ChemFOnt: Showing chemical card for 2-Methylthio-N6-(delta2-isopentenyl)adenosine (CFc000281298)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:33 UTC

Chemfont ID

CFc000281298

Molecule Identification

Common Name

2-Methylthio-N6-(delta2-isopentenyl)adenosine

Definition

2-methylthio-n6-(delta2-isopentenyl)adenosine, also known as n(6)-(delta(2)-isopentenyl)-2-methylthioadenosine or 2-mtia, is a member of the class of compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. 2-methylthio-n6-(delta2-isopentenyl)adenosine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2-methylthio-n6-(delta2-isopentenyl)adenosine can be found in cauliflower, which makes 2-methylthio-n6-(delta2-isopentenyl)adenosine a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methyl-thio-N-6-isopentyladenosine	ChEBI
2-Methylthio-N(6)-isopentenyladenosine	ChEBI
2-Methylthio-N-6-isopentenyladenosine	ChEBI
2-Mtia	ChEBI
MS2I6a	ChEBI
N(6)-(delta(2)-Isopentenyl)-2-methylthioadenosine	ChEBI
N(6)-(Δ(2)-isopentenyl)-2-methylthioadenosine	Generator
2-Methylthio-N(6)-(δ(2)-isopentenyl)adenosine	Generator
2-Methylthio-N6-(δ2-isopentenyl)adenosine	Generator

Chemical Formula

C₁₆H₂₃N₅O₄S

Average Molecular Weight

381.45

Monoisotopic Molecular Weight

381.147074939

IUPAC Name

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

Traditional Name

ms2i6a

CAS Registry Number

20859-00-1

SMILES

CSC1=NC(NCC=C(C)C)=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=N1

InChI Identifier

InChI=1S/C16H23N5O4S/c1-8(2)4-5-17-13-10-14(20-16(19-13)26-3)21(7-18-10)15-12(24)11(23)9(6-22)25-15/h4,7,9,11-12,15,22-24H,5-6H2,1-3H3,(H,17,19,20)/t9-,11-,12-,15-/m1/s1

InChI Key

VZQXUWKZDSEQRR-SDBHATRESA-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
Aryl thioether
Aminopyrimidine
Secondary aliphatic/aromatic amine
Alkylarylthioether
Monosaccharide
N-substituted imidazole
Pyrimidine
Imidolactam
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Sulfenyl compound
Thioether
Organoheterocyclic compound
Azacycle
Oxacycle
Secondary amine
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organosulfur compound
Primary alcohol
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nucleoside analogue (CHEBI:62875 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301782)

Food

Vegetable

Cabbage

Cauliflower (FooDB: FOOD00031)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.08 g/L	ALOGPS
logP	0.99	ALOGPS
logP	0.88	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	3.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.55 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	100.51 m³·mol⁻¹	ChemAxon
Polarizability	40.53 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0301782

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001401

KNApSAcK ID

C00000097

Chemspider ID

141722

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161337

PDB ID

Not Available

ChEBI ID

62875

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Methylthio-N6-(delta2-isopentenyl)adenosine (CFc000281298)

MOL for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

3D MOL for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

3D SDF for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

3D-SDF for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

PDB for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

3D PDB for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

SMILES for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

INCHI for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

Structure for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)

3D Structure for CFc000281298 (2-Methylthio-N6-(delta2-isopentenyl)adenosine)