Arctiin

Arctiin
Names
	IUPAC name (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-{[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl}oxolan-2-one
Identifiers
CAS Number	20362-31-6 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL388452 ;
ChemSpider	90827 ;
KEGG	C16915 ;
MeSH	arctigenin
PubChem CID	100528;
UNII	TM5RQ949K7 ;
CompTox Dashboard (EPA)	DTXSID20942519 ;
	InChI InChI=1S/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16-17,22-25,27-31H,8-9,12-13H2,1-3H3/t16-,17+,22+,23+,24-,25+,27+/m0/s1 Key: XOJVHLIYNSOZOO-SWOBOCGESA-N ; InChI=1/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16-17,22-25,27-31H,8-9,12-13H2,1-3H3/t16-,17+,22+,23+,24-,25+,27+/m0/s1 Key: XOJVHLIYNSOZOO-SWOBOCGEBY;
	SMILES O=C2OC[C@H](Cc1ccc(OC)c(OC)c1)[C@H]2Cc4ccc(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO)c(OC)c4;
Properties
Chemical formula	C27H34O11
Molar mass	534.558 g·mol−1
Melting point	110 to 112 °C (230 to 234 °F; 383 to 385 K)
	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

Arctiin is a lignan found in many plants of the family Asteraceae, particularly the greater burdock (Arctium lappa) and Centaurea imperialis, and in Trachelospermum asiaticum, Saussurea heteromalla,^[1] and Forsythia viridissima.^[2] It is the glucoside of arctigenin.

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Arctiin and arctigenin have shown anticancer effects in animal research.^{[citation needed]} They have been found to act as agonists of the adiponectin receptor 1.^[3]

References