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Compound

Hydroxycinnamic acids

The family of small phenolic acids that browns a juice, and whose release from their esters supplies the raw material for every volatile phenol a cider can develop.

Also called Cinnamic acids, p-coumaric, caffeic and ferulic acids.

Class
Phenolics
Formula
Not a single molecule — see below
How often it matters
Regularly encountered

What it does in cider

How it is perceived

What the compound registers as, and at roughly what concentration. Perception is not a property of the molecule alone: sugar, tannin and carbonation all change where a threshold falls.

On threshold

Weak direct contributors. Their sensory significance lies almost entirely in what microorganisms and oxygen make of them.

Descriptors it is responsible for

Sensory records that name Hydroxycinnamic acids as a cause. Each states the perception and the mechanism behind it.

The structure it moves

Structural dimensions this compound contributes to. Direction and amount depend on concentration and on what else is in the drink; the dimensions themselves are set out in full under Sensory.
DimensionWhat it is
BitternessA taste sensed at the back of the tongue, distinct from the drying grip of astringency.
Phenolic characterSmoky, spicy, leathery or medicinal aromas that sit apart from fruit.
Oxidative characterNutty, bruised-apple, sherry-like or cardboard notes from exposure to air.

What forms it

Processes that put this compound into the drink, or increase how much of it is there.

What removes or limits it

Processes that reduce it, hold it below a threshold, or stop it forming in the first place.

Faults it is implicated in

Being implicated is not the same as being a fault. Several of the compounds on this site are ordinary constituents of a sound cider and define a named fault only above a concentration.

Organisms that produce it

Which organism is responsible usually decides whether the compound is a feature or a symptom.

About Hydroxycinnamic acids

The hydroxycinnamic acids are small, simple phenolic acids built on a three-carbon side chain: p-coumaric acid with one ring hydroxyl, caffeic acid with two, ferulic acid with one hydroxyl and one methoxyl. In apple they are present mostly not as free acids but esterified to quinic acid, chiefly as chlorogenic acid and p-coumaroylquinic acid, and the free pool in fresh juice is small.

That matters because only the free acids are usable by the organisms that turn them into volatile phenols. Dekkera bruxellensis and certain lactic acid bacteria carry a decarboxylase that removes the acid group to give a vinyl phenol, and Dekkera additionally carries a reductase that converts the vinyl compound to the corresponding ethyl phenol. The specific product depends on the specific acid: p-coumaric acid becomes 4-vinylphenol and then 4-ethylphenol, ferulic acid becomes 4-vinylguaiacol and then 4-ethylguaiacol, caffeic acid becomes 4-ethylcatechol.

The rate-limiting step in a cider is therefore usually the hydrolysis of the esters, not the microbial conversion. This is why phenolic character in cider tends to appear gradually over months of barrel maturation rather than at the moment an organism arrives, and why a cider that has spent two years in wood carries more of it than the same cider bottled at six months, given the same microbiology.

Before any of that, the same compounds are what a fresh juice browns with. Their catechol and guaiacyl rings are what polyphenol oxidase recognises, and the quinones they become drive the coupled oxidation that recruits the procyanidins into the reaction.

Related compounds

Compounds it is formed from, converted into, confused with, or routinely met alongside.

What people ask next

Questions readers ask about the things this page mentions. Each one goes to the section that answers it rather than to a page written to receive the question.

Where to go next

Sources

What this page rests on. Where a source is marked as registered rather than read, CiderHQ is recording that the body is authoritative on the subject without claiming to have worked through the document itself. See our evidence policy for what each state means.