QEI
2-amino-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
| Created: | 2007-12-13 |
| Last modified: | 2021-03-01 |
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Chemical Details | |
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| Formal Charge | 0 |
| Atom Count | 35 |
| Chiral Atom Count | 3 |
| Bond Count | 37 |
| Aromatic Bond Count | 5 |
Chemical Component Summary | |
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| Name | 2-amino-5-({[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one |
| Synonyms | queuine |
| Systematic Name (OpenEye OEToolkits) | 2-amino-5-[[[(1S,4S,5R)-4,5-dihydroxy-1-cyclopent-2-enyl]amino]methyl]-3,7-dihydropyrrolo[3,2-e]pyrimidin-4-one |
| Formula | C12 H15 N5 O3 |
| Molecular Weight | 277.279 |
| Type | NON-POLYMER |
Chemical Descriptors | |||
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| Type | Program | Version | Descriptor |
| SMILES | ACDLabs | 10.04 | O=C1c2c(cnc2N=C(N1)N)CNC3C=CC(O)C3O |
| SMILES | CACTVS | 3.341 | NC1=Nc2[nH]cc(CN[CH]3C=C[CH](O)[CH]3O)c2C(=O)N1 |
| SMILES | OpenEye OEToolkits | 1.5.0 | c1c(c2c([nH]1)N=C(NC2=O)N)CNC3C=CC(C3O)O |
| Canonical SMILES | CACTVS | 3.341 | NC1=Nc2[nH]cc(CN[C@H]3C=C[C@H](O)[C@@H]3O)c2C(=O)N1 |
| Canonical SMILES | OpenEye OEToolkits | 1.5.0 | c1c(c2c([nH]1)N=C(NC2=O)N)CN[C@H]3C=C[C@@H]([C@@H]3O)O |
| InChI | InChI | 1.03 | InChI=1S/C12H15N5O3/c13-12-16-10-8(11(20)17-12)5(4-15-10)3-14-6-1-2-7(18)9(6)19/h1-2,4,6-7,9,14,18-19H,3H2,(H4,13,15,16,17,20)/t6-,7-,9+/m0/s1 |
| InChIKey | InChI | 1.03 | WYROLENTHWJFLR-ACLDMZEESA-N |
Drug Info: DrugBank
DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
| DrugBank ID | DB14732? |
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| Name | Queuine |
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| Description | Queuine is a derivative of [7-Deazaguanine]. Bacteria possess the exclusive ability to synthesize queuine, which is then salvaged and passed on to plants and animals. Quantities of queuine have been found in tomatoes, wheat, coconut water, and milk from humans, cows, and goats. Humans salvage and recover queuine from either ingested food or the gut flora. All eukaryotic organisms, including humans, transform queuine to queuosine by placing it in the wobble position (anticodon) of several tRNAs including aspartic acid, asparagine, histidine, and tyrosine. Endogenously, it has been determined that queuine contributes to generating various important biochemicals like tyrosine, serotonin, dopamine, epinephrine, norepinephrine, nitric oxide, lipids, and others [A173830, A173833, A173851]. |
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| Indication | Current and on-going research suggests queuine is a natural biochemical compound that can be found endogenously in the human body and plays an essential role in the generation of other critical bodily chemicals including tyrosine, serotonin, dopamine, epinephrine, norepinephrine, nitric oxide, lipids, and others [A173830, A173833, A173851]. Such research subsequently proposes that if queuine could be utilized as a pharmaceutic, that it may be considered a so-called 'putative longevity vitamin' indicated for age-delaying and/or prolonged survival functionality (perhaps via maintaining the ongoing generation of the aforementioned bodily chemicals) for the human body [A173830, A173833, A173851]. |
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| CAS number | 72496-59-4 |
Drug Targets
DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
| Name | Target Sequence | Pharmacological Action | Actions |
|---|---|---|---|
| Queuine tRNA-ribosyltransferase | MVEATAQETDRPRFSFSIAAREGKARTGTIEMKRGVIRTPAFMPVGTAAT... | unknown | substrate |
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
| Resource Name | Reference |
|---|---|
| PubChem | 5280439, 135398670, 114881 |
| ChEBI | CHEBI:17433 |
