CAS 60209-41-8|CAS 1867-73-8|m<sup>6</sup>A|N6-Methyladenosine|N6-methyladenosine|(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylamino)-9H-purin-9-yl]oxolane-3,4-diol|6-Methylaminopurine D-riboside|N(6...

General Information

Structure

Molecular Formula

C₁₁H₁₅N₅O₄

Molecular Mass

281.2679

Exact Mass

281.11240399

Charge

InChI

InChI=1S/C11H15N5O4/c1-12-9-6-10(14-3-13-9)16(4-15-6)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11,17-19H,2H2,1H3,(H,12,13,14)/t5-,7-,8-,11-/m1/s1

InChIKey

VQAYFKKCNSOZKM-IOSLPCCCSA-N

Canonic Smiles

OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NC

Isomeric Smiles

n1c2c(ncnc2NC)n(c1)[C@@H]1O[C@@H]([C@@H](O)[C@H]1O)CO

Calculated Properties

JChem

LogD (pH = 7.4)

-1.79

LogD (pH = 5.5)

-1.88

Log P

-1.79

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

4.87

Polar Surface Area

125.55

Polarizability

27.51

Molar Refractivity

68.69

LOG S

-1.31

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

m⁶AN6-Methyladenosine6-Methylaminopurine D-ribosideN(6)-Methyladenosine6-Methylaminopurine ribonucleosideN(6)-monomethyladenosine(2R,3S,4R,5R)-2-Hydroxymethyl-5-(6-methylamino-purin-9-yl)-tetrahydro-furan-3,4-diolm6a6-Methylaminopurine riboside6-Methyladenosine6-MethylaminopurinosineN(6)-methyladenosine

IUPAC Traditional name

N6-methyladenosine

IUPAC name

(2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(methylamino)-9H-purin-9-yl]oxolane-3,4-diol

Names and Identifiers

Registration numbers

PubChem CID

102175

CAS Number

60209-41-81867-73-8

Wikipedia Title

N6-Methyladenosine