Zeatin riboside
Basic information
- CAS
28542-78-1- Standard SMILES
C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)CO- InChIKey
GOSWTRUMMSCNCW-HNNGNKQASA-N- Molecular formula
- C15H21N5O5
- Average molar mass
- 351.36 g/mol
- Monoisotopic mass
- 351.15426879
Overview
9-ribosyl-trans-zeatin is a 9-ribosylzeatin having trans-zeatin as the nucleobase. It has a role as a cytokinin and a plant metabolite. It is a 9-ribosylzeatin and a nucleoside analogue. It is functionally related to an adenosine.
Names & identifiers
- Preferred name
- Zeatin riboside
- IUPAC
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-[[(E)-4-hydroxy-3-methylbut-2-enyl]amino]purin-9-yl]oxolane-3,4-diol
- English name
- TRANS-ZEATIN RIBOSIDE
- Molecular formula
- C15H21N5O5
- Molecular weight
- 351.36
Names & synonyms
6025-53-2Zeatin ribosideRibosylzeatin9-Ribosyl-trans-zeatinN-(4-Hydroxy-3-methyl-2-butenyl)adenosine(E)-N-(4-Hydroxy-3-methyl-2-butenyl)adenosineN-[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]adenosine7LG4D082A9CHEBI:71693n-((2e)-4-hydroxy-3-methylbut-2-en-1-yl)adenosineDTXSID00891556RefChem:898921
Show more names
9-ribosylzeatinZeatin riboside ,98%ZEATIN RIBOSIDE TRANS ISOMERzeatin riboside mixed isomersZEATIN RIBOSIDE mixed isomers (E/Z)9-(BETA-D-RIBOFURANOSYL)-TRANS-ZEATINN6-(4-Hydroxy-3-methylbut-2-enyl)adenosineAdenosine, N-(4-hydroxy-3-methyl-2-buten-1-yl)-
DTXCID701030649trans-Zeatinribosidetrans-Zeatin-ribosideTrans-zeatin riboside28542-78-1MFCD00036809Adenosine, N-[(2E)-4-hydroxy-3-methyl-2-butenyl]-(2R,3R,4S,5R)-2-(6-(((E)-4-Hydroxy-3-methylbut-2-en-1-yl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Database identifiers
- CAS
28542-78-1、6025-53-2- PubChem CID
- 6440982
- DTXSID
DTXSID101017776- ChEBI
CHEBI:71693- UNII
- 7LG4D082A9
- Nikkaji
- J1.274.243F、J120.777F
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 146 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 6
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 481
Physicochemical properties
- Melting point
- 176 · 176-179 °C
- Boiling point
- 731.8 · 731.8±70.0 °C(Predicted)
- Density
- 1.65 · 1.65±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- solubility
- 50 mg/mL, · acetic acid: 50 mg/mL, clear, colorless
- pka
- 13.12 · 13.12±0.70(Predicted)
- FDA UNII
- 7 LG4D082A9 · 7LG4D082A9
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
- WGK Germany
- 3 · 3
- F
- 10 · 10-21
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory InformationTrans-zeatin-riboside: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Safety data
- F
- 10-21
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationAny of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins.
Applications
UsesZeatin Riboside can be used for biological study in putative role of adenosine A3 receptor in anti-proliferative action of N6-(2-isopentyl)adenosine.
Additional notes
DefinitionChEBI: An N-glycosylzeatin that is zeatin in which the hydrogen attached to the nitrogen at position 9 of the adenine moiety is replaced by a beta-D-ribofuranosyl group.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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