::Flavan-3-ol

::concepts



File:Flavan-3-ol.svg
Chemical structure of Flavan-3-ol (Formula: C15H14O2, molar mass : 226.27 g/mol, exact mass: 226.09937966).
File:Epicatechin.png
Epicatechin (EC)
File:Epigallocatechin.png
Epigallocatechin (EGC)

Flavan-3-ols (sometimes referred to as flavanols) are derivatives of flavans that use the 2-phenyl-3,4-dihydro-2H-chromen-3-ol skeleton. These compounds include catechin, epicatechin gallate, epigallocatechin, epigallocatechin gallate, proanthocyanidins, theaflavins, thearubigins.

Flavanols (with an "a") are not to be confused with flavonols (with an "o"), a class of flavonoids containing a ketone group.

The single-molecule (monomer) catechin, or isomer epicatechin (see diagram), adds four hydroxyls to flavan-3-ol, making building blocks for concatenated polymers (proanthocyanidins) and higher order polymers (anthocyanidins).<ref name="ReferenceA">OPC in Practice, 1995 3rd Edition, by Bert Schwitters in collaboration with Prof. Jack Masquelier.</ref>

Flavanols possess two chiral carbons, meaning four diastereoisomers occur for each of them.

Catechins are distinguished from the yellow, ketone-containing flavonoids such as quercitin and rutin, which are called flavonols. Early use of the term bioflavonoid was imprecisely applied to include the flavanols, which are distinguished by absence of ketone(s). Catechin monomers, dimers, and trimers (oligomers) are colorless. Higher order polymers, anthocyanidins, exhibit deepening reds and become tannins.<ref name="ReferenceA"/>


Flavan-3-ol sections
Intro  Sources of catechins   Catechin and the gallates    Biosynthesis of (-)-epicatechin   Potential health effects of catechins   Aglycones    Analysis    Other uses    References   

PREVIOUS: IntroNEXT: Sources of catechins
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Title::health    Gallate::journal    Which::first    Catechin::catechin    Health::volume    Issue::approved

File:Flavan-3-ol.svg
Chemical structure of Flavan-3-ol (Formula: C15H14O2, molar mass : 226.27 g/mol, exact mass: 226.09937966).
File:Epicatechin.png
Epicatechin (EC)
File:Epigallocatechin.png
Epigallocatechin (EGC)

Flavan-3-ols (sometimes referred to as flavanols) are derivatives of flavans that use the 2-phenyl-3,4-dihydro-2H-chromen-3-ol skeleton. These compounds include catechin, epicatechin gallate, epigallocatechin, epigallocatechin gallate, proanthocyanidins, theaflavins, thearubigins.

Flavanols (with an "a") are not to be confused with flavonols (with an "o"), a class of flavonoids containing a ketone group.

The single-molecule (monomer) catechin, or isomer epicatechin (see diagram), adds four hydroxyls to flavan-3-ol, making building blocks for concatenated polymers (proanthocyanidins) and higher order polymers (anthocyanidins).<ref name="ReferenceA">OPC in Practice, 1995 3rd Edition, by Bert Schwitters in collaboration with Prof. Jack Masquelier.</ref>

Flavanols possess two chiral carbons, meaning four diastereoisomers occur for each of them.

Catechins are distinguished from the yellow, ketone-containing flavonoids such as quercitin and rutin, which are called flavonols. Early use of the term bioflavonoid was imprecisely applied to include the flavanols, which are distinguished by absence of ketone(s). Catechin monomers, dimers, and trimers (oligomers) are colorless. Higher order polymers, anthocyanidins, exhibit deepening reds and become tannins.<ref name="ReferenceA"/>


Flavan-3-ol sections
Intro  Sources of catechins   Catechin and the gallates    Biosynthesis of (-)-epicatechin   Potential health effects of catechins   Aglycones    Analysis    Other uses    References   

PREVIOUS: IntroNEXT: Sources of catechins
<<>>