Histamine
An aromatic primary amine, C5H9N3, 111.148 g/mol. Boiling point 209-210 °C @ 18 MM HG, melting point 139 °C (phosphate salt), as published.
Identifiers
- Molecular formula
- C₅H₉N₃
- Molecular weight
- 111.148 g/mol
- Exact mass
- 111.079647 g/mol
- IUPAC name
- 2-(1H-imidazol-5-yl)ethanamine
- NCCc1c[nH]cn1
- InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
- NTYJJOPFIAHURM-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 209-210 °C @ 18 MM HG
- Melting Point
- 139 °C (phosphate salt)
- 83-84 °C
- Solubility
- COLORLESS LONG PRISMATIC CRYSTALS; ODORLESS; 1 G SOL IN ABOUT 4 ML WATER; AQ SOLN IS ACID TO LITMUS; WHEN DRIED AT 105 °C FOR 2 HR, IT MELTS AT ABOUT 140 °C /PHOSPHATE/
- FREELY SOL IN WATER, ALCOHOL, HOT CHLOROFORM; SPARINGLY SOL IN ETHER
- LogP
- -0.70
- -0.7
Calculated properties
- Molecular weight
- 111.15 g/mol
- Exact mass
- 111.0796473 Da
- XLogP3
- -0.7
- Polar surface area
- 54.7 Ų
- Complexity
- 64
- H-bond donors
- 2
- H-bond acceptors
- 2
- logP
- -0.0891
- Topological polar surface area
- 54.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Rotatable bonds
- 2
- Molar refractivity
- 31.3461 cm³/mol
- Fraction sp³ carbons
- 0.4
- QED drug-likeness
- 0.5601
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 8
- Total atoms, hydrogen included
- 17
- Rings
- 1
- Aromatic rings
- 1
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Primary amine
Aromatic ring (five-membered)
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
Other names for it
The systematic name on this record is 2-(1H-imidazol-5-yl)ethanamine.
The sources also call it 2-(1H-imidazol-5-yl)ethanamine, Ergamine, Ergotidine, 1H-Imidazole-4-ethanamine, 2-(4-Imidazolyl)ethylamine, 5-Imidazoleethylamine, Eramin, Theramine, Free histamine, beta-Aminoethylglyoxaline, beta-Aminoethylimidazole.
Structurally related
Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Histamine. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under H
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C5H9N3 in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Histamine for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.