Pinoresinol

Pinoresinol
Names
	IUPAC names (+) form: 4-[(3S,3aR,6S,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol; (7α,7′α,8α,8′α)-3,3′-dimethoxy-7,9′:7′,9-diepoxylignane-4,4′-diol;
	Other names (+)-Pinoresinol; (-)-Pinoresinol
Identifiers
CAS Number	487-36-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL487611 ;
ChemSpider	66116 ;
KEGG	C05366 ;
PubChem CID	73399;
UNII	V4N1UDY811 ;
CompTox Dashboard (EPA)	DTXSID20964099 ;
	InChI InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1 Key: HGXBRUKMWQGOIE-AFHBHXEDSA-N ; InChI=1/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1 Key: HGXBRUKMWQGOIE-AFHBHXEDBE;
	SMILES COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC)O;
Properties
Chemical formula	C20H22O6
Molar mass	358.38 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pinoresinol is a tetrahydrofuran lignan found in Styrax sp., Forsythia suspensa, and in Forsythia koreana. It is also found in the caterpillar of the cabbage butterfly, Pieris rapae where it serves as a defence against ants.

In food, it is found in sesame seed, in Brassica vegetables and in olive oil. Pinoresinol has also been found to be toxic to larvae of the milkweed bug Oncopeltus fasciatus and of the haematophagous insect Rhodnius prolixus, which is a vector of chagas disease.

Currently, pinoresinol is isolated from plants with low efficiency and low yield.