Glycinol is a

pterocarpan Pterocarpans are derivatives of isoflavonoids found in the family Fabaceae. It is a group of compounds which can be described as benzo-pyrano-furano-benzenes (i.e. 6''H''- enzofuro,2-chromene skeleton) which can be formed by coupling of the B rin ...

, a type of natural phenol. It is a

phytoalexin Phytoalexins are antimicrobial substances, some of which are antioxidative as well. They are defined, not by their having any particular chemical structure or character, but by the fact that they are defensively synthesized ''de novo'' by plants th ...

found in the

soybean The soybean, soy bean, or soya bean (''Glycine max'') is a species of legume native to East Asia, widely grown for its edible bean, which has numerous uses. Traditional unfermented food uses of soybeans include soy milk, from which tofu ...

(''Glycine max''). It is formed by the cyclisation of

daidzein Daidzein (7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one) is a naturally occurring compound found exclusively in soybeans and other legumes and structurally belongs to a class of compounds known as isoflavones. Daidzein and other isoflavones a ...

. More recent literature supports that glycinol has potent phytoestrogenic activity. The so-called

osteogenesis Osteoblasts (from the Greek combining forms for "bone", ὀστέο-, ''osteo-'' and βλαστάνω, ''blastanō'' "germinate") are cells with a single nucleus that synthesize bone. However, in the process of bone formation, osteoblasts functio ...

that is causes is postulated to be a preventative factor for osteoporosis. It can be synthethised chemically and possesses two chiral centers. Glycinol is the direct precursor of

glyceollin Glyceollins are a family of prenylated pterocarpans found in ineffective types of nodule in soybean in response to symbiotic infection. It possesses two chiral centers and can be asymmetrically synthesized chemically at a gram level scale. Mol ...

s through the action of a

prenyltransferase Prenyltransferases (PTs) are a class of enzymes that transfer allylic prenyl groups to acceptor molecules. Prenyl transferases commonly refer to isoprenyl diphosphate syntheses (IPPSs). Prenyltransferases are a functional category and include seve ...

. Experiments show that the 6a oxygen of glycinol is derived from

molecular oxygen There are several known allotropy, allotropes of oxygen. The most familiar is oxygen, molecular oxygen (O2), present at significant levels in Atmosphere of Earth, Earth's atmosphere and also known as dioxygen or triplet oxygen. Another is the hig ...

References

Pterocarpans Phytoalexins {{aromatic-stub