Hydroxymatairesinol (HMR) is a lignan found in Norway spruce (Picea abies).[1] It is an enterolactone precursor with anticancer activities. In rats, HMR decreased the volume of induced tumours and stabilised established tumours, as well as preventing the development of new tumours.[1] It has also shown anti-oxidant properties in vitro.[1]
Names | |
---|---|
IUPAC name
(7′S,8β,8′α)-4,4′,7′-Trihydroxy-3,3′-dimethoxylignano-9,9′-lactone
| |
Systematic IUPAC name
(3R,4R)-4-[(S)-Hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one | |
Identifiers | |
| |
3D model (JSmol)
|
|
ChEMBL |
|
ChemSpider |
|
PubChem CID
|
|
UNII |
|
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C20H22O7 | |
Molar mass | 374.389 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
|
HMR's chemical structure is similar to matairesinol.[2] At high concentrations, HMR has estrogenic properties, which are considerably weaker than those of estradiol.[2]