Methionine
C₅H₁₁NO₂S·149.211 g/mol·Amino Acids·CID 6137
Amino AcidEssential
An essential sulfur-containing amino acid. The start codon AUG always codes for methionine, making it the first amino acid in virtually every protein. Its S-adenosylmethionine (SAM) derivative is the body's primary methyl group donor.
IUPAC: (2S)-2-amino-4-methylsulfanylbutanoic acid
Also known as: 63-68-3, methionine, h-Met-oh, (S)-2-Amino-4-(methylthio)butanoic acid, Cymethion (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
149.210g/mol
Exact Mass
149.051050Da
Monoisotopic Mass
149.051050Da
XLogP
-1.9
Polar Surface Area
88.6Ų
Complexity
97
Formal Charge
0
H-Bond Donors
2
H-Bond Acceptors
4
Rotatable Bonds
4
Heavy Atoms
9
Stereo Centers
1
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 149.2 g/mol
MW ≤ 500
✓ -1.9
LogP ≤ 5
✓ 2
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
Constituent Elements
Isomers8 compounds with formula C₅H₁₁NO₂S
(2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
CID 5852 · 149.2 g/mol
2-amino-4-methylsulfanylbutanoic acid
CID 876 · 149.2 g/mol
(2R)-2-amino-4-methylsulfanylbutanoic acid
CID 84815 · 149.2 g/mol
2-amino-3-methyl-3-sulfanylbutanoic acid
CID 4727 · 149.2 g/mol
(2S)-2-azaniumyl-4-methylsulfanylbutanoate
CID 6992087 · 149.2 g/mol
(2R)-2-amino-3-methyl-3-sulfanylbutanoic acid
CID 92863 · 149.2 g/mol
(2R)-2-amino-3-ethylsulfanylpropanoic acid
CID 92185 · 149.2 g/mol
4-methyl-1,4-thiazinane 1,1-dioxide
CID 91413 · 149.2 g/mol