Secoisolariciresinol

Names

[ Name ]:
Secoisolariciresinol

[Synonym ]:
(2R,3R)-2,3-Bis(4-hydroxy-3-methoxybenzyl)-1,4-butanediol
(2R,3R)-2,3-Bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diol
1,4-Butanediol, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (2R,3R)-
EINECS 249-599-2
(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
Arbo 8
secoisolariciresinol
(2R*,3R*)-2,3-Bis(4-hydroxy-3-methoxybenzyl)-1,4-butanediol
Seco-iso-lariciresinol
Flaxseeds extract

Biological Activity

[Description]:

Secoisolariciresinol, isolated from water extract of silver fir (Abies alba) wood, is a lignan, a type of phenylpropanoids.

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Eva Tavčar Benković, et al. Identification, in vitro and in vivo Antioxidant Activity, and Gastrointestinal Stability of Lignans from Silver Fir (Abies alba) Wood Extract. Journal of Wood Chemistry and Technology. 2017 Jan, 467-477.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
609.1±55.0 °C at 760 mmHg

[ Melting Point ]:
112-114ºC

[ Molecular Formula ]:
C₂₀H₂₆O₆

[ Molecular Weight ]:
362.417

[ Flash Point ]:
322.1±31.5 °C

[ Exact Mass ]:
362.172943

[ PSA ]:
99.38000

[ LogP ]:
0.98

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.599

[ Storage condition ]:
2-8℃

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

Cytotoxic and HIF-1alpha inhibitory compounds from Crossosoma bigelovii.

J. Nat. Prod. 72(5) , 805-12, (2009)

Cytotoxicity-guided fractionation of an organic solvent extract of the plant Crossosoma bigelovii led to the discovery of a new strophanthidin glycoside (1) and two new 2-methylchromone glycosides (2 ...

Role of bifidobacteria in the activation of the lignan secoisolariciresinol diglucoside.

Appl. Microbiol. Biotechnol. 92 , 159-168, (2011)

Lignans are ubiquitous plant polyphenols, which have relevant health properties being the major phytoestrogens occurring in Western diets. Secoisolariciresinol (SECO) is the major dietary lignan mostl...

Production of secoisolariciresinol from defatted flaxseed by bacterial biotransformation.

J. Appl. Microbiol. 113(6) , 1352-61, (2012)

Secoisolariciresinol (SECO) is increasingly recognized for potential clinical application because of its preventive effects against breast and colon cancers, atherosclerosis and diabetes, and its prod...