Every tryptamine shares the same indole backbone. The differences are in the side chains.
Serotonin
5-HT · 5-Hydroxytryptamine
The mood regulator. Present in every animal brain, gut lining, and blood platelet. 95% of it lives in your gut. The foundation of the family.
Endogenous
Melatonin
N-Acetyl-5-methoxytryptamine
The sleep keeper. Synthesized from serotonin in the pineal gland when darkness falls. Also found in plants, fungi, and bacteria.
Endogenous
DMT
N,N-Dimethyltryptamine
The mystery. Found endogenously in mammalian brains, lungs, and blood. Produced by plants across the tropics. The most widespread psychedelic in nature.
Endogenous
Plant
Psilocybin
4-Phosphoryloxy-DMT
The healer. Prodrug that converts to psilocin in the body. Found in 200+ mushroom species. Currently in Phase II trials for depression and PTSD.
Fungal
5-MeO-DMT
5-Methoxy-N,N-dimethyltryptamine
The ego dissolver. Found in the Sonoran Desert toad and several plant species. Often described as the most powerful psychedelic experience possible.
Endogenous
Plant / Animal
Bufotenin
5-HO-DMT · 5-Hydroxydimethyltryptamine
The ancient one. Found in toad secretions, seeds, and mushrooms. Used ceremonially for millennia. Structurally, serotonin with two extra methyl groups.
Plant / Animal
Tryptophan
Essential Amino Acid
The ancestor. The essential amino acid from which all tryptamines descend. Present in every protein you eat. Your body cannot make it — it must come from food.
Essential
Foxy
5-MeO-DiPT · 5-Methoxy-diisopropyltryptamine
The sensory amplifier. Enhances tactile sensation and auditory perception. Known for its unique body-focused effects among the tryptamine family.
Synthetic
Moxy
5-MeO-MiPT · 5-Methoxy-methylisopropyltryptamine
The empath. Warm, social, heart-opening. Combines mild visuals with deep emotional connection. Sometimes called the love tryptamine.
Synthetic