CAS 29388-59-8: (-)-Secoisolariciresinol
Description:(-)-Secoisolariciresinol is a lignan, a type of polyphenolic compound, primarily found in various plants, particularly in flaxseeds, sesame seeds, and whole grains. It is known for its antioxidant properties and potential health benefits, including anti-inflammatory and anticancer effects. The compound has a chiral center, resulting in its designation as "(-)" indicating its specific stereochemistry. Its molecular structure features a dibenzylbutyrolactone skeleton, which is characteristic of many lignans. (-)-Secoisolariciresinol is often studied for its role in human health, particularly in relation to hormone-related cancers, due to its ability to modulate estrogen activity. Additionally, it is recognized for its potential to contribute to cardiovascular health by improving lipid profiles and reducing oxidative stress. The compound is soluble in organic solvents but has limited solubility in water, which can affect its bioavailability. Overall, (-)-Secoisolariciresinol represents a significant area of interest in nutritional biochemistry and pharmacology due to its diverse biological activities.
Formula:C20H26O6
InChI:InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1
InChI key:InChIKey=PUETUDUXMCLALY-HOTGVXAUSA-N
SMILES:OC1=CC=C(C=C1OC)CC(CO)C(CO)CC2=CC=C(O)C(OC)=C2
- Synonyms:
- (2R,3R)-2,3-Bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediol
- (2R,3R)-2,3-bis(4-hydroxy-3-methoxybenzyl)butane-1,4-diol
- (8R,8′R)-(-)-Secoisolariciresinol
- 1,4-Butanediol, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (2R,3R)-
- 1,4-Butanediol, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, [R-(R*,R*)]-
- 1,4-Butanediol, 2,3-divanillyl-, (-)-
- Ccris 7790
- Knotolan
- Secoisolariciresinol
- Secoisolarisiresinol
- See more synonyms
- seco-Isolariciresinol
- (R-(R*,R*))-2,3-Bis((4-hydroxy-3-methoxyphenyl)methyl)butane-1,4-diol