Record Information |
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Version | 1.0 |
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Creation date | 2015-10-09 22:28:47 UTC |
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Update date | 2017-01-19 02:36:14 UTC |
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FoodComEx ID | PC000138 |
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FoodDB Record | FDB012757 |
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Chemical Information |
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Name | Thymine 2-desoxyriboside |
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Description | Isolated from seedlings of Phaseolus vulgaris (kidney bean)
Deoxythymidine is non-toxic and as part of one of the four nucleotides in DNA it is a naturally occurring compound that exists in all living organisms and DNA viruses. RNA has uridine (uracil joined to ribose) instead. Uracil is chemically very similar to thymine, the latter being 5-methyluracil. Since thymine nucleotides are precursors of DNA, not RNA, the prefix "deoxy" is often left out, i.e., deoxythymidine is often just called thymidine.; In its composition, deoxythymidine is a nucleoside composed of deoxyribose (a pentose sugar) joined to the pyrimidine base thymine.; Iododeoxyuridine is a radiosensitizer and increases the amount of DNA damage received from ionizing radiation.; Thymidine (more precisely called deoxythymidine; can also be labelled deoxyribosylthymine, and thymine deoxyriboside) is a chemical compound, more precisely a pyrimidine deoxynucleoside. Deoxythymidine is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. In cell biology it is used to synchronize the cells in S phase.; Thymidine is non-toxic and is a naturally occurring compound that exists in all living organisms and DNA viruses. 25% of DNA is composed of thymidine. RNA does not have thymidine and has uridine instead. Thymidine is a chemical compound which is a pyrimidine nucleoside. Thymidine is the DNA base T, which pairs with adenosine in double stranded DNA. Thymine 2-desoxyriboside is found in pulses, yellow wax bean, and green bean. |
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CAS Number | 50-89-5 |
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Structure | |
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Synonyms | Synonym | Source |
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(3H)Thymidine | biospider | β-D-Ribofuranoside, thymine-1 2-deoxy- | biospider | 1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione | HMDB | 1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione, 9CI | db_source | 1-(2-Deoxy-b-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione | Generator | 1-(2-Deoxy-b-D-ribofuranosyl)-5-methyluracil | db_source | 1-(2-Deoxy-beta-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione | ChEBI | 1-(2-Deoxy-beta-D-ribofuranosyl)-5-methyluracil | biospider | 1-(2-Deoxy-beta-D-ribofuranosyl)thymine | biospider | 1-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione | HMDB | 1-(2-Deoxy-beta-ribofuranosyl)-5-methyluracil | biospider | 1-(2-Deoxy-β-D-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione | Generator | 1-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione | HMDB | 2-deoxythymidine | biospider | 2-Desoxy-thymidine | biospider | 2'-deoxy-5-methyl-Uridine | biospider | 2'-deoxy-5-methyluridine | biospider | 2'-Deoxythymidine | biospider | 2'-thymidine | biospider | 5-Methyl-2'-deoxyuridine | biospider | 5-Methyldeoxyuridine | biospider | 5-Methyldeoxyurindine | biospider | beta-D-Ribofuranoside, thymine-1 2-deoxy- | biospider | Deoxyribothymidine | biospider | Deoxythymidin | biospider | Deoxythymidine | biospider | Desoxy-thymidin | biospider | DT | biospider | DTHD | biospider | Dthyd | biospider | NSC 21548 | db_source | THM | biospider | Thymidin | biospider | Thymidine | ChEBI | Thymidine (8CI,9CI) | biospider | Thymidine-(H-3) | biospider | Thymidine, 2'-deoxy- | biospider | Thymidine, labeled with tritium | biospider | Thymine 2-desoxyriboside | db_source | thymine 2'-deoxyriboside | biospider | Thymine deoxyriboside | biospider | thymine-1 2-deoxy-b-D-Ribofuranoside | biospider | thymine-1 2-deoxy-beta-delta-Ribofuranoside | biospider | Thymine-2-deoxyriboside | biospider | Thymine-2-desoxyriboside | biospider | Thyminedeoxyriboside | biospider | Thymosine | db_source | Tritiated thymidine | biospider | Uridine, 2'-deoxy-5-methyl- | biospider |
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Chemical Formula | C10H14N2O5 |
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IUPAC name | 4-hydroxy-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one |
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InChI Identifier | InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16) |
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InChI Key | IQFYYKKMVGJFEH-UHFFFAOYSA-N |
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Isomeric SMILES | CC1=CN(C2CC(O)C(CO)O2)C(=O)N=C1O |
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Average Molecular Weight | 242.2286 |
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Monoisotopic Molecular Weight | 242.090271568 |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks 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 nucleosides |
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Sub Class | Pyrimidine 2'-deoxyribonucleosides |
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Direct Parent | Pyrimidine 2'-deoxyribonucleosides |
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Alternative Parents | |
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Substituents | - Pyrimidine 2'-deoxyribonucleoside
- Pyrimidone
- Hydropyrimidine
- Pyrimidine
- Heteroaromatic compound
- Tetrahydrofuran
- Vinylogous amide
- Lactam
- Secondary alcohol
- Urea
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Primary alcohol
- Organooxygen compound
- Organonitrogen 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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Physico-Chemical Properties - Experimental |
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Property | Value | Reference |
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Experimental logP | -0.93 | SANGSTER (1993) |
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Experimental Water Solubility | Not Available | |
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Melting Point | Mp 186-187° | DFC |
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Foods of Origin |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Production Data |
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Production Method | commercial |
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Production Method Reference | Not Available |
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Production Method Reference File | Not Available |
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Quantity Available | Production upon request, up to 20 mg |
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Delivery Time | Not Available |
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Storage Form | solid |
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Storage Conditions | -80°C |
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Stability | Not Available |
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Purity | Not Available |
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Spectra |
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Spectral Data Upon Request | Not Available |
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Provider Information |
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Commercial Vendors |
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AKSci | C514 |
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AKSci | J10255 |
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AKSci | J93106 |
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Cayman Chemical | 20519 |
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Glentham | GE6597 |
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MetaSci | HMDB0000273 |
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Sigma-Aldrich | HMDB0000273 |
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Toronto Research Chemicals | T412000 |
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