CAS 158932-33-3

Secoisolariciresinol diglucoside

Description:

Secoisolariciresinol diglucoside (SDG) is a lignan compound primarily found in flaxseed, but also present in other plant sources such as sesame seeds and whole grains. It is a glycoside, meaning it consists of a sugar moiety attached to a non-sugar component, in this case, secoisolariciresinol. SDG is known for its potential health benefits, including antioxidant properties and possible roles in reducing the risk of certain diseases, such as cardiovascular diseases and cancers. The compound is also studied for its ability to modulate estrogen metabolism, which may have implications for hormone-related conditions. In terms of physical characteristics, SDG is typically a white to off-white powder, soluble in water and organic solvents to varying degrees. Its stability can be influenced by factors such as temperature and pH. As a dietary component, it is often consumed through flaxseed oil or supplements, contributing to its growing interest in nutritional and medicinal research.

Formula: C₃₂H₄₆O₁₆

InChI: InChI=1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3/t17-,18-,23+,24+,25+,26+,27-,28-,29+,30+,31+,32+/m0/s1

InChI key: InChIKey=SBVBJPHMDABKJV-PGCJWIIOSA-N

SMILES: [C@H]([C@@H](CC1=CC(OC)=C(O)C=C1)CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)(CC3=CC(OC)=C(O)C=C3)CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O

Synonyms:

• (2R,3R)-2,3-Bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-β-<span class="text-smallcaps">D</span>-glucopyranoside
• (R,R)-Secoisolariciresinol diglucoside
• SDG
• Secoisolariciresinol diglucoside
• Secoisolariciresinol diglycoside
• Secoisolarisiresinol diglucoside
• β-<span class="text-smallcaps">D</span>-Glucopyranoside, (2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-
• β-<span class="text-smallcaps">D</span>-Glucopyranoside, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-, [R-(R*,R*)]-
• β-D-Glucopyranoside, 2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-, [R-(R*,R*)]-
• β-D-Glucopyranoside, (2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-
• (2R,3R)-2,3-Bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl bis-β-D-glucopyranoside

Secoisolariciresinol Diglucoside

CAS: 158932-33-3

Formula: C₃₂H₄₆O₁₆

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 686.70

Ref: 3B-E1451

SECO-ISOLARICIRESINOL DIGLUCOSIDE

CAS: 158932-33-3

Formula: C₃₂H₄₆O₁₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 686.6980

Ref: IN-DA00AP44

Secoisolariciresinol diglucoside

CAS: 158932-33-3

Secoisolariciresinol diglucoside

Purity: ≥98%

Molecular weight: 686.704g/mol

Ref: 54-BUP06527

Secoisolariciresinol Diglucoside

CAS: 158932-33-3

Formula: C₃₂H₄₆O₁₆

Molecular weight: 686.70

Ref: 7W-GY1913

Secoisolariciresinol Diglucoside

CAS: 158932-33-3

Formula: C₃₂H₄₆O₁₆

Purity: 95%~99%

Molecular weight: 686.704

Ref: BP-BP1281

(R, R)-Secoisolariciresinol diglucoside

CAS: 158932-33-3

Secoisolariciresinol diglucoside (LGM2605) was cytoprotective in an in vitro model of iron overload-induced redox-inflammatory damage.

Formula: C₃₂H₄₆O₁₆

Purity: 98.79% - >99.99%

Color and Shape: Solid

Molecular weight: 686.7

Ref: TM-T3415

rac-Secoisolariciresinol Diglucoside-d4

CAS: 158932-33-3

Formula: C₃₂H₄₂D₄O₁₆

Molecular weight: 690.73

Ref: 4Z-S-148006

rac-Secoisolariciresinol Diglucoside

CAS: 158932-33-3

Formula: C₃₂H₄₆O₁₆

Molecular weight: 686.70

Ref: 4Z-S-148005

Secoisolariciresinol diglucoside

CAS: 158932-33-3

Natural glycoside

Formula: C₃₂H₄₆O₁₆

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 686.71

Ref: 5G-80533

rac Secoisolariciresinol Diglucoside

Controlled Product

CAS: 158932-33-3

Applications Secoisolariciresinol diglucoside (SDG) is a lignan found in flaxseed and is an emerging source in the functional food area. Flaxseed is the richest source of the lignan secoisolariciresinol diglucoside (SDG). SDG metabolites may protect against CVD and the metabolic syndrome by reducing lipid and glucose concentration, lowering blood pressure, and decreasing oxidative stress and inflammation.
References Lucas, E., et al.: J. Clin. Endocrinol Metab., 87, 1527 (2002), Choo, W., et al.: J. Food Compost. Anal., 20, 202 (2007), Sicilia, T., et al.: J. Agric. Food Chem., 51, 1181 (2003),

Formula: C₃₂H₄₆O₁₆

Color and Shape: Neat

Molecular weight: 686.70

Ref: TR-S239510

rac Secoisolariciresinol Diglucoside-d4

Controlled Product

CAS: 158932-33-3

Formula: C₃₂D₄H₄₂O₁₆

Color and Shape: Neat

Molecular weight: 690.723

Ref: TR-S239512

Secoisolariciresinol hydrochloride

CAS: 158932-33-3

Secoisolariciresinol hydrochloride is a synthetic form of lignan, which is a type of phytoestrogen. It is derived primarily from the seeds of the flax plant, known for its high lignan content. The compound functions by mimicking or modulating the action of estrogens due to its phytoestrogenic structure, which enables it to bind to estrogen receptors in the body. This interaction influences various biological processes, contributing to its antioxidant and potential cardioprotective effects.

Formula: C₃₂H₄₆O₁₆

Purity: Min. 95%

Molecular weight: 686.7 g/mol

Ref: 3D-IGA93233