951
ChEMBL IDNot Available
KEGG Compound IDC00272
Pubchem Compound ID9816201
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00787
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
Enzymes
NameGene NameUniProt ID
Tyrosine 3-monooxygenaseTHP07101
Phenylalanine-4-hydroxylasePAHP00439
Tryptophan 5-hydroxylase 1TPH1P17752
Tryptophan 5-hydroxylase 2TPH2Q8IWU9
Sepiapterin reductaseSPRP35270
Pathways
NameSMPDB LinkKEGG Link
Catecholamine BiosynthesisSMP00012 map00350
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference