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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB003576 |
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Identification |
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| Name: |
epoxyqueuosine |
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| Description: | Epoxyqueuosine is an intermediate in queosine biosynthesis. Queuosine is an important 7-deazapurine-modified nucleoside that is present in certain tRNAs in bacteria and most eukaryotes. Eposyqueosiine is a subsstrate for Epoxyqueuosine reductase catalyzes the final step in the de novo synthesis of queuosine, the anticodon loop modification found in tRNA(Asp), tRNA(Asn), tRNA(His), and tRNA(Tyr) |
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Structure |
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| Synonyms: | - 2-amino-7-(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl-5-(3,4-dihydroxy-6-oxabicyclo3.1.0hexan-2-yl)aminomethyl-1H-pyrrolo2,3-dpyrimidin-4-one
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Chemical Formula: |
C17H23N5O8 |
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| Average Molecular Weight: |
425.3932 |
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| Monoisotopic Molecular
Weight: |
425.154662737 |
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| InChI Key: |
RRCFLRBBBFZLSB-MPMHWICOSA-N |
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| InChI: | InChI=1S/C17H23N5O8/c18-17-20-14-6(15(28)21-17)4(1-19-7-9(25)10(26)13-12(7)30-13)2-22(14)16-11(27)8(24)5(3-23)29-16/h2,5,7-13,16,19,23-27H,1,3H2,(H3,18,20,21,28)/t5-,7?,8-,9?,10?,11-,12?,13?,16-/m1/s1 |
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| CAS
number: |
Not Available |
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| IUPAC Name: | 4-[({7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-2-imino-1H,2H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}methyl)amino]-6-oxabicyclo[3.1.0]hexane-2,3-diol |
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Traditional IUPAC Name: |
4-[({7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-2-imino-1H-pyrrolo[2,3-d]pyrimidin-5-yl}methyl)amino]-6-oxabicyclo[3.1.0]hexane-2,3-diol |
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| SMILES: | [H]C12OC1([H])C([H])(NCC1=CN(C3=C1C(O)=NC(=N)N3)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]1([H])O)C([H])(O)C2([H])O |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of organic compounds known as pyrrolopyrimidine nucleosides and nucleotides. These are nucleoside derivatives containing a ribose derivative which is n-glycosylated to a pyrrolopyrimidine. Also called deazapurine nucleosides, they are analogs of purine nucleosides with the N atom of the purine being replaced by a C atom at position 7. |
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Kingdom |
Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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Class |
Pyrrolopyrimidine nucleosides and nucleotides |
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| Sub Class | Not Available |
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Direct Parent |
Pyrrolopyrimidine nucleosides and nucleotides |
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| Alternative Parents |
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| Substituents |
- Pyrrolopyrimidine ribonucleoside
- N-glycosyl compound
- Glycosyl compound
- Pyrrolopyrimidine
- Hydroxypyrimidine
- Aralkylamine
- Substituted pyrrole
- Pyrimidine
- Oxane
- Monosaccharide
- Heteroaromatic compound
- Pyrrole
- Oxolane
- Cyclic alcohol
- Secondary alcohol
- 1,2-diol
- 1,2-aminoalcohol
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Secondary amine
- Ether
- Oxirane
- Secondary aliphatic amine
- Dialkyl ether
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Amine
- Alcohol
- Aromatic heteropolycyclic compound
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| Molecular Framework |
Aromatic heteropolycyclic 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: | 2 |
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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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Pathways: |
Not Available |
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Spectra |
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| Spectra: |
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References |
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| References: |
Not Available |
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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 | 3035951 | | Kegg ID | Not Available | | ChemSpider ID | 2300068 | | Wikipedia ID | Not Available | | BioCyc ID | Not Available |
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