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: C([C@H]([C@@H](CC1=CC(OC)=C(O)C=C1)CO)CO)C2=CC(OC)=C(O)C=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
• seco-Isolariciresinol

1,4-Butanediol, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-, (2R,3R)-

CAS: 29388-59-8

Formula: C₂₀H₂₆O₆

Purity: 99%

Color and Shape: Solid

Molecular weight: 362.4168

Ref: IN-DA002Y87

Secoisolariciresinol

CAS: 29388-59-8

Secoisolariciresinol

Purity: 99%

Molecular weight: 362.41684g/mol

Ref: 54-BIDF1039

Secoisolariciresinol

CAS: 29388-59-8

Formula: C₂₀H₂₆O₆

Molecular weight: 362.42

Ref: 7W-GL8976

Secoisolariciresinol

CAS: 29388-59-8

Secoisolariciresinol

Purity: ≥98%

Molecular weight: 362.42g/mol

Ref: 54-BUP03014

Secoisolariciresinol

CAS: 29388-59-8

Formula: C₂₀H₂₆O₆

Purity: 95%~99%

Molecular weight: 362.422

Ref: BP-BP1280

Secoisolariciresinol

CAS: 29388-59-8

Secoisolariciresinol is an enterolignan precursor, it has antioxidant, and estrogen-like activities, it can significantly suppress triglyceride (TG)

Formula: C₂₀H₂₆O₆

Purity: 99.34% - 99.51%

Color and Shape: White Powder

Molecular weight: 362.42

Ref: TM-TN2197

(-)-Secoisolariciresinol

CAS: 29388-59-8

(-)-Secoisolariciresinol is a plant-derived lignan, which is a type of polyphenolic compound. It is predominantly sourced from flaxseeds, although it can also be found in other seeds, grains, and vegetables. The mode of action of (-)-Secoisolariciresinol involves its bioconversion into enterolignans, such as enterodiol and enterolactone, by the gut microbiota. These metabolites exhibit antioxidant properties and have weak estrogenic activities due to their structural similarity to endogenous estrogens.

Formula: C₂₀H₂₆O₆

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 362.42 g/mol

Ref: 3D-FS65512