From Wikipedia, the free encyclopedia
Arctiin
|
| Names
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| IUPAC name
(3
R
,4
R
)-4-[(3,4-dimethoxyphenyl)methyl]-3-{[3-methoxy-4-[(2
S
,3
R
,4
S
,5
S
,6
R
)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl}oxolan-2-one
|
| Identifiers
|
|
|
|
|
|
|
| ChEMBL
|
|
| ChemSpider
|
|
| KEGG
|
|
| MeSH
|
arctigenin
|
|
|
|
| UNII
|
|
|
|
|
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
 Y
Key: XOJVHLIYNSOZOO-SWOBOCGESA-N
Y
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
|
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
|
|
|
C
27
H
34
O
11
|
| 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).
|
Chemical compound
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
[
edit
]
- ^
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
.
50B
. India: NISCAIR-CSIR: 624.
ISSN
0975-0983
.
Retrieved on April 25, 2011.
- ^
David J. Triggle; C. R. Ganellin; F. MacDonald (1996).
Dictionary of Pharmacological Agents
. Vol. 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
[
edit
]
- Arctiin
entry in the public domain NCI Dictionary of Cancer Terms
This article incorporates
public domain material
from
Dictionary of Cancer Terms
.
U.S. National Cancer Institute
.
