histamine (CHEBI:18295)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	histamine

ChEBI ID	CHEBI:18295

Definition	A member of the class of imidazoles that is 1H-imidazole substituted at position C-4 by a 2-aminoethyl group.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:43187, CHEBI:817, CHEBI:14401, CHEBI:24596

Supplier Information	eMolecules:29703184, ZINC000003978117

Download	Molfile XML SDF

Wikipedia	License
Histamine is an organic nitrogenous compound involved in local immune responses communication, as well as regulating physiological functions in the gut and acting as a neurotransmitter for the brain, spinal cord, and uterus. Discovered in 1910, histamine has been considered a local hormone (autocoid) because it is produced without involvement of the classic endocrine glands; however, in recent years, histamine has been recognized as a central neurotransmitter. Histamine is involved in the inflammatory response and has a central role as a mediator of itching. As part of an immune response to foreign pathogens, histamine is produced by basophils and by mast cells found in nearby connective tissues. Histamine increases the permeability of the capillaries to white blood cells and some proteins, to allow them to engage pathogens in the infected tissues. It consists of an imidazole ring attached to an ethylamine chain; under physiological conditions, the amino group of the side-chain is protonated.
Read full article at Wikipedia

Formula

C5H9N3

Net Charge

Average Mass

111.14518

Monoisotopic Mass

111.07965

InChI

InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)

InChIKey

NTYJJOPFIAHURM-UHFFFAOYSA-N

SMILES

NCCc1c[nH]cn1

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Mus musculus (NCBI:txid10090)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). neurotransmitter An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.

ChEBI Ontology
Outgoing	histamine (CHEBI:18295) has role human metabolite (CHEBI:77746) histamine (CHEBI:18295) has role mouse metabolite (CHEBI:75771) histamine (CHEBI:18295) has role neurotransmitter (CHEBI:25512) histamine (CHEBI:18295) is a aralkylamino compound (CHEBI:64365) histamine (CHEBI:18295) is a imidazoles (CHEBI:24780) histamine (CHEBI:18295) is conjugate base of histaminium (CHEBI:58432)

Incoming	α-methylhistamine (CHEBI:74759) has functional parent histamine (CHEBI:18295) 2-methylhistamine (CHEBI:74761) has functional parent histamine (CHEBI:18295) 4-methylhistamine (CHEBI:74760) has functional parent histamine (CHEBI:18295) N-acetylhistamine (CHEBI:28483) has functional parent histamine (CHEBI:18295) N-guanylhistamine (CHEBI:28021) has functional parent histamine (CHEBI:18295) N-hydroxyhistamine (CHEBI:196952) has functional parent histamine (CHEBI:18295) N^α-γ-L-glutamylhistamine (CHEBI:30307) has functional parent histamine (CHEBI:18295) N^τ-methylhistamine (CHEBI:29009) has functional parent histamine (CHEBI:18295) carcinine (CHEBI:131429) has functional parent histamine (CHEBI:18295) testosterone-3-CMO-Hist (CHEBI:60303) has functional parent histamine (CHEBI:18295) histamine phosphate (CHEBI:51193) has part histamine (CHEBI:18295) histaminium (CHEBI:58432) is conjugate acid of histamine (CHEBI:18295)

IUPAC Name

2-(1H-imidazol-4-yl)ethanamine

Last Modified

22 February 2017