Athanor by arbastro
download
Library

Tyramine

Athanor · official

C8H11NO · 137.18 g/mol

IUPAC name: 4-(2-aminoethyl)phenol

Also called 4-hydroxyphenethylamine, cheese amine

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

Names and identifiers

IUPAC name
4-(2-aminoethyl)phenol
Synonyms
4-hydroxyphenethylamine, cheese amine, 4-(2-Aminoethyl)phenol
+ 37 more

Uteramine, 2-(4-Hydroxyphenyl)ethylamine, Tyrosamine, Tocosine, 4-Hydroxyphenethylamine, Systogene, Tyramin, 4-Hydroxyphenylethylamine, Phenol, 4-(2-aminoethyl)-, p-(2-Aminoethyl)phenol, p-Hydroxyphenethylamine, Tenosin-wirkstoff, p-Hydroxyphenylethylamine, 2-(p-Hydroxyphenyl)ethylamine, p-beta-Aminoethylphenol, Benzeneethanamine, 4-hydroxy-, beta-Hydroxyphenylethylamine, alpha-(4-Hydroxyphenyl)-beta-aminoethane, DTXSID2043874, 2-p-hydroxyphenylethylamine, X8ZC7V0OX3, NSC-249188, 4-Hydroxy-beta-phenylethylamine, FEMA NO. 4215, beta-(4-Hydroxyphenyl)ethylamine, DTXCID0023874, CHEBI:15760, 4 Hydroxyphenethylamine, RefChem:51588, 200-115-8, Tyramine base, Phenethylamine, p-hydroxy-, Phenol, p-(2-aminoethyl)-, MFCD00008193, NSC 249188, BRN 1099914, p-.beta.-Aminoethylphenol

Molecular formula
C8H11NO
Empirical formula
C8H11NO
Molecular weight
137.18 g/mol
Exact mass
137.08406
CAS number
51-67-2
PubChem CID
5610
Canonical SMILES
C1=CC(=CC=C1CCN)O
Isomeric SMILES
C1=CC(=CC=C1CCN)O
InChI
InChI=1S/C8H11NO/c9-6-5-7-1-3-8(10)4-2-7/h1-4,10H,5-6,9H2
InChIKey
DZGWFCGJZKJUFP-UHFFFAOYSA-N
Molfile

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

Physical properties

Solubility in water
Water solubility = 10.4 × 10³ mg/L @ 15 °C[1]
log P
Log Kow = 0.72[1]

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
10
Rings
1
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.25
H-bond donors
2
H-bond acceptors
2
Rotatable bonds
2
TPSA (Ų)
46.2 computed here · PubChem 46.3
Formal charge
0
XLogP3
1.1 PubChem
Complexity
87 PubChem
Stereocenters
None
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

  • C70.04%
  • H8.08%
  • N10.21%
  • O11.66%

Isotope pattern

100%137.0849.2%138.087139.090

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
0.89 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-1.57 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
1.62 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 137.18
  • log P ≤ 5 (Crippen): 0.89
  • H-bond donors ≤ 5: 2
  • H-bond acceptors ≤ 10: 2

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: 138 company reports to ECHA. Source [2].

  • Harmful or irritant
  • H315Causes skin irritation (32.6% of reports)
  • H319Causes serious eye irritation (32.6% of reports)
  • H335May cause respiratory irritation (31.9% 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)
  • [2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 65.9% (91 of 138) of all reports.
  • [2] European Chemicals Agency (ECHA) · 138 reports · WarningH315, H319, H335

Safety data sheets on the supplier’s page: MedChemexpress MCE, ChemoSapiens, Alfa Chemistry.

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]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
  2. [2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  3. [3]NMRShiftDB · Linked only · 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.