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(8S,8'S)-(-)-Secoisolariciresinol diglucoside is a phytoestrogenic lignan derived from various plants, such as flaxseed, sesame, and whole grains. It is known for its potential health benefits, particularly due to its estrogen-like effects and its potential in preventing chronic diseases.

257930-74-8

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257930-74-8 Usage

Uses

Used in Functional Foods and Nutraceuticals:
(8S,8'S)-(-)-Secoisolariciresinol diglucoside is used as an ingredient in the functional foods and nutraceuticals industry for its potential health benefits. (8S,8'S)-(-)-secoisolariciresinol diglucoside exhibits estrogen-like effects, which may help in preventing chronic diseases and promoting overall health.
Used in Cardiovascular Disease Prevention:
In the healthcare industry, (8S,8'S)-(-)-secoisolariciresinol diglucoside is used as a preventive agent for cardiovascular diseases. Studies have shown that it may have protective effects against such conditions, making it a valuable addition to heart-healthy diets and supplements.
Used in Cancer Prevention:
(8S,8'S)-(-)-Secoisolariciresinol diglucoside is also used as a preventive agent in the fight against breast cancer. Its estrogen-like effects and antioxidant properties contribute to its potential role in reducing the risk of developing this type of cancer.
Used in Menopause Management:
In the pharmaceutical industry, (8S,8'S)-(-)-secoisolariciresinol diglucoside is used as a natural remedy to help manage menopausal symptoms. Its estrogen-like effects may provide relief from common menopausal discomforts, such as hot flashes and mood swings.
Used in Bone Health:
Furthermore, (8S,8'S)-(-)-secoisolariciresinol diglucoside is used in the field of orthopedics and bone health to support bone density and strength. Its potential role in bone health makes it a promising candidate for the development of supplements and treatments aimed at preventing osteoporosis and other bone-related conditions.
Used in Antioxidant and Anti-Inflammatory Applications:
Lastly, (8S,8'S)-(-)-secoisolariciresinol diglucoside is utilized in the development of antioxidant and anti-inflammatory products. Its antioxidant properties can help protect cells from damage, while its anti-inflammatory effects may contribute to reducing inflammation and promoting overall health.

Check Digit Verification of cas no

The CAS Registry Mumber 257930-74-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,7,9,3 and 0 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 257930-74:
(8*2)+(7*5)+(6*7)+(5*9)+(4*3)+(3*0)+(2*7)+(1*4)=168
168 % 10 = 8
So 257930-74-8 is a valid CAS Registry Number.

257930-74-8Downstream Products

257930-74-8Relevant academic research and scientific papers

PROCESS FOR THE PREPARATION OF (S,S)-SECOISOLARICIRESINOL DIGLUCOSIDE AND (R,R)-SECOISOLARICIRESINOL DIGLUCOSIDE

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Page/Page column 10; 21, (2019/01/08)

Provided is a synthesis process for (S,S)-secoisolariciresinol diglucoside and (R,R)-secoisolariciresinol diglucoside.

PREPARATION OF (S,S)-SECOISOLARICIRESINOL DIGLUCOSIDE AND (R,R)-SECOISOLARICIRESINOL DIGLUCOSIDE

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Paragraph 00141; 00144, (2015/01/09)

The invention relates to processes for preparing (S,S)-secoisolariciresinol diglucoside and (R,R)-secoisolariciresinol diglucoside and compositions comprising the same.

Synthesis and antioxidant evaluation of (S,S)- and (R,R)- secoisolariciresinol diglucosides (SDGs)

Mishra, Om P.,Simmons, Nicholas,Tyagi, Sonia,Pietrofesa, Ralph,Shuvaev, Vladimir V.,Valiulin, Roman A.,Heretsch, Philipp,Nicolaou,Christofidou-Solomidou, Melpo

supporting information, p. 5325 - 5328 (2013/09/23)

Secoisolariciresinol diglucosides (SDGs) (S,S)-SDG-1 (major isomer in flaxseed) and (R,R)-SDG-2 (minor isomer in flaxseed) were synthesized from vanillin via secoisolariciresinol (6) and glucosyl donor 7 through a concise route that involved chromatographic separation of diastereomeric diglucoside derivatives (S,S)-8 and (R,R)-9. Synthetic (S,S)-SDG-1 and (R,R)-SDG-2 exhibited potent antioxidant properties (EC50 = 292.17 ± 27.71 μM and 331.94 ± 21.21 μM, respectively), which compared well with that of natural (S,S)-SDG-1 (EC50 = 275.24 ± 13.15 μM). These values are significantly lower than those of ascorbic acid (EC50 = 1129.32 ± 88.79 μM) and α-tocopherol (EC50 = 944.62 ± 148.00 μM). Compounds (S,S)-SDG-1 and (R,R)-SDG-2 also demonstrated powerful scavenging activities against hydroxyl [natural (S,S)-SDG-1: 3.68 ± 0.27; synthetic (S,S)-SDG-1: 2.09 ± 0.16; synthetic (R,R)-SDG-2: 1.96 ± 0.27], peroxyl [natural (S,S)-SDG-1: 2.55 ± 0.11; synthetic (S,S)-SDG-1: 2.20 ± 0.10; synthetic (R,R)-SDG-2: 3.03 ± 0.04] and DPPH [natural (S,S)-SDG-1: EC50 = 83.94 ± 2.80 μM; synthetic (S,S)-SDG-1: EC50 = 157.54 ± 21.30 μM; synthetic (R,R)-SDG-2: EC50 = 123.63 ± 8.67 μM] radicals. These results confirm previous studies with naturally occurring (S,S)-SDG-1 and establish both (S,S)-SDG-1 and (R,R)-SDG-2 as potent antioxidants and free radical scavengers for potential in vivo use.

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