9-(beta-D-Ribofuranosyl)zeatin
PubChem CID
5375662
Structure
Molecular Formula
Synonyms
- 9-(beta-D-Ribofuranosyl)zeatin
- Ribosylzeatin
- Zeatin riboside
- 2-(hydroxymethyl)-5-[6-[[(E)-4-hydroxy-3-methylbut-2-enyl]amino]purin-9-yl]oxolane-3,4-diol
- 9-(b-D-Ribofuranosyl)zeatin
Molecular Weight
351.36 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2005-03-27
- Modify:2025-01-18
Description
9-(beta-D-Ribofuranosyl)zeatin is a purine nucleoside.
See also: Zeatin riboside (annotation moved to).
Chemical Structure Depiction
2-(hydroxymethyl)-5-[6-[[(E)-4-hydroxy-3-methylbut-2-enyl]amino]purin-9-yl]oxolane-3,4-diol
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)
InChI=1S/C15H21N5O5/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(24)11(23)9(5-22)25-15/h2,6-7,9,11-12,15,21-24H,3-5H2,1H3,(H,16,17,18)/b8-2+
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
GOSWTRUMMSCNCW-KRXBUXKQSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)
C/C(=C\CNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)CO)O)O)/CO
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C15H21N5O5
Computed by PubChem 2.1 (PubChem release 2021.05.07)
6025-53-2
- N-(4-hydroxy-3-methyl-2-butenyl)adenosine
- ribosylzeatin
- zeatin riboside
- zeatin riboside, (cis-(Z))-isomer
- zeatin riboside, (E)-isomer
- 9-(beta-D-Ribofuranosyl)zeatin
- Ribosylzeatin
- Zeatin riboside
- 2-(hydroxymethyl)-5-[6-[[(E)-4-hydroxy-3-methylbut-2-enyl]amino]purin-9-yl]oxolane-3,4-diol
- 9-(b-D-Ribofuranosyl)zeatin
- Zeatin-9-beta-D-ribofuranoside
- SCHEMBL23648134
- SCHEMBL23892080
- CHEBI:165835
- 28542-78-1
- 2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
351.36 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3
Property Value
-0.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
9
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
351.15426879 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
351.15426879 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
146 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
25
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
481
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
4
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.01.04)
Solid
180 - 182 °C
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS1
Instrument
Agilent 1200 RRLC; Agilent 6520 QTOF
Instrument Type
LC-APCI-QTOF
Ionization Mode
negative
Retention Time
4.027
Top 5 Peaks
386.123702 100
350.1470235 22.40
License
CC BY-SA
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS1
Instrument
Agilent 1200 RRLC; Agilent 6520 QTOF
Instrument Type
LC-APCI-QTOF
Ionization Mode
positive
Retention Time
4.024
Top 5 Peaks
352.1615765 100
License
CC BY-SA
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Isotope Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
Zeatin riboside (annotation moved to)
Plant Growth Regulators
Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins. (See all compounds classified as Plant Growth Regulators.)
- Cytoplasm
- Extracellular
- ChEBI9-(beta-D-Ribofuranosyl)zeatinhttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:165835
- FooDBLICENSEFooDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB) and the original publication.https://foodb.ca/about(E)-Ribosylzeatinhttps://foodb.ca/compounds/FDB002240
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citing9-(beta-D-Ribofuranosyl)zeatinhttp://www.hmdb.ca/metabolites/HMDB0030388
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- Metabolomics Workbench9-(beta-D-Ribofuranosyl)zeatinhttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=44365
- SpectraBaseAdenosine, N-(4-hydroxy-3-methyl-2-butenyl)-, (E)-https://spectrabase.com/spectrum/1iVjK4N28ASAdenosine, N-(4-hydroxy-3-methyl-2-butenyl)-, (E)-https://spectrabase.com/spectrum/Kw9fsCER1yI
- Wikidata9-(beta-D-Ribofuranosyl)zeatinhttps://www.wikidata.org/wiki/Q106041543
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlzeatin ribosidehttps://www.ncbi.nlm.nih.gov/mesh/67009699Plant Growth Regulatorshttps://www.ncbi.nlm.nih.gov/mesh/68010937
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
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