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Compound library · Biosynthetic pathways

Phenylpropanoid pathway

Plants build them around a six-carbon aromatic ring

9 compounds in the library

Volatility band
150 °CTop Middle > 290 °CBase

9 compounds follow this pathway Right of it are compounds heavier than the essential-oil range — they remain after the main axis has run out.

The plant’s second pathway, starting from the amino acid phenylalanine. The products always have a six-carbon benzene ring, usually with a three-carbon chain — hence the name.

This is the source of most rich spice smells: eugenol in clove, cinnamaldehyde in cinnamon, anethole in star anise. It is also the source of vanillin and of the rose note of 2-phenylethanol.

One easy mistake: indole and methyl anthranilate are also aromatic rings made by the plant, but they follow the anthranilate branch rather than passing through phenylalanine. The telltale sign is the nitrogen atom — no phenylpropanoid has one.

The same pathway produces lignin — the substance that makes wood hard. That is why, when wood burns, the breakdown products carry the unmistakable mark of phenylpropanoids.

Compounds that follow this pathway

CompoundChemical familyBoiling pointThreshold
Benzyl acetate Esters 213 °C 200 ppb
2-Phenylethanol Alcohols 219 °C —
Methyl salicylate Esters 222 °C 40 ppb
trans-Anethole Other compounds 234 °C —
Cinnamaldehyde Aldehydes 248 °C —
Eugenol Phenols 254 °C 8 ppb
Methyl cinnamate Esters 263 °C —
Vanillin Aldehydes 285 °C 50 ppb
Coumarin Lactones 301 °C —

Three axes, three questions

This library classifies compounds along three axes, and each answers a different question.

Boiling point tells you when you smell a compound — early or late on the smelling strip. Chemical family tells you how it behaves — stable or fragile, and how to recognise it on an analysis. Biosynthetic pathway tells you where it comes from.

The third axis is the explanatory one. The other two describe how compounds cluster into groups; this one says why they cluster that way.