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SHEET /vs/adenosine-vs-caffeine · COMPARISON

Adenosine vs Caffeine: what is the difference?

AdenosineC10H13N5O4 CaffeineC8H10N4O2

How they differ

from source

These two are not alternatives, they are opponents, and that is the whole reason the pair is interesting. Adenosine is a molecule your body makes continuously while you are awake, and as it accumulates and settles onto its receptors, you feel more and more like sleeping. Caffeine happens to fit those same receptors closely enough to occupy them without switching them on, so the sleepiness signal keeps being sent and stops being heard. Nothing is added by the coffee: the alertness is the absence of a message. When the caffeine clears, the adenosine that piled up in the meantime is still there and lands all at once, which is what an afternoon crash actually is. Their structures show the family resemblance, both purines, adenosine carrying a whole ribose sugar that caffeine lacks.

Side by side

 AdenosineCaffeine
FormulaC10H13N5O4C8H10N4O2
Molecular weight267.24 g/mol194.19 g/mol
FamilyNucleobasesPlant alkaloids, Stimulants
Everyday groupBodyFood & flavor
Functional groupsAlcohols, Amines, Ethersnot recorded
GHS signal wordThe supplier-filed hazard label, not a statement about ordinary use.WarningDanger
LD50A single acute animal measure. It ranks nothing about human safety.500 mg/kg (other, mouse)192 mg/kg (oral, rat)
Half-lifenot recorded5 h
Found innot recordedCoffee, Tea, Chocolate, Cocoa, Soft drinks
CAS number58-61-758-08-2
PubChem CID609612519

Common questions

What is the difference between Adenosine and Caffeine?
These two are not alternatives, they are opponents, and that is the whole reason the pair is interesting. Adenosine is a molecule your body makes continuously while you are awake, and as it accumulates and settles onto its receptors, you feel more and more like sleeping. Caffeine happens to fit those same receptors closely enough to occupy them without switching them on, so the sleepiness signal keeps being sent and stops being heard.
Is Adenosine bigger than Caffeine?
Adenosine is the heavier molecule, 267.24 g/mol against 194.19 g/mol for Caffeine. Adenosine is C10H13N5O4 and Caffeine is C8H10N4O2.

Read the full records: Adenosine and Caffeine.