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 ;
MeSH	arctigenin
PubChem CID	100528;
UNII	TM5RQ949K7 ;
CompTox Dashboard (EPA)	DTXSID20942519 ;
	show InChI
	show SMILES
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).
	(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.

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[]

^ Arvind Saklani; Manas Ranjan Sahoo; Prabhu Dutt Mishra; Ram Vishwakarma (2010). "Saussurea heteromalla (D. Don) Hand.-Mazz.: A new source of arctiin, arctigenin and chlorojanerin" (PDF). Indian Journal of Chemistry. India: NISCAIR-CSIR. 50B: 624. ISSN 0975-0983. Retrieved on April 25, 2011.
^ David J. Triggle; C. R. Ganellin; F. MacDonald (1996). Dictionary of Pharmacological Agents. 1. Boca Raton: Chapman & Hall/CRC. p. 172. ISBN 0-412-46630-9. Retrieved on September 14, 2008 through Google Book Search.
^ Sun Y, Zang Z, Zhong L, Wu M, Su Q, Gao X, Zan W, Lin D, Zhao Y, Zhang Z (2013). "Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay". PLOS ONE. 8 (5): e63354. Bibcode:2013PLoSO...863354S. doi:10.1371/journal.pone.0063354. PMC 3653934. PMID 23691032.

External links[]

Arctiin entry in the public domain NCI Dictionary of Cancer Terms

This article incorporates public domain material from the U.S. National Cancer Institute document: "Dictionary of Cancer Terms".

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[IJCB-1] Arvind Saklani; Manas Ranjan Sahoo; Prabhu Dutt Mishra; Ram Vishwakarma (2010). "Saussurea heteromalla (D. Don) Hand.-Mazz.: A new source of arctiin, arctigenin and chlorojanerin" (PDF). Indian Journal of Chemistry. India: NISCAIR-CSIR. 50B: 624. ISSN 0975-0983. Retrieved on April 25, 2011.

[DPA-2] David J. Triggle; C. R. Ganellin; F. MacDonald (1996). Dictionary of Pharmacological Agents. 1. Boca Raton: Chapman & Hall/CRC. p. 172. ISBN 0-412-46630-9. Retrieved on September 14, 2008 through Google Book Search.

[pmid23691032-3] Sun Y, Zang Z, Zhong L, Wu M, Su Q, Gao X, Zan W, Lin D, Zhao Y, Zhang Z (2013). "Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay". PLOS ONE. 8 (5): e63354. Bibcode:2013PLoSO...863354S. doi:10.1371/journal.pone.0063354. PMC 3653934. PMID 23691032.

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[2]

[3]

show v t Types of lignans
Lignans	Arboreol Arctigenin and Globoidnan A Gmelanone Gmelinol Gummadiol Macelignan Matairesinol Pinoresinol Pluviatilol Podophyllotoxin Secoisolariciresinol Sesamin Sesamolin Steganacin
Lignan glycosides	Arctiin Aviculin (isolariciresinol-9'-rhamnopyranoside) Secoisolariciresinol diglucoside (SDG)
Mammalian lignans (enterolignans)	Enterodiol Enterolactone Lariciresinol Hydroxymatairesinol Syringaresinol
Neolignans	Balanophonin Eusiderin Honokiol Magnolol Megaphone 4-O-Methylhonokiol
Flavonolignans	Cinchonain-Ib , , , , and Silibinin