| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation Date | 2016-10-03 18:21:29 UTC |
|---|
| Update Date | 2020-04-22 15:45:31 UTC |
|---|
| BMDB ID | BMDB0011596 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | Queuosine |
|---|
| Description | Queuosine 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. Queuosine is a very strong basic compound (based on its pKa). |
|---|
| Structure | |
|---|
| Synonyms | Not Available |
|---|
| Chemical Formula | C17H23N5O7 |
|---|
| Average Molecular Weight | 409.399 |
|---|
| Monoisotopic Molecular Weight | 409.159748101 |
|---|
| IUPAC Name | (2S,3R,4S,5R)-2-[5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-4-hydroxy-2-imino-1H,2H,7H-pyrrolo[2,3-d]pyrimidin-7-yl]-5-(hydroxymethyl)oxolane-3,4-diol |
|---|
| Traditional Name | (2S,3R,4S,5R)-2-[5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-4-hydroxy-2-imino-1H-pyrrolo[2,3-d]pyrimidin-7-yl]-5-(hydroxymethyl)oxolane-3,4-diol |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | [H][C@]1(O)C=C[C@]([H])(NCC2=CN(C3=C2C(O)=NC(=N)N3)[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]2([H])O)[C@@]1([H])O |
|---|
| InChI Identifier | InChI=1S/C17H23N5O7/c18-17-20-14-10(15(28)21-17)6(3-19-7-1-2-8(24)11(7)25)4-22(14)16-13(27)12(26)9(5-23)29-16/h1-2,4,7-9,11-13,16,19,23-27H,3,5H2,(H3,18,20,21,28)/t7-,8-,9+,11+,12+,13+,16-/m0/s1 |
|---|
| InChI Key | QQXQGKSPIMGUIZ-OUWIPKMASA-N |
|---|
| Chemical Taxonomy |
|---|
| Description | 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Nucleosides, nucleotides, and analogues |
|---|
| Class | Pyrrolopyrimidine nucleosides and nucleotides |
|---|
| Sub Class | Not Available |
|---|
| Direct Parent | Pyrrolopyrimidine nucleosides and nucleotides |
|---|
| Alternative Parents | |
|---|
| Substituents | - Pyrrolopyrimidine ribonucleoside
- N-glycosyl compound
- Glycosyl compound
- Pentose monosaccharide
- Pyrrolo[2,3-d]pyrimidine
- Pyrrolopyrimidine
- Hydroxypyrimidine
- Aralkylamine
- Substituted pyrrole
- Pyrimidine
- Monosaccharide
- Heteroaromatic compound
- Tetrahydrofuran
- Pyrrole
- Secondary alcohol
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Secondary amine
- Secondary aliphatic amine
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Amine
- Alcohol
- Aromatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aromatic heteropolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Ontology |
|---|
| Status | Expected but not Quantified |
|---|
| Origin | |
|---|
| Biofunction | Not Available |
|---|
| Application | Not Available |
|---|
| Cellular locations | Not Available |
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|
| Spectra |
|---|
| Spectra | |
|---|
