ChemFOnt: Showing chemical card for 2-Methylthioribosyl-trans-zeatin (CFc000332997)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:40 UTC

Chemfont ID

CFc000332997

Molecule Identification

Common Name

2-Methylthioribosyl-trans-zeatin

Definition

2-methylthioribosyl-trans-zeatin, also known as wy-14,643 or cxpta, is a member of the class of compounds known as aryl thioethers. Aryl thioethers are organosulfur compounds containing a thioether group that is substituted by an aryl group. 2-methylthioribosyl-trans-zeatin is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-methylthioribosyl-trans-zeatin can be found in common pea and common wheat, which makes 2-methylthioribosyl-trans-zeatin a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
((4-Chloro-6-((2,3-dimethylphenyl)amino)-2-pyrimidinyl)thio)acetic acid	ChEBI
(4-Chloro-6-(2,3-xylidino)-2-pyrimidinylthio)acetic acid	ChEBI
WY-14,643	ChEBI
((4-Chloro-6-((2,3-dimethylphenyl)amino)-2-pyrimidinyl)thio)acetate	Generator
(4-Chloro-6-(2,3-xylidino)-2-pyrimidinylthio)acetate	Generator
Pirinixate	Generator
Wyeth-14643	MeSH
4-Chloro-6-(2,3-xylidinyl)-2-pyrimidinylthioacetic acid	MeSH
Wyeth 14,643	MeSH
4-Chloro-6-(2,3-dimethylphenyl)amino-2-pyrimidinylthioacetic acid	MeSH
CXPTA	MeSH

Chemical Formula

C₁₄H₁₄ClN₃O₂S

Average Molecular Weight

323.798

Monoisotopic Molecular Weight

323.049525104

IUPAC Name

2-({4-chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl}sulfanyl)acetic acid

Traditional Name

pirinixic acid

CAS Registry Number

53274-45-6

SMILES

CC1=C(C)C(NC2=CC(Cl)=NC(SCC(O)=O)=N2)=CC=C1

InChI Identifier

InChI=1S/C14H14ClN3O2S/c1-8-4-3-5-10(9(8)2)16-12-6-11(15)17-14(18-12)21-7-13(19)20/h3-6H,7H2,1-2H3,(H,19,20)(H,16,17,18)

InChI Key

SZRPDCCEHVWOJX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Aryl thioethers

Alternative Parents

Substituents

Aryl thioether
O-xylene
Xylene
Halopyrimidine
Alkylarylthioether
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Hydropyrimidine
Pyrimidine
Benzenoid
Imidolactam
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Sulfenyl compound
Organoheterocyclic compound
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aryl sulfide (CHEBI:32509 )
organochlorine compound (CHEBI:32509 )
pyrimidines (CHEBI:32509 )

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Pulse

Pea

Common pea (FooDB: FOOD00141)

Cereal and cereal product

Cereal

Common wheat (FooDB: FOOD00187)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.009 g/L	ALOGPS
logP	3.79	ALOGPS
logP	4.11	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	2.02	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.11 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	86.41 m³·mol⁻¹	ChemAxon
Polarizability	32.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon