histamine   Click here for help

GtoPdb Ligand ID: 1204

PDB Ligand Immunopharmacology Ligand
Compound class: Metabolite
Comment: Histamine is a potent pro-inflammatory mediator that is principally released from mast cells. It is also involved in regulating physiological function in the gut, and acts as a neurotransmitter.
Histamine activates carbonic anhydrases, and is most potent at the CA5A and CA1 isoforms (KA values 10 and 2100 nM respectively) [21].
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: histamine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 54.7
Molecular weight 111.08
XLogP -0.75
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCCc1cnc[nH]1
Isomeric SMILES NCCc1cnc[nH]1
InChI InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
InChI Key NTYJJOPFIAHURM-UHFFFAOYSA-N
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
2-(3H-imidazol-4-yl)ethanamine
Database Links Click here for help
Specialist databases
GPCRdb Ligand histamine
Other databases
CAS Registry No. 51-45-6
ChEBI CHEBI:18295
ChEMBL Ligand CHEMBL90
DrugCentral Ligand 1375
GtoPdb PubChem SID 135651493
PubChem CID 774
RCSB PDB Ligand HSM
Search Google for chemical match using the InChIKey NTYJJOPFIAHURM-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NTYJJOPFIAHURM
UniChem Compound Search for chemical match using the InChIKey NTYJJOPFIAHURM-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NTYJJOPFIAHURM-UHFFFAOYSA-N
Wikipedia Histamine