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Key Documents

S0202

Sigma-Aldrich

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

Quality Level

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

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

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).

Biochem/physiol Actions

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.
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Alexander M Scherbakov et al.
Natural product research, 35(24), 6099-6105 (2020-10-08)
Secoisolariciresinol diglucoside (SDG) is isolated from Linum usitatissimum seeds. The antiproliferative effects of SDG (1) and its derivatives secoisolariciresinol (2) and secoisolariciresinol-4', 4″-diacetate (3) have been evaluated on MCF-7 breast cancer cells and normal breast epithelial line MCF-10A. Lignan 1
Slava Rom et al.
Journal of neuroinflammation, 15(1), 25-25 (2018-01-28)
Secoisolariciresinol diglucoside (SDG), the main lignan in flaxseed, is known for its beneficial effects in inflammation, oxidative stress, heart disease, tumor progression, atherosclerosis, and diabetes. SDG might be an attractive natural compound that protects against neuroinflammation. Yet, there are no

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