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Tomatine

Common Name: Tomato alkaloid

Medicinal Chemistry

Molecular Weight 1034.19
Molecular Formula C50H83NO21
IUPAC Name
alpha-Tomatine

Pharmacognosy

Biological Source

Solanum lycopersicum (Tomato leaves and stems)

Active Constituents

Tomatine

Pharmacology & Synthesis

Mechanism of Action

Binds strongly to cholesterol and ergosterol in cell membranes, disrupting fungal cell walls.

Pharmacokinetics (ADME)

A: Poorly absorbed from GI tract.
D: Acts locally in GI tract.
M: GI hydrolysis.
E: Fecal.

Pharmacodynamics

Fungicidal and broad antimicrobial properties.

Synthesis Pathway

Biosynthesized via the steroidal pathway from cholesterol.

Safety, Warnings & Interactions

Adverse Effects

Mild GI irritation (significantly less toxic than solanine).

Contraindications

Not used clinically.

Drug Interactions

None.

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