CHEBI:17433 - queuine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name queuine
ChEBI ID CHEBI:17433
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:26487, CHEBI:8709, CHEBI:14998
Supplier Information
Download Molfile XML SDF
Formula C12H15N5O3
Net Charge 0
Average Mass 277.27940
Monoisotopic Mass 277.117
InChI 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 WYROLENTHWJFLR-ACLDMZEESA-N
SMILES Nc1nc2[nH]cc(CN[C@H]3C=C[C@H](O)[C@@H]3O)c2c(=O)[nH]1
Metabolite of Species Details
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing queuine (CHEBI:17433) has role Escherichia coli metabolite (CHEBI:76971)
queuine (CHEBI:17433) is a pyrrolopyrimidine (CHEBI:38670)
queuine (CHEBI:17433) is conjugate base of queuine(1+) (CHEBI:77674)
Incoming epoxyqueuine (CHEBI:64129) has functional parent queuine (CHEBI:17433)
queuine(1+) (CHEBI:77674) is conjugate acid of queuine (CHEBI:17433)
IUPAC Name
2-amino-5-{[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-ylamino]methyl}-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Synonyms Sources
7-(3,4-trans-4,5-cis-dihydroxy-1-cyclopenten-3-ylaminomethyl)-7-deazaguanine ChEBI
Base Q KEGG COMPOUND
Queuine KEGG COMPOUND
Manual Xrefs Databases
C01449 KEGG COMPOUND
DB02245 DrugBank
QEI PDBeChem
QUEUINE MetaCyc
View more database links
Registry Number Type Source
72496-59-4 CAS Registry Number KEGG COMPOUND
Last Modified
25 January 2016