S0202
Secoisolariciresinol diglucoside
≥97% (HPLC)
Synonym(s):
SDG
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About This Item
Empirical Formula (Hill Notation):
C32H46O16
CAS Number:
Molecular Weight:
686.70
UNSPSC Code:
12352205
NACRES:
NA.25
Product Name
Secoisolariciresinol diglucoside, ≥97% (HPLC)
SMILES string
O3[C@H]([C@@H]([C@H]([C@@H]([C@H]3CO)O)O)O)O.O(C)c1c(ccc(c1)C[C@H]([C@H](CO)Cc2cc(c(cc2)O)OC)CO)O
InChI
1S/C20H26O6.C6H12O6/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;7-1-2-3(8)4(9)5(10)6(11)12-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3;2-11H,1H2/t15-,16-;2-,3-,4+,5-,6-/m01/s1
InChI key
MJYQFWSXKFLTAY-OVEQLNGDSA-N
assay
≥97% (HPLC)
form
powder
storage condition
protect from light
color
white to off-white
solubility
H2O: 1 mg/mL, clear, colorless
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
Secoisolariciresinol diglucoside is a phytochemical present in flax, sunflower, sesame and pumpkin seeds. It is a precursor of mammal lignans and a phytoestrogen. Secoisolariciresinol diglucoside has been shown to have antioxidant and cardioprotective properties.
Secoisolariciresinol diglucoside (SDG) a metal-chelating ligand, that displays antiproliferative and proapoptotic effects in breast cancer cells. It elicits reno-protective properties against cadmium-induced nephrotoxicity in rats. SDG is a potent anti-inflammatory agent which prevents the interaction of blood-brain-barrier with inflammatory cells and protects against neuroinflammatory diseases. It is also an excellent anti-diabetic agent.
General description
Secoisolariciresinol diglucoside (SDG) is one of the essential dietary lignans found in flaxseed. It has an oligomeric structure.
Application
- Supplementing flaxseed meal with sucrose, flaxseed oil, or both: Effect on milk enterolactone, ruminal microbiota profile, production performance, and nutrient utilization in dairy cows.: This study explores the effects of secoisolariciresinol diglucoside (SDG) from flaxseed meal on milk production, enterolactone levels, and the ruminal microbiota profile in dairy cows, highlighting its role in improving nutrient utilization and production performance (Ghedini CP et al., 2024).
- Successful Outcome of a Patient with Concomitant Pancreatic and Renal Carcinoma Receiving Secoisolariciresinol Diglucoside Therapy Alone: A Case Report.: This case report documents a patient with pancreatic and renal carcinoma treated solely with SDG, showcasing its potential therapeutic effects in oncology and highlighting a novel application in cancer treatment (Wu H et al., 2024).
- Linagliptin and secoisolariciresinol diglucoside attenuate hyperlipidemia and cardiac hypertrophy induced by a high-methionine diet in rats via suppression of hyperhomocysteinemia-induced endoplasmic reticulum stress.: This study demonstrates the combined therapeutic effects of SDG and linagliptin in reducing hyperlipidemia and cardiac hypertrophy, highlighting its potential in cardiovascular health applications (Jalal IA et al., 2023).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Melpo Christofidou-Solomidou et al.
Radiation research, 178(6), 568-580 (2012-10-31)
While dietary wholegrain Flaxseed (FS) has potent anti-inflammatory, anti-fibrotic and antioxidant properties in murine models of acute and chronic lung injury, the main bioactive ingredient that contributes to these protective effects remains unknown. This study evaluated the lignan complex of
Sadiq S Moree et al.
Molecular and cellular biochemistry, 373(1-2), 179-187 (2012-10-31)
The present study was designed to evaluate the in vitro and in vivo ameliorative antioxidant potential of secoisolariciresinol diglucoside (SDG). In vitro antioxidant activity of synthetic SDG was carried out using DPPH, reducing power potency, and DNA protection assays. Wistar
Tareq Aqeel et al.
Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS), 61, 126552-126552 (2020-05-24)
Cadmium is a well known environmental pollutant and strong toxic heavy metal, that causes oxidative damage to various organs of the body, including the kidney. Cadmium (II) chloride (CdCl2) is a water-soluble crystalline form, which exhibits a higher affinity with
Sadiq S Moree et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 20(3-4), 237-245 (2012-12-29)
Diabetes mellitus is a chronic metabolic disorder characterized by hyperglycaemia. Its complications such as neuropathy, cardiopathy, nephropathy, and micro and macro vascular diseases are believed to be due to the increase in oxidative stress and decrease in the level of
Hélène V Petit et al.
The Journal of dairy research, 76(3), 257-264 (2009-03-03)
A total of 24 lactating Holstein cows averaging 620 (SE=29) kg of body weight were allotted at week 17 of lactation to eight groups of three cows blocked for similar days in milk to determine the effects of feeding two
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