Record Information |
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Version | 2.0 |
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Creation Date | 2012-05-31 14:49:34 -0600 |
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Update Date | 2015-06-03 17:20:11 -0600 |
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Secondary Accession Numbers | |
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Identification |
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Name: | TDP-Rhamnose |
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Description | TDP-rhamnose is a member of the chemical class known as Mixed Pentose/Hexose Disaccharides. These are disaccharides containing both an hexose and a pentose. dTDP-rhamnose is an important precursor of cell wall polysaccharides and rhamnose-containing exopolysaccharides (EPS) in E. coli. (PMID 14973085) |
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Structure | |
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Synonyms: | - DTDP-6-Deoxy-L-mannose
- DTDP-L-Rhamnose
- DTDP-Rhamnose
- TDP-rhamnose
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Chemical Formula: | C17H26N2O14P2 |
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Weight: | Average: 544.3409 Monoisotopic: 544.085926574 |
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InChI Key: | NQGLMWQXKRELIQ-AYDVIBIJSA-N |
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InChI: | InChI=1S/C17H26N2O14P2/c1-7-6-19(17(25)18-15(7)24)11-5-9(20)10(31-11)3-4-34(26,27)33-35(28,29)32-16-14(23)13(22)12(21)8(2)30-16/h6,8-14,16,20-23H,3-5H2,1-2H3,(H-2,18,24,25,26,27,28,29)/t8-,9-,10-,11-,12+,13+,14+,16+/m0/s1 |
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CAS number: | Not Available |
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IUPAC Name: | 4-hydroxy-1-[(2S,4S,5S)-4-hydroxy-5-[2-({[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl phosphonato]oxy}phosphinato)ethyl]oxolan-2-yl]-5-methyl-2-oxo-2,5-dihydro-1λ⁵-pyrimidine-1,5-bis(ylium) |
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Traditional IUPAC Name: | 4-hydroxy-1-[(2S,4S,5S)-4-hydroxy-5-(2-{[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl phosphonato]oxyphosphinato}ethyl)oxolan-2-yl]-5-methyl-2-oxo-5H-1λ⁵-pyrimidine-1,5-bis(ylium) |
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SMILES: | [H][C@]1(O)C[C@]([H])(O[C@@]1([H])CCP([O-])(=O)OP([O-])(=O)O[C@@]1([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@@]1([H])O)[N+]1=C[C+](C)C(O)=NC1=O |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. |
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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 | Carbohydrates and carbohydrate conjugates |
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Direct Parent | Monosaccharide phosphates |
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Alternative Parents | |
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Substituents | - Monosaccharide phosphate
- Pyrimidone
- Alkyl phosphate
- Pyrimidine
- Phosphoric acid ester
- Oxane
- Organic phosphoric acid derivative
- 2,5-dihydropyrimidine
- Hydropyrimidine
- Tetrahydrofuran
- Organophosphonic acid derivative
- Organophosphonic acid
- Secondary alcohol
- Carbonic acid derivative
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Polyol
- Organic nitrogen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organic zwitterion
- Organophosphorus compound
- Organonitrogen compound
- Carbonyl group
- Alcohol
- Aliphatic heteromonocyclic compound
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Molecular Framework | Aliphatic heteromonocyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State: | Not Available |
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Charge: | -1 |
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Melting point: | Not Available |
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Experimental Properties: | |
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Predicted Properties | |
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Biological Properties |
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Cellular Locations: | Cytoplasm |
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Reactions: | |
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SMPDB Pathways: | Not Available |
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KEGG Pathways: | Not Available |
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EcoCyc Pathways: | |
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Concentrations |
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| Not Available |
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Spectra |
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Spectra: | |
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References |
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References: | - Boels, I. C., Beerthuyzen, M. M., Kosters, M. H., Van Kaauwen, M. P., Kleerebezem, M., De Vos, W. M. (2004). "Identification and functional characterization of the Lactococcus lactis rfb operon, required for dTDP-rhamnose Biosynthesis." J Bacteriol 186:1239-1248. Pubmed: 14973085
- Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
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Synthesis Reference: | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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Links |
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External Links: | Resource | Link |
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CHEBI ID | Not Available | HMDB ID | Not Available | Pubchem Compound ID | 25200574 | Kegg ID | Not Available | ChemSpider ID | Not Available | Wikipedia ID | Not Available | BioCyc ID | DTDP-RHAMNOSE | EcoCyc ID | DTDP-RHAMNOSE |
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