Record Information |
---|
Version | 4.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2005-11-16 15:48:42 UTC |
---|
Update Date | 2020-02-26 21:23:03 UTC |
---|
HMDB ID | HMDB0001195 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Dyspropterin |
---|
Description | Dyspropterin belongs to the class of organic compounds 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. Dyspropterin is a moderately basic compound (based on its pKa). Dyspropterin exists in all living organisms, ranging from bacteria to humans. Within humans, dyspropterin participates in a number of enzymatic reactions. In particular, dyspropterin and pppi can be biosynthesized from dihydroneopterin triphosphate; which is mediated by the enzyme 6-pyruvoyl tetrahydrobiopterin synthase. In addition, dyspropterin can be converted into 1-hydroxy-2-oxopropyl tetrahydropterin through its interaction with the enzyme sepiapterin reductase. In humans, dyspropterin is involved in the metabolic disorder called hyperphenylalaninemia due to guanosine triphosphate cyclohydrolase deficiency. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
6-(1,2-Dioxopropyl)-5,6,7,8-tetrahydropterin | ChEBI | 6-Pyruvoyl-5,6,7,8-tetrahydropterin | ChEBI | 6-Pyruvoyltetrahydropterin | ChEBI | 6-Pyruvoyl-tetrahydropterin | HMDB | 6-Pyruvoyl tetrahydropteridine | HMDB | Pyruvoyl-H4-pterin | HMDB |
|
---|
Chemical Formula | C9H11N5O3 |
---|
Average Molecular Weight | 237.2153 |
---|
Monoisotopic Molecular Weight | 237.086189243 |
---|
IUPAC Name | 1-(2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)propane-1,2-dione |
---|
Traditional Name | 1-(2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pteridin-6-yl)propane-1,2-dione |
---|
CAS Registry Number | 89687-39-8 |
---|
SMILES | CC(=O)C(=O)C1CNC2=C(N1)C(=O)NC(N)=N2 |
---|
InChI Identifier | InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h4,12H,2H2,1H3,(H4,10,11,13,14,17) |
---|
InChI Key | WBJZXBUVECZHCE-UHFFFAOYSA-N |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds 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 | Organic compounds |
---|
Super Class | Organoheterocyclic compounds |
---|
Class | Pteridines and derivatives |
---|
Sub Class | Pterins and derivatives |
---|
Direct Parent | Pterins and derivatives |
---|
Alternative Parents | |
---|
Substituents | - Pterin
- Hydroxypyrimidine
- Secondary aliphatic/aromatic amine
- Alpha-diketone
- Beta-aminoketone
- Gamma-aminoketone
- Pyrimidine
- Alpha-aminoketone
- Heteroaromatic compound
- Ketone
- Azacycle
- Secondary amine
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- Organopnictogen compound
- Amine
- Organic oxygen compound
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Source: Biological location: |
---|
Process | Naturally occurring process: |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
| Spectrum Type | Description | Splash Key | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-014l-2900000000-ea0a10643b223873638e | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0079-0090000000-e366b52537ab82676ed2 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-01bi-1960000000-67fc5a413844945d775c | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-1091-5920000000-f119b9c54a82b7839351 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0290000000-be2ef388ef865810e924 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000f-1920000000-eb2749d8b0464ac6c26e | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0f6x-9300000000-27dfb045e7865625ad19 | Spectrum |
|
---|
General References | - Niederwieser A, Curtius HC: Tetrahydrobiopterin biosynthetic pathway and deficiency. Enzyme. 1987;38(1-4):302-11. [PubMed:3326735 ]
- Dhondt JL, Hayte JM: [Screening of tetrahydrobiopterin deficiency among hyperphenylalaninemic patients]. Ann Biol Clin (Paris). 2002 Mar-Apr;60(2):165-71. [PubMed:11937441 ]
- Bonafe L, Thony B, Leimbacher W, Kierat L, Blau N: Diagnosis of dopa-responsive dystonia and other tetrahydrobiopterin disorders by the study of biopterin metabolism in fibroblasts. Clin Chem. 2001 Mar;47(3):477-85. [PubMed:11238300 ]
- Iwanaga N, Yamamasu S, Tachibana D, Nishio J, Nakai Y, Shintaku H, Ishiko O: Activity of synthetic enzymes of tetrahydrobiopterin in the human placenta. Int J Mol Med. 2004 Jan;13(1):117-20. [PubMed:14654981 ]
|
---|