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Dopamine vs Norepinephrine: what is the difference?

Norepinephrine is made from dopamine by adding one hydroxyl group; dopamine dominates reward and movement, norepinephrine arousal and attention.

One hydroxyl group apart.

DopamineC8H11NO2Highlighted: the carbon where norepinephrine carries its hydroxyl group.
NorepinephrineC8H11NO3Highlighted: the hydroxyl group and its carbon.
Sources and notes
  • The sentence under the titlefrom sourceMoleculeFinder comparison notesThe pair's answer line.
  • The two drawingscomputedMoleculeFinder rule (RDKit MCS)Drawn the same way round on the skeleton they share; the amber marks where the two differ.
  • The captionfrom sourceMoleculeFinder curated
  • What is highlightedfrom sourceMoleculeFinder curatedOne line under each drawing, written from the atoms the amber marks.
  • Structural similaritycomputedRDKit Morgan/Tanimoto0.42 of 1, a Morgan fingerprint Tanimoto coefficient. It measures shape, not effect.

Side by side

 DopamineNorepinephrine
Molecular weightCalculated PubChem153.18 g/molC8H11NO2169.18 g/molC8H11NO3
Hydrogen-bond donorsCalculated PubChem34
FamilyEditorial MoleculeFinder curatedNeurotransmittersNeurotransmitters
Everyday groupEditorial MoleculeFinder curatedBodyBody
Chemical groupsCalculated Found by rule (RDKit)Amines, Aromatics, PhenolsAlcohols, Amines, Aromatics, Phenols
Hazard labelReported ECHA via PubChemWarningDanger
The supplier-filed hazard label's signal word, not a statement about ordinary use.
LD50Measured HSDB via PubChem59 mg/kgpure dopamine, mouse, intravenous20 mg/kgpure norepinephrine, mouse, oral
A single acute animal measure, here by two different routes. It ranks nothing about human safety.
Sources and notes
  • Molecular weightcomputedPubChemComputed from the structure; the formula is under each weight.
  • Hydrogen-bond donorscomputedPubChemThe hydrogens on nitrogen or oxygen that each molecule can lend to a hydrogen bond, counted from its structure.
  • Familyfrom sourceMoleculeFinder curated
  • Everyday groupfrom sourceMoleculeFinder curated
  • Chemical groupscomputedFound by rule (RDKit)Each group is found in the structure by a chemical pattern.
  • Hazard labelfrom sourceECHA via PubChem
  • LD50from sourceHSDB via PubChem
  • ECHAfrom sourceAttributionSource: European Chemicals Agency, echa.europa.eu.
  • Identifiersfrom sourcePubChemPubChem CID 681 (Dopamine) and 439260 (Norepinephrine).

In more detail

This pair is a molecule and its immediate product, C8H11NO2 against C8H11NO3, and a single enzyme makes the change. The body runs the chain tyrosine to L-dopa to dopamine to norepinephrine to adrenaline, and each step is one small modification. Functionally they diverge: dopamine dominates in reward, motivation and movement circuits, and norepinephrine drives arousal, attention and the fight-or-flight response, and acts as a hormone as well as a neurotransmitter. Several medicines act on both at once, which is why stimulant drug descriptions usually name the pair together. The reported oral LD50 for norepinephrine is 20 mg/kg in mice, which makes it one of the more acutely toxic entries in this catalog.

Sources and notes
  • The paragraphfrom sourceMoleculeFinder comparison notes

Questions

What is the difference between Dopamine and Norepinephrine?
Norepinephrine is made from dopamine by adding one hydroxyl group; dopamine dominates reward and movement, norepinephrine arousal and attention.
Is Dopamine bigger than Norepinephrine?
Norepinephrine is the heavier molecule, 169.18 g/mol against 153.18 g/mol for Dopamine. Dopamine is C8H11NO2 and Norepinephrine is C8H11NO3.
Sources and notes
  • The answersfrom sourceMoleculeFinderThe first is the pair's answer line; the others are read off the table above.

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