Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:21:36 UTC |
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Update date | 2015-07-21 06:57:25 UTC |
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Primary ID | FDB022911 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 4a-Carbinolamine tetrahydrobiopterin |
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Description | Carbinolamine 4a-hydroxytetrahydrobiopterin is formed as a consequence of the hydroxylation of phenylalanine to tyrosine. During the physiological reaction tetrahydrobiopterin (the naturally occurring cofactor for phenylalanine hydroxylase), and the two substrates phenylalanine and molecular oxygen combine with phenylalanine hydroxylase to form a quarternary complex. An enzyme, 4a-carbinolamine dehydratase, catalyzes the reaction. (PMID: 2722790) [HMDB] |
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CAS Number | 79647-29-3 |
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Structure | |
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Synonyms | Synonym | Source |
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(6R)-2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-7,8-dihydro-6H-pteridin-4-one | ChEBI | (6R)-6-[(1R,2S)-1,2-Dihydroxypropyl]-7,8-dihydro-6H-pterin | ChEBI | 6,7-Dihydrobiopterin | ChEBI | Q-H2BPT | ChEBI | Quinoid-dihydrobiopterin | ChEBI | Quinonoid 6,7-dihydrobiopterin | ChEBI | 6-[(1R,2S)-1,2-Dihydroxypropyl]-6,7-dihydropterin | Kegg | (6R)-6-(L-erythro-1,2-Dihydroxypropyl)-7,8-dihydro-6H-pterin | KEGG | 1,3,5-Benzenetriol | HMDB | 1,3,5-Trihydroxybenzene | HMDB | 1,3,5-Trihydroxybenzene anhydrate | HMDB | 1,3,5-Trihydroxybenzene anhydrous | HMDB | 1,3,5-Trihydroxybenzene dihydrate | HMDB | 1.3.5-Trihydroxybenzene | HMDB | 4a-Hydroxy-BH4 | HMDB | Phloroglucin | HMDB | Phloroglucinol | HMDB | Phloroglucinol 2-hydrate | HMDB | Phloroglucinol anhydrous | HMDB | Phloroglucinol dihydrate | HMDB | 4a-Carbinolamine tetrahydrobiopterin | ChEBI | Phloroglucinol 2-Hydrate | hmdb |
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Predicted Properties | |
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Chemical Formula | C9H13N5O3 |
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IUPAC name | (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1,4,6,7-tetrahydropteridin-4-one |
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InChI Identifier | InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1 |
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InChI Key | ZHQJVZLJDXWFFX-RPDRRWSUSA-N |
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Isomeric SMILES | [H][C@@]1(CN=C2NC(N)=NC(=O)C2=N1)[C@@H](O)[C@H](C)O |
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Average Molecular Weight | 239.2312 |
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Monoisotopic Molecular Weight | 239.101839307 |
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Classification |
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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. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Pteridines and derivatives |
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Sub Class | Pterins and derivatives |
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Direct Parent | Biopterins and derivatives |
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Alternative Parents | |
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Substituents | - Biopterin
- Aminopyrimidine
- Pyrimidone
- Pyrimidine
- Imidolactam
- Vinylogous amide
- Heteroaromatic compound
- Secondary alcohol
- 1,2-diol
- Azacycle
- Organic oxygen compound
- Hydrocarbon derivative
- Alcohol
- Organic oxide
- Primary amine
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Amine
- Organopnictogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Disposition | Source: Biological location: |
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Role | Industrial application: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | 4a-Carbinolamine tetrahydrobiopterin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-006y-9720000000-50fd5953817583278634 | Spectrum | Predicted GC-MS | 4a-Carbinolamine tetrahydrobiopterin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-000i-8195000000-9404a6359e671c74945f | Spectrum | Predicted GC-MS | 4a-Carbinolamine tetrahydrobiopterin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 4a-Carbinolamine tetrahydrobiopterin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-006x-0090000000-b31c78b3d2240e4d4d45 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0h93-0970000000-508a25d7544d515036cb | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-03ka-1900000000-1e9eed496ea8538f6b17 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0390000000-2d9ea64f3bb5145f0a23 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-0930000000-8ebd581c355cfdf37d59 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0f6x-9600000000-17f4849b21b55c8bd6b3 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-0090000000-4a6c2eb22faca2bd9c6b | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00dl-0290000000-bd0c7392c3c2b36c22d8 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0005-3900000000-5b4e107d96010101e0f1 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0920000000-a8316dedaf2ff7f68dc9 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-03fu-0910000000-d37051ed31fd26c17d8a | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0uxu-8900000000-28d0495ab110064f993b | 2021-09-23 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 117564 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C00268 |
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Pubchem Compound ID | 133246 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB02215 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | H2B |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | 1,3,5-Trihydroxybenzene |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Tyrosine 3-monooxygenase | TH | P07101 | Phenylalanine-4-hydroxylase | PAH | P00439 | Tryptophan 5-hydroxylase 1 | TPH1 | P17752 | Tryptophan 5-hydroxylase 2 | TPH2 | Q8IWU9 | Pterin-4-alpha-carbinolamine dehydratase | PCBD1 | P61457 | Pterin-4-alpha-carbinolamine dehydratase 2 | PCBD2 | Q9H0N5 |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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