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CHEBI:62881 - N6-(Δ2-isopentenyl)adenosine

ChEBI IDCHEBI:62881
ChEBI NameN6-(Δ2-isopentenyl)adenosine
Stars
ASCII NameN(6)-(Delta(2)-isopentenyl)adenosine
DefinitionA nucleoside analogue in which adenosine has been modified by substitution at the 6-amino nitrogen by a Δ2-isopentenyl group.
Last Modified2 September 2025
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC15H21N5O4
Net Charge0
Average Mass335.364
Monoisotopic Mass335.15935
SMILESCC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChIInChI=1S/C15H21N5O4/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(5-21)24-15/h3,6-7,9,11-12,15,21-23H,4-5H2,1-2H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1
InChIKeyUSVMJSALORZVDV-SDBHATRESA-N
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702) - DOI (10.1074/jbc.M314195200)
Roles Classification
Biological Roles:
plant growth regulator  A chemical, natural or artificial, that can affect the rate of growth of a plant.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
cytokinin  A phytohormone that promote cell division, or cytokinesis, in plant roots and shoots.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
N6-(Δ2-isopentenyl)adenosine (CHEBI:62881) has functional parent adenosine (CHEBI:16335)
N6-(Δ2-isopentenyl)adenosine (CHEBI:62881) has role antineoplastic agent (CHEBI:35610)
N6-(Δ2-isopentenyl)adenosine (CHEBI:62881) has role plant growth regulator (CHEBI:26155)
N6-(Δ2-isopentenyl)adenosine (CHEBI:62881) has role plant metabolite (CHEBI:76924)
N6-(Δ2-isopentenyl)adenosine (CHEBI:62881) is a N-ribosyl-N6-isopentenyladenine (CHEBI:26567)
N6-(Δ2-isopentenyl)adenosine (CHEBI:62881) is a nucleoside analogue (CHEBI:60783)
Incoming Relation(s)
N6-(Δ2-isopentenyl)adenosine residue (CHEBI:62884) is substituent group from N6-(Δ2-isopentenyl)adenosine (CHEBI:62881)
IUPAC Name 
N-(3-methylbut-2-en-1-yl)adenosine
INNs  Source
riboprinaChemIDplus
riboprineChemIDplus
riboprinumChemIDplus
Synonyms  Source
2-IPAChemIDplus
2iPAChemIDplus
6-(3-Methyl-2-butenylamino)purine ribosideChemIDplus
6-(γ,γ-dimethylallylamino)purine ribosideChemIDplus
N-(3-methylbut-2-enyl)adenosineChemIDplus
N6-(2-isopentenyl)adenosineChemIDplus
UniProt Name  Source
N6-(dimethylallyl)adenosineUniProt
Manual XrefsDatabases
C00007324KNApSAcK
C16427KEGG COMPOUND
D05726KEGG DRUG
Registry NumbersSources
Reaxys:629507Reaxys
CAS:7724-76-7KEGG COMPOUND
CAS:7724-76-7ChemIDplus
Citations