Tyrosine
C₉H₁₁NO₃·181.191 g/mol·Amino Acids·CID 6057
Amino AcidAromaticSignaling Molecule
A phenolic amino acid synthesized from phenylalanine. Precursor to thyroid hormones (T3, T4), catecholamines (dopamine, epinephrine), and melanin. Its hydroxyl group can be phosphorylated — a cornerstone of receptor tyrosine kinase signaling in cancer biology.
IUPAC: (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
Also known as: tyrosine, 60-18-4, (S)-Tyrosine, p-Tyrosine, (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
181.190g/mol
Exact Mass
181.073893Da
Monoisotopic Mass
181.073893Da
XLogP
-2.3
Polar Surface Area
83.6Ų
Complexity
176
Formal Charge
0
H-Bond Donors
3
H-Bond Acceptors
4
Rotatable Bonds
3
Heavy Atoms
13
Stereo Centers
1
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 181.2 g/mol
MW ≤ 500
✓ -2.3
LogP ≤ 5
✓ 3
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Warning
Hazards
H315Causes skin irritationH319Causes serious eye irritationH335May cause respiratory irritation
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1
Constituent Elements
Isomers8 compounds with formula C₉H₁₁NO₃
1-(3,4-dihydroxyphenyl)-2-(methylamino)ethanone
CID 7436 · 181.2 g/mol
(2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid
CID 71098 · 181.2 g/mol
ethyl N-(3-hydroxyphenyl)carbamate
CID 23548 · 181.2 g/mol
(2-hydroxy-2-phenylethyl) carbamate
CID 7186 · 181.2 g/mol
2-amino-3-(4-hydroxyphenyl)propanoic acid
CID 1153 · 181.2 g/mol
(2S)-2-amino-3-(3-hydroxyphenyl)propanoic acid
CID 6950578 · 181.2 g/mol
(2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoate
CID 6942100 · 181.2 g/mol
2-azaniumyl-3-(4-hydroxyphenyl)propanoate
CID 4300518 · 181.2 g/mol