Identification |
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YMDB ID | YMDB00879 |
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Name | 5,10-Methenyltetrahydrofolate |
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Species | Saccharomyces cerevisiae |
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Strain | Baker's yeast |
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Description | 5,10-Methenyltetrahydrofolate is a substrate in the tetrahydrofolate salvage pathway. Tetrahydrofolate (vitamin B9) and its derivatives, commonly termed folates, are essential cofactors that facilitate the transfer of one-carbon units from donor molecules into important biosynthetic pathways leading to methionine, purine, and pyrimidine biosynthesis. Folates also mediate the interconversion of serine and glycine, and play a role in histidine catabolism. [Biocyc PWY-6613] |
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Structure | |
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Synonyms | - (6R)-5,10-CH2-H4folate
- (6r)-5,10-methenyltetrahydrofolate
- (6R)-5,10-methylenetetrahydrofolate
- 5,10-methenyl-THF
- 5,10-Methenyltetrahydrofolate
- anhydro-leucovorin
- anhydro-leucovorin a
- anhydroleucovorin
- anhydroleucovorin a
- ch-thf
- methenyl-tetrahydrofolate
- methenyl-thf
- methenyltetrahydrofolate
- methenyltetrahydrofolic acid
- N-(5,10-methylene-5,6,7,8-tetrahydropteroyl)-L-glutamate
- n5-n10-ch-thf
- n5-n10-methenyltetrahydrofolate
- n5,n10-methenyl-5,6,7,8-tetrahydrofolate
- n5,n10-methenyl-tetrahydrofolate
- 5,10-Methenyltetrahydrofolic acid
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CAS number | 7444-29-3 |
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Weight | Average: 456.432 Monoisotopic: 456.163156471 |
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InChI Key | MEANFMOQMXYMCT-ABLWVSNPSA-O |
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InChI | InChI=1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1/t12?,13-/m0/s1 |
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IUPAC Name | 3-amino-8-(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)-1-oxo-1H,4H,5H,6H,6aH,7H,8H-10λ⁵-imidazo[1,5-f]pteridin-10-ylium |
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Traditional IUPAC Name | 3-amino-8-(4-{[(1S)-1,3-dicarboxypropyl]carbamoyl}phenyl)-1-oxo-4H,5H,6H,6aH,7H-10λ⁵-imidazo[1,5-f]pteridin-10-ylium |
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Chemical Formula | C20H22N7O6 |
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SMILES | [H]OC(=O)C([H])([H])C([H])([H])[C@]([H])(N([H])C(=O)C1=C([H])C([H])=C(C([H])=C1[H])N1C([H])=[N+]2C3=C(N([H])C(=NC3=O)N([H])[H])N([H])C([H])([H])C2([H])C1([H])[H])C(=O)O[H] |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbonyl compounds |
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Direct Parent | Ketones |
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Alternative Parents | |
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Substituents | - Ketone
- Organic oxide
- Hydrocarbon derivative
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Physical Properties |
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State | Solid |
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Charge | 1 |
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Melting point | Not Available |
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Experimental Properties | Property | Value | Reference |
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Water Solubility | Not Available | PhysProp | LogP | Not Available | PhysProp |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations | Not Available |
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Organoleptic Properties | Not Available |
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SMPDB Pathways | Not Available |
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KEGG Pathways | |
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SMPDB Reactions | Not Available |
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KEGG Reactions | Not Available |
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Concentrations |
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Intracellular Concentrations | Not Available |
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Extracellular Concentrations | Not Available |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0000900000-998308348ca348b46036 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-0000900000-402990903e9167ca1a7b | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-05mn-8751900000-69155b8c9f70b9818071 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4i-0000900000-fa01da6dab8b2353753a | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4i-1000900000-a6478ca4b8d85f46eef3 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9300000000-fdf2443fb976c887dbaf | JSpectraViewer |
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References |
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References: | - Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
- Yang, X. M., MacKenzie, R. E. (1993). "NAD-dependent methylenetetrahydrofolate dehydrogenase-methenyltetrahydrofolate cyclohydrolase is the mammalian homolog of the mitochondrial enzyme encoded by the yeast MIS1 gene." Biochemistry 32:11118-11123.8218174
- UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
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Synthesis Reference: | Not Available |
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External Links: | |
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