Hydroxymatairesinol

Hydroxymatairesinol
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
CAS Number	20268-71-7 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL513565;
ChemSpider	9123982;
PubChem CID	10948757;
UNII	6F59EK4QQH;
CompTox Dashboard (EPA)	DTXSID70942387 ;
	InChI InChI=1S/C20H22O7/c1-25-17-8-11(3-5-15(17)21)7-13-14(10-27-20(13)24)19(23)12-4-6-16(22)18(9-12)26-2/h3-6,8-9,13-14,19,21-23H,7,10H2,1-2H3/t13-,14+,19-/m1/s1 Key: UKHWOLNMBQSCLJ-BIENJYKASA-N; InChI=1/C20H22O7/c1-25-17-8-11(3-5-15(17)21)7-13-14(10-27-20(13)24)19(23)12-4-6-16(22)18(9-12)26-2/h3-6,8-9,13-14,19,21-23H,7,10H2,1-2H3/t13-,14+,19-/m1/s1 Key: UKHWOLNMBQSCLJ-BIENJYKABV;
	SMILES COC1=C(C=CC(=C1)C[C@@H]2[C@H](COC2=O)[C@@H](C3=CC(=C(C=C3)O)OC)O)O;
Properties
Chemical formula	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

Hydroxymatairesinol (HMR) is a lignan found in Norway spruce (Picea abies). 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. It has also shown anti-oxidant properties in vitro.

HMR's chemical structure is similar to matairesinol. At high concentrations, HMR has estrogenic properties, which are considerably weaker than those of estradiol.