histamine   

GtoPdb Ligand ID: 1204

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].
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2D Structure
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Physico-chemical Properties
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
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
Compound class Metabolite or derivative
IUPAC Name
2-(3H-imidazol-4-yl)ethanamine
Database Links
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
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Wikipedia Histamine