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Tyrosine

Athanor · official

C9H11NO3 · 181.19 g/mol

IUPAC name: (2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid

Also called L-tyrosine, 4-hydroxyphenylalanine

Amino acids
Open in Athanor
The structure of Tyrosine
Drawn from its SMILES with RDKit
Harmful or irritantWarningCauses skin irritation · Causes serious eye irritation · May cause respiratory irritation

Names and identifiers

IUPAC name
(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid
Synonyms
L-tyrosine, 4-hydroxyphenylalanine, (S)-Tyrosine
+ 36 more

(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid, p-Tyrosine, L-p-Tyrosine, 4-Hydroxy-L-phenylalanine, tirosina, Tyrosinum, L-Phenylalanine, 4-hydroxy-, beta-(p-Hydroxyphenyl)alanine, (-)-alpha-Amino-p-hydroxyhydrocinnamic acid, FEMA No. 3736, (S)-alpha-Amino-4-hydroxybenzenepropanoic acid, (S)-(-)-Tyrosine, (S)-3-(p-Hydroxyphenyl)alanine, L-Tyrosin, DTXSID1023730, L-Tyr, (S)-2-Amino-3-(p-hydroxyphenyl)propionic acid, 2-Amino-3-(4-hydroxyphenyl)propanoic acid, (S)-, 3-(p-Hydroxyphenyl)alanine, NSC-82624, 42HK56048U, DTXCID603730, CHEBI:17895, 2-Amino-3-(p-hydroxyphenyl)propionic acid, para-tyrosine, l tyrosine, para Tyrosine, TYROSINE, (L), CHEBI:18186, NSC9973, (2S)-2-azaniumyl-3-(4-hydroxyphenyl)propanoate, L-Tyrosine High, Tyrosine, L, L-Tyrosine 7427, RefChem:900817, L-Tyrosine High 7428

Molecular formula
C9H11NO3
Empirical formula
C9H11NO3
Molecular weight
181.19 g/mol
Exact mass
181.07389
CAS number
60-18-4
PubChem CID
6057
Canonical SMILES
C1=CC(=CC=C1CC(C(=O)O)N)O
Isomeric SMILES
C1=CC(=CC=C1C[C@@H](C(=O)O)N)O
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
InChIKey
OUYCCCASQSFEME-QMMMGPOBSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance
White crystals[2]
2 values

From Hazardous Substances Data Bank (HSDB), the most authoritative source here.

ValueAs writtenSource
–Large Crystals[1] EPA Chemical Data Reporting (CDR)
–shownWhite crystals[2] Hazardous Substances Data Bank (HSDB)cites Sax, N.I. and R.J. Lewis, Sr. (eds.). Hawley's Condensed Chemical Dictionary. 11th ed. New York: Van Nostrand Reinhold Co., 1987., p. 1202
log P
log Kow= 2.26[2]
pKa
Reported, but no value passed the checks.
The value and why
  • pK values= 2.20, 9.11 and 10.07 for the acid, base and phenol groups, respectively (could not be read; source [2])

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms
13
Rings
1
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.22
H-bond donors
3
H-bond acceptors
3 computed here · PubChem 4
Rotatable bonds
3
TPSA (Ų)
83.5 computed here · PubChem 83.6
Formal charge
0
XLogP3
-2.3 PubChem
Complexity
176 PubChem
Stereocenters
1 definedCIP: C2: S
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C59.66%
  • H6.12%
  • N7.73%
  • O26.49%

Isotope pattern

100%181.07410%182.0771.1%183.079

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
0.35 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-1.33 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.15 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 181.19
  • log P ≤ 5 (Crippen): 0.35
  • H-bond donors ≤ 5: 3
  • H-bond acceptors ≤ 10: 3

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 268 company reports to ECHA. Source [3].

  • Harmful or irritant
  • H315Causes skin irritation (14.9% of reports)
  • H319Causes serious eye irritation (14.9% of reports)
  • H335May cause respiratory irritation (14.6% of reports)

Precautionary statements: P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

View all classifications (2)
  • [3] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 84.3% (226 of 268) of all reports.
  • [3] European Chemicals Agency (ECHA) · 268 reports · WarningH315, H319, H335

Safety data sheets on the supplier’s page: Protheragen, Veeprho, LGC Standards.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
  2. [2]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
  3. [3]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  4. [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  7. [7]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  8. [8]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  9. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  10. ·Literature on PubChem

Data last updated 2026-10-14.