| Common Name |
Hydroxysepiapterin
| Description |
3-hydroxysepiapterin is found in high concentration in the urine of patients with DHBS(dihydrobiopterin synthetase ) deficiency.(PMID: 7005193 ).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
3'-HydroxysepiapterinHMDB
| Chemical Formlia |
C9H11N5O4
| Average Molecliar Weight |
253.2147
| Monoisotopic Molecliar Weight |
253.081103865
| IUPAC Name |
2-amino-6-[(2S)-2,3-dihydroxypropanoyl]-1,4,7,8-tetrahydropteridin-4-one
| Traditional Name |
2-amino-6-[(2S)-2,3-dihydroxypropanoyl]-7,8-dihydro-1H-pteridin-4-one
| CAS Registry Number |
75762-47-9
| SMILES |
NC1=NC(=O)C2=C(NCC(=N2)C(=O)[C@@H](O)CO)N1
| InChI Identifier |
InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,15-16H,1-2H2,(H4,10,11,13,14,18)/t4-/m0/s1
| InChI Key |
QHNIUIKIRXYAAW-BYPYZUCNSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as pterins and derivatives. These are polycyclic aromatic compounds containing a pterin moiety, which consist of a pteridine ring bearing a ketone and an amine group to form 2-aminopteridin-4(3H)-one.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organoheterocyclic compounds
| Sub Class |
Pteridines and derivatives
| Direct Parent |
Pterins and derivatives
| Alternative Parents |
Aminopyrimidines and derivatives
Secondary alkylarylamines
Pyrimidones
Acyloins
Beta-hydroxy ketones
Monosaccharides
Primary aromatic amines
Alpha-hydroxy ketones
Heteroaromatic compounds
Vinylogous amides
Ketimines
1,2-diols
Secondary alcohols
Azacyclic compounds
Propargyl-type 1,3-dipolar organic compounds
Organopnictogen compounds
Organic oxides
Hydrocarbon derivatives
Primary alcohols
| Substituents |
Pterin
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Monosaccharide
Acyloin
Primary aromatic amine
Beta-hydroxy ketone
Pyrimidine
Alpha-hydroxy ketone
Heteroaromatic compound
Vinylogous amide
Ketimine
Ketone
1,2-diol
Secondary alcohol
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Imine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility1.7 mg/mLALOGPS
logP-1.7ALOGPS
logP-2.4ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)7.93ChemAxon
pKa (Strongest Basic)3.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area149.4 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity69.04 m3·mol-1ChemAxon
Polarizability23.17 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB022849
| KNApSAcK ID |
Not Available
| Chemspider ID |
169765
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB02109
| Metagene Link |
HMDB02109
| METLIN ID |
6491
| PubChem Compound |
195856
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Chlorhexidine
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Niederwieser A, Curtius HC, Gitzelmann R, Otten A, Baerlocher K, Blehova B, Berlow S, Grobe H, Rey F, Schaub J, Scheibenreiter S, Schmidt H, Viscontini M: Excretion of pterins in phenylketonuria and phenylketonuria variants. Helv Paediatr Acta. 1980 Sep;35(4):335-42. [PubMed:7005193 ]
|
PMID: 18156315