Serine
C₃H₇NO₃·105.093 g/mol·Amino Acids·CID 5951
Amino Acid
A polar amino acid whose hydroxyl side chain participates in catalysis in many enzymes (serine proteases, esterases). Precursor to glycine, cysteine, and sphingolipids. The active site of acetylcholinesterase contains a critical serine residue.
IUPAC: (2S)-2-amino-3-hydroxypropanoic acid
Also known as: serine, 56-45-1, (S)-2-Amino-3-hydroxypropanoic acid, (S)-Serine, beta-Hydroxyalanine (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
105.090g/mol
Exact Mass
105.042593Da
Monoisotopic Mass
105.042593Da
XLogP
-3.1
Polar Surface Area
83.6Ų
Complexity
72
Formal Charge
0
H-Bond Donors
3
H-Bond Acceptors
4
Rotatable Bonds
2
Heavy Atoms
7
Stereo Centers
1
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 105.1 g/mol
MW ≤ 500
✓ -3.1
LogP ≤ 5
✓ 3
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1
Constituent Elements
Isomers8 compounds with formula C₃H₇NO₃
(2R)-2-amino-3-hydroxypropanoic acid
CID 71077 · 105.1 g/mol
2-amino-3-hydroxypropanoic acid
CID 617 · 105.1 g/mol
2-hydroxyethyl carbamate
CID 21492 · 105.1 g/mol
propyl nitrate
CID 12307 · 105.1 g/mol
(2R)-2-azaniumyl-3-hydroxypropanoate
CID 6857549 · 105.1 g/mol
(2S)-2-azaniumyl-3-hydroxypropanoate
CID 6857581 · 105.1 g/mol
ethyl N-hydroxycarbamate
CID 11510 · 105.1 g/mol
propan-2-yl nitrate
CID 15575 · 105.1 g/mol