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Merck
CN

06892

Sigma-Aldrich

(+)-落叶松脂醇

≥95.0% (HPLC)

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别名:
(2S,3R,4R)-四氢-2-(4-羟基-3-甲氧基苯基)-4-[(4-羟基-3-甲氧基苯基)甲基]-3-呋喃甲醇, 4-[(2S,3R,4R)-4-[(4-羟基-3-甲氧基苯基)甲基]-3-(羟基甲基)四氢呋喃-2-基]-2-甲氧基苯基, NSC 329247
经验公式(希尔记法):
C20H24O6
CAS号:
分子量:
360.40
Beilstein:
4560057
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥95.0% (HPLC)

形式

powder

应用

metabolomics
vitamins, nutraceuticals, and natural products

SMILES字符串

COc1cc(C[C@H]2CO[C@@H]([C@H]2CO)c3ccc(O)c(OC)c3)ccc1O

InChI

1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m0/s1

InChI key

MHXCIKYXNYCMHY-AUSJPIAWSA-N

一般描述

落叶松树脂醇(LA)是一种膳食植物雌激素植物木脂素。它是许多传统草药植物和谷物中主要的活性植物化学成分之一。

应用

落叶松树脂醇可作为参考标准品:
  • 用于木脂素植物雌激素和木脂素的纯化、鉴定和分析
  • 使用高效液相色谱法(HPLC)测定松脂醇还原为落叶松树脂醇的对映体成分。
  • 使用超高效液相色谱法(UPLC)对七种黑小麦球状物中的木脂素进行定性和定量分析。

生化/生理作用

落叶松树脂醇是一种强效膳食抗氧化剂,可通过潜在螯合催化Fe2+离子来清除自由基。它对食源性病原体金黄色葡萄球菌大肠杆菌O157:H7具有抗菌效果。落叶松树脂醇是一种有效抗癌剂,可在体外抑制人HepG2细胞增殖和诱导凋亡。此外,它体内和体外研究中分别表现出抗炎和抗糖尿病的效果。

包装

无底玻璃瓶。内含物装在锥底内插管中。

象形图

Environment

警示用语:

Warning

危险声明

预防措施声明

危险分类

Aquatic Acute 1

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Hisashi Nishiwaki et al.
Journal of agricultural and food chemistry, 59(24), 13089-13095 (2011-11-10)
All stereoisomers of lariciresinol were synthesized to examine the effect of stereochemistry on plant growth. Configuration of benzylic 7-positions was constructed through S(N)1 or S(N)2 intramolecular etherification. 8- and 8'-position configurations were established from the starting material except for all
Simone Angeloni et al.
Journal of mass spectrometry : JMS, 53(9), 842-848 (2018-06-21)
Lignans are polyphenolic compounds that are considered phytoestrogens for their plant origins, and they possess different biological activities. Three different extraction methods, ie, "dilute and shoot", acidic hydrolysis, and enzymatic digestion, have been compared for extracting lignans (secoisolariciresinol (SECO), matairesinol
Bomi Hwang et al.
Biochemical and biophysical research communications, 410(3), 489-493 (2011-06-18)
Lariciresinol is an enterolignan precursor isolated from the herb Sambucus williamsii, a folk medicinal plant used for its therapeutic properties. In this study, the antifungal properties and mode of action of lariciresinol were investigated. Lariciresinol displays potent antifungal properties against
Niina M Saarinen et al.
International journal of cancer, 123(5), 1196-1204 (2008-06-06)
Lariciresinol is a dietary lignan that accounts for a significant portion of the total phytoestrogen intake from Western foods. Recent epidemiological studies suggest that high dietary intake of lignans and lariciresinol is associated with reduced breast cancer risk. However, no
Alexandrine During et al.
The Journal of nutrition, 142(10), 1798-1805 (2012-09-08)
Dietary lignans show some promising health benefits, but little is known about their fate and activities in the small intestine. The purpose of this study was thus to investigate whether plant lignans are taken up by intestinal cells and modulate

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