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Dopamine structure and 3D model (C8H11NO2)

Dopamine is a catecholamine: a benzene ring with two neighbouring OH groups (a catechol) and a two-carbon chain ending in an NH₂ group.

Quick answer: Dopamine is C8H11NO2, molar mass 153.18 g/mol. Flat ring with a flexible side chain; polar, and its hydrochloride salt is freely soluble in water.

Drag to rotate · pinch or scroll to zoom. 3D coordinates: computed with RDKit (ETKDG conformer, force-field optimised).

Dopamine at a glance

FormulaC8H11NO2
Molar mass153.18 g/mol
IUPAC name4-(2-aminoethyl)benzene-1,2-diol
Atoms / bonds22 / 22
H-bond donors / acceptors3 / 3
logP (estimated)0.6
SMILESC1=CC(=C(C=C1CCN)O)O
InChIKeyVYFYYTLLBUKUHU-UHFFFAOYSA-N
PubChem681
2D structural formula of Dopamine (C8H11NO2)
2D structure (skeletal formula) · Draw it in MolDraw

What the 3D model of Dopamine shows

The model contains 22 atoms (11 heavy atoms and 11 hydrogens) joined by 22 bonds; in ball-and-stick mode every stick is one bond, and double or aromatic bonds are drawn as multiple sticks. Switch to space-filling to see the molecule as its electron cloud, scaled to van der Waals radii: this is the shape other molecules actually "feel". It can donate 3 and accept 3 hydrogen bonds, and its estimated logP of 0.6 means it is fairly balanced between water and fat. Its topological polar surface area is 66 Ų.

Shape and bond angles

Atom(s)Geometry / hybridisationAngles & lengths
ring carbonsTrigonal planar, sp²; planar ring120°
CH₂ carbonsTetrahedral, sp³≈ 109.5°
amine NTrigonal pyramidal, sp³≈ 107°

Is Dopamine polar?

Yes. Two phenol OH groups and an amine let it form many hydrogen bonds. At body pH the amine is protonated.

Elemental composition of C8H11NO2

ElementAtomsMass (g/mol)Mass %
Carbon (C)896.08862.73%
Hydrogen (H)1111.0887.24%
Nitrogen (N)114.0079.14%
Oxygen (O)231.99820.89%

Calculated from IUPAC standard atomic weights. Check any formula with the molar mass calculator.

Uses of dopamine

Interesting facts

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Frequently asked questions

What is the structure of Dopamine?

Dopamine is a catecholamine: a benzene ring with two neighbouring OH groups (a catechol) and a two-carbon chain ending in an NH₂ group. Its SMILES is C1=CC(=C(C=C1CCN)O)O.

What is a catecholamine?

A molecule with a catechol (benzene-1,2-diol) and an amine. Dopamine, noradrenaline and adrenaline are the main examples.

Why can't dopamine be taken as a pill for Parkinson's?

Dopamine does not cross the blood-brain barrier, so its precursor L-DOPA (levodopa) is used instead.

What is the chemical formula and molar mass of Dopamine?

Dopamine is C8H11NO2 with a molar mass of 153.18 g/mol. It contains 22 atoms: 8 carbon, 11 hydrogen, 1 nitrogen, 2 oxygen.

What is the IUPAC name of Dopamine?

The IUPAC name is 4-(2-aminoethyl)benzene-1,2-diol.

How do I draw Dopamine?

Open the MolDraw editor, paste the SMILES C1=CC(=C(C=C1CCN)O)O or type "Dopamine" in name search, and the structure is drawn for you. You can then export it as PNG, SVG, MOL or CDXML.

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