| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:42:45 UTC |
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| Update Date | 2020-05-21 16:29:01 UTC |
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| BMDB ID | BMDB0001227 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 5-Thymidylic acid |
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| Description | 5-Thymidylic acid, also known as TMP or thymidylate, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. 5-Thymidylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Thymidylic acid exists in all living species, ranging from bacteria to humans. Within cattle, 5-thymidylic acid participates in a number of enzymatic reactions. In particular, 5-thymidylic acid and dihydrofolic acid can be biosynthesized from dUMP and 5,10-methylene-THF; which is mediated by the enzyme thymidylate synthase. In addition, 5-thymidylic acid can be converted into dTDP through its interaction with the enzyme thymidylate synthase. In cattle, 5-thymidylic acid is involved in the metabolic pathway called the pyrimidine metabolism pathway. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (DT)1 | ChEBI | | 5'-Thymidylic acid | ChEBI | | 5'-TMP | ChEBI | | 5-Methyl-dUMP | ChEBI | | Deoxyribosylthymine monophosphate | ChEBI | | Ribothymidine 5'-monophosphate | ChEBI | | Thymidine 5'-(dihydrogen phosphate) | ChEBI | | Thymidine 5'-phosphate | ChEBI | | Thymidine 5'-phosphoric acid | ChEBI | | Thymidine monophosphate | ChEBI | | Thymidine-5'-monophosphoric acid | ChEBI | | THYMIDINE-5'-phosphATE | ChEBI | | Thymidylate | ChEBI | | Thymidylic acid | ChEBI | | TMP | ChEBI | | Deoxythymidine 5'-phosphate | Kegg | | Deoxythymidylic acid | Kegg | | 5'-Thymidylate | Generator | | Deoxyribosylthymine monophosphoric acid | Generator | | Ribothymidine 5'-monophosphoric acid | Generator | | Thymidine 5'-(dihydrogen phosphoric acid) | Generator | | Thymidine monophosphoric acid | Generator | | Thymidine-5'-monophosphate | Generator | | THYMIDINE-5'-phosphoric acid | Generator | | Deoxythymidine 5'-phosphoric acid | Generator | | Deoxythymidylate | Generator | | 5-Thymidylate | Generator | | 2'-Deoxythymidine 5'-monophosphate | HMDB | | 5'-dTMP | HMDB | | Deoxy TMP | HMDB | | Deoxythymidine 5'-monophosphate | HMDB | | Deoxythymidine monophosphate | HMDB | | Deoxythymydilate | HMDB | | Deoxythymydilic acid | HMDB | | dTMP | HMDB | | Thymidine 5'-monophosphate | HMDB | | Thymidine 5'-phosphorate | HMDB | | Thymidine 5'MP | HMDB | | Thymidine mononucleotide | HMDB | | Thymidine phosphate | HMDB | | Thymidine-5'-monophosphorate | HMDB | | Thymidylic acids | HMDB | | Acids, thymidylic | HMDB | | Acid, thymidylic | HMDB | | monoPhosphate, thymidine | HMDB |
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| Chemical Formula | C10H15N2O8P |
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| Average Molecular Weight | 322.2085 |
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| Monoisotopic Molecular Weight | 322.056601978 |
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| IUPAC Name | {[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid |
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| Traditional Name | thymidylate |
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| CAS Registry Number | 365-07-1 |
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| SMILES | CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2)C(=O)NC1=O |
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| InChI Identifier | InChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1 |
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| InChI Key | GYOZYWVXFNDGLU-XLPZGREQSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | Pyrimidine nucleotides |
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| Sub Class | Pyrimidine deoxyribonucleotides |
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| Direct Parent | Pyrimidine 2'-deoxyribonucleoside monophosphates |
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| Alternative Parents | |
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| Substituents | - Pyrimidine 2'-deoxyribonucleoside monophosphate
- Pyrimidone
- Monoalkyl phosphate
- Hydropyrimidine
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Pyrimidine
- Alkyl phosphate
- Heteroaromatic compound
- Vinylogous amide
- Tetrahydrofuran
- Lactam
- Secondary alcohol
- Urea
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Alcohol
- Organic nitrogen compound
- Aromatic heteromonocyclic compound
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| Molecular Framework | Aromatic heteromonocyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cytoplasm
- Lysosome
- Mitochondria
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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