ChemFOnt: Showing chemical card for 1-Methylhistamine (CFc000000717)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:45:11 UTC

Chemfont ID

CFc000000717

Molecule Identification

Common Name

1-Methylhistamine

Definition

1-Methylhistamine, also known as H137, belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group. 1-Methylhistamine exists in all living organisms, ranging from bacteria to humans. Within humans, 1-methylhistamine participates in a number of enzymatic reactions. In particular, S-adenosylhomocysteine and 1-methylhistamine can be biosynthesized from S-adenosylmethionine and histamine; which is mediated by the enzyme histamine N-methyltransferase. In addition, 1-methylhistamine can be converted into methylimidazole acetaldehyde through its interaction with the enzyme amine oxidase [flavin-containing] a. In humans, 1-methylhistamine is involved in histidine metabolism. 1-Methylhistamine is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Methyl-1H-imidazole-4-ethanamine	ChEBI
1-Methyl-4-(2-aminoethyl)imidazole	ChEBI
3-Methylhistamine	ChEBI
4-(1-Aminoethyl)-1-methyl-1H-imidazole	ChEBI
Methylhistamine	ChEBI
N-Methylhistamine	ChEBI
N(1)-Methylhistamine	ChEBI
Ntau-methylhistamine	ChEBI
tele-Methylhistamine	ChEBI
tele-Methylhistamine dihydrochloride	HMDB
1-Methyl-4-(beta-aminoethyl)imidazole	HMDB
1,4-Methylhistamine	HMDB
N-tele Methylhistamine	HMDB
1-Methyl-4-(b-aminoethyl)imidazole	HMDB
1-Methyl-4-histamine	HMDB
2-(1-Methyl-1H-imidazol-4-yl)ethanamine	HMDB
2-(1-Methyl-1H-imidazol-4-yl)ethylamine	HMDB
4-(2-Aminoethyl)-1-methyl-imidazole	HMDB
4-(2-Aminoethyl)-1-methylimidazole	HMDB
H137	HMDB
N( 1)-Methylhistamine	HMDB
N(T)-Methylhistamine	HMDB
N-tele-Methylhistamine	HMDB
N-Telle-methylhistamine	HMDB
N1-Methylhistamine	HMDB
NT-Methylhistamine	HMDB

Chemical Formula

C₆H₁₁N₃

Average Molecular Weight

125.1716

Monoisotopic Molecular Weight

125.095297367

IUPAC Name

2-(1-methyl-1H-imidazol-4-yl)ethan-1-amine

Traditional Name

methylhistamine

CAS Registry Number

501-75-7

SMILES

CN1C=NC(CCN)=C1

InChI Identifier

InChI=1S/C6H11N3/c1-9-4-6(2-3-7)8-5-9/h4-5H,2-3,7H2,1H3

InChI Key

FHQDWPCFSJMNCT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

2-arylethylamines

Alternative Parents

Substituents

2-arylethylamine
Aralkylamine
N-substituted imidazole
Heteroaromatic compound
Imidazole
Azole
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Hydrocarbon derivative
Primary aliphatic amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazoles (CHEBI:29009 )
primary amino compound (CHEBI:29009 )

Functional Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Schizophrenia (HMDB: HMDB0000898)

Circulatory system disorder

Blood and lymphatic system disorder

Leukocytic disorder

Mastocytosis (HMDB: HMDB0000898)

Skin and subcutaneous tissue disorder

Skin disorder

Dermal fibroproliferative disorder (HMDB: HMDB0000898)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 9234842)
Saliva (HMDB: HMDB0000898)
Cerebrospinal Fluid (CSF) (PMID: 7886118)
Cerebrospinal fluid (HMDB: HMDB0000898)

Cell

Mast cell (HMDB: HMDB0000898)
Mast cell (HMDB: HMDB0000898)

Tissue

Connective tissue

Bone marrow (HMDB: HMDB0000898)
Bone marrow (HMDB: HMDB0000898)

Organ

Brain (HMDB: HMDB0000898)

Excreta

Biofluid or Excreta

Urine (PMID: 10027644)
Feces (PMID: 27609529)

Cellular substructure

Cytoplasm (HMDB: HMDB0000898)
Extracellular (HMDB: HMDB0000898)

Source

Endogenous

Endogenous (HMDB: HMDB0000898)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Histidine Metabolism (HMDB: HMDB0000898)
Histidine Metabolism (HMDB: HMDB0000898)

Disease pathway

Histidinemia (HMDB: HMDB0000898)

Role

Biological role

Human metabolite (HMDB: HMDB0000898)

Industrial application

Pharmaceutical industry

Biomarker

Mastocytosis (MarkerDB: MDB00000278)
Dermal fibroproliferative disorder (MarkerDB: MDB00000278)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.12 g/L	ALOGPS
logP	-0.57	ALOGPS
logP	-0.48	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.84 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	36.56 m³·mol⁻¹	ChemAxon
Polarizability	14.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000898

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022306

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

29009

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Rothschild, Zuleika; Schayer, Richard W. Synthesis and metabolism of a histamine metabolite, 1-methyl-4-(b-aminoethyl)imidazole. Biochimica et Biophysica Acta (1958), 30 23-7.

Showing chemical card for 1-Methylhistamine (CFc000000717)

MOL for CFc000000717 (1-Methylhistamine)

3D MOL for CFc000000717 (1-Methylhistamine)

3D SDF for CFc000000717 (1-Methylhistamine)

3D-SDF for CFc000000717 (1-Methylhistamine)

PDB for CFc000000717 (1-Methylhistamine)

3D PDB for CFc000000717 (1-Methylhistamine)

SMILES for CFc000000717 (1-Methylhistamine)

INCHI for CFc000000717 (1-Methylhistamine)

Structure for CFc000000717 (1-Methylhistamine)

3D Structure for CFc000000717 (1-Methylhistamine)