tyramine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
2784 51-67-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • tyramine
  • 2-(p-Hydroxyphenyl)ethylamine
  • tyrosamine
  • p-Hydroxyphenethylamine
  • tyramine hydrochloride
  • tyramine HCl
An indirect sympathomimetic that occurs naturally in cheese and other foods. Tyramine does not directly activate adrenergic receptors, but it can serve as a substrate for adrenergic uptake systems and MONOAMINE OXIDASE to prolong the actions of adrenergic transmitters. It also provokes transmitter release from adrenergic terminals and may be a neurotransmitter in some invertebrate nervous systems.
  • Molecular weight: 137.18
  • Formula: C8H11NO
  • CLOGP: 0.77
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 2
  • TPSA: 46.25
  • ALOGS: -1.38
  • ROTB: 2

Drug dosage:

None

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D018663 Adrenergic Agents
MeSH PA D018759 Adrenergic Uptake Inhibitors
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D014179 Neurotransmitter Uptake Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D013566 Sympathomimetics
CHEBI has role CHEBI:25512 neurotransmitters
CHEBI has role CHEBI:37733 bche inhibitor
CHEBI has role CHEBI:75771 mus musculus metabolite
CHEBI has role CHEBI:76971 e.coli metabolites
CHEBI has role CHEBI:77746 h. sapiens metabolites

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypercholesterolemia indication 13644009
Hyperlipidemia indication 55822004 DOID:1168
Biliary Obstruction with Pruritus indication
Poisoning by digitalis glycoside off-label use 12876009
Chronic diarrhea off-label use 236071009
Classical phenylketonuria contraindication 7573000
Constipation contraindication 14760008 DOID:2089
Hypovolemia contraindication 28560003
Blood coagulation disorder contraindication 64779008 DOID:1247
Hemorrhoids contraindication 70153002 DOID:9746
Kidney disease contraindication 90708001 DOID:557
Calculus in biliary tract contraindication 266474003
Complete Biliary Obstruction contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.46 acidic
pKa2 9.73 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Trace amine-associated receptor 1 GPCR AGONIST EC50 7.16 WOMBAT-PK SCIENTIFIC LITERATURE
5-hydroxytryptamine receptor 3A Ion channel EC50 4.59 CHEMBL
Beta-secretase 1 Enzyme Kd 2.70 CHEMBL
TyR1 GPCR EC50 6.43 CHEMBL
Serotonin (5-HT) receptor GPCR Kd 5.07 CHEMBL
Trace amine-associated receptor 1 GPCR AGONIST EC50 7.10 IUPHAR
Trace amine-associated receptor 1 GPCR AGONIST EC50 7.20 IUPHAR

External reference:

IDSource
4021457 VUID
N0000148848 NUI
60-19-5 SECONDARY_CAS_RN
4021457 VANDF
C0041479 UMLSCUI
CHEBI:15760 CHEBI
AEF PDB_CHEM_ID
5610 PUBCHEM_CID
CHEMBL11608 ChEMBL_ID
CHEMBL1255790 ChEMBL_ID
D014439 MESH_DESCRIPTOR_UI
DB08841 DRUGBANK_ID
X8ZC7V0OX3 UNII
2150 IUPHAR_LIGAND_ID
10958 RXNORM
007120 NDDF
007121 NDDF

Pharmaceutical products:

None