ContaminantDB: trans-zeatin riboside

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-27 02:02:37 UTC

Update Date

2016-11-09 01:22:40 UTC

Accession Number

CHEM042428

Identification

Common Name

trans-zeatin riboside

Class

Small Molecule

Description

A 9-ribosylzeatin having trans-zeatin as the nucleobase.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(e)-N-(4-Hydroxy-3-methyl-2-butenyl)adenosine	ChEBI
9-beta-D-Ribofuranosyl-trans-zeatin	ChEBI
9-beta-D-Ribosyl-trans-zeatin	ChEBI
trans-Zeatin 9-beta-D-ribofuranoside	ChEBI
Zeatin riboside	ChEBI
9-b-D-Ribofuranosyl-trans-zeatin	Generator
9-Β-D-ribofuranosyl-trans-zeatin	Generator
9-b-D-Ribosyl-trans-zeatin	Generator
9-Β-D-ribosyl-trans-zeatin	Generator
trans-Zeatin 9-b-D-ribofuranoside	Generator
trans-Zeatin 9-β-D-ribofuranoside	Generator
Ribosylzeatin	MeSH
Zeatin riboside, (e)-isomer	MeSH
N-(4-Hydroxy-3-methyl-2-butenyl)adenosine	MeSH
Zeatin riboside, (cis-(Z))-isomer	MeSH
N-[(2E)-4-Hydroxy-3-methyl-2-buten-1-yl]adenosine	PhytoBank
6-(4-Hydroxy-3-methyl-trans-2-butenylamino)-9-beta-D-ribofuranosylpurine	PhytoBank
6-(4-Hydroxy-3-methyl-trans-2-butenylamino)-9-β-D-ribofuranosylpurine	PhytoBank
9-Ribosyl-trans-zeatin	PhytoBank
9-beta-D-Ribofuranosylzeatin	PhytoBank
9-β-D-Ribofuranosylzeatin	PhytoBank
N6-(4-Hydroxy-3-methylbut-2-trans-enyl)adenosine	PhytoBank
N6-(trans-4-Hydroxy-3-methylbut-2-enyl)adenosine	PhytoBank
Ribosyl-trans-zeatin	PhytoBank
Zeatin ribonucleoside	PhytoBank
Zeatin 9-riboside	PhytoBank
Zeatin 9-beta-ribonucleoside	PhytoBank
Zeatin 9-β-ribonucleoside	PhytoBank
Zeatin-9-beta-D-ribofuranoside	PhytoBank
Zeatin-9-β-D-ribofuranoside	PhytoBank
trans-Zeatin 9-riboside	PhytoBank
trans-Zeatin riboside	PhytoBank

Chemical Formula

C₁₅H₂₁N₅O₅

Average Molecular Mass

351.358 g/mol

Monoisotopic Mass

351.154 g/mol

CAS Registry Number

Not Available

IUPAC Name

(2R,3R,4S,5R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Traditional Name

trans-zeatin riboside

SMILES

[H]\C(CNC1=C2N=CN(C2=NC=N1)[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@@]1([H])O)=C(\C)CO

InChI Identifier

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+/t9-,11-,12-,15-/m1/s1

InChI Key

GOSWTRUMMSCNCW-HNNGNKQASA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-alkylaminopurine
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Monosaccharide
N-substituted imidazole
Pyrimidine
Imidolactam
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Secondary amine
Oxacycle
Amine
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nucleoside analogue (CHEBI:71693 )
9-ribosylzeatin (CHEBI:71693 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	5.27 g/L	ALOGPS
logP	-0.39	ALOGPS
logP	-1.7	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.58 m³·mol⁻¹	ChemAxon
Polarizability	36.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0udi-1960010000-d4c0888291d7c760555b	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (5 TMS)	splash10-0fl0-0981000000-487416c0dd63aca8c096	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-1095000000-e69a8f1cb17def92a4a2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-1290000000-b738c49b8759386cef28	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fl9-9560000000-0afd15299fe7e2b97bc3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uxr-0069000000-52a828475d9b09a90b67	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0gb9-0390000000-8892d955975636a40263	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0920000000-093f9d90276684927277	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uk9-0069000000-b5ce3824980d905d017b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-0591000000-e7fffc9afe48c99d4c92	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f79-2970000000-a00f955f9107cd2bf526	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0019000000-b3dfb6ba4f8af83ddf51	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zg0-2492000000-e3efb65eaacbf3a0c825	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ue9-0960000000-4f16515a46c86a203379	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum