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Merck
CN

SMB00378

Sigma-Aldrich

二烯丙基二硫

≥98% (HPLC)

别名:

烯丙基二硫醚, 二烯丙基二硫

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About This Item

线性分子式:
CH2=CHCH2SSCH2CH=CH2
CAS号:
分子量:
146.27
Beilstein:
1699241
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.25

生物来源

Allium sativum L.

质量水平

蒸汽密度

>5 (vs air)

蒸汽压

1 mmHg ( 20 °C)

检测方案

≥98% (HPLC)

形式

oil

颜色

colorless to yellow

折射率

n20/D 1.541 (lit.)

bp

180-195 °C (lit.)

密度

1.008 g/mL at 25 °C (lit.)

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

−20°C

SMILES字符串

C=CCSSCC=C

InChI

1S/C6H10S2/c1-3-5-7-8-6-4-2/h3-4H,1-2,5-6H2

InChI key

PFRGXCVKLLPLIP-UHFFFAOYSA-N

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一般描述

二烯丙基二硫(DADS)是一种油溶性挥发性有机硫化物,天然存在于大蒜(Allium sativum)中。化学结构简单,由两个硫原子与两个烯丙基连接而成。该成分是大蒜辣味的来源。

应用

二烯丙基二硫已用于:
  • 研究其对不同神经胶质瘤细胞系凋亡诱导和细胞活力的影响
  • 作为处理试剂和阳性对照,评估核因子E2相关因子(Nrf2)对乳腺癌细胞的抗炎调节作用
  • 作为可用底物,检测乙酸铅/硫化铅方法的硫化氢(H2S)生成

生化/生理作用

二烯丙基二硫是一种强效抗癌剂。可减少致癌物诱导癌症,在体内和体外模型中均具有抗增殖活性。二烯丙基二硫(DADS)可增强绿茶对高脂高糖(HF/HS)喂养小鼠的抗肥胖和抗炎活性。还具有抗氧化、抗微生物、心血管保护和神经保护活性。二烯丙基二硫(DADS)具有抗有丝分裂和抗肿瘤作用,可抑制体内结肠肿瘤性病变的有丝分裂和体外实验中结肠肿瘤细胞生长。
天然存在于大蒜中的有机硫化合物。使蒜泥发出刺鼻的气味。抗癌药物,并可能提供对心血管疾病的保护。

象形图

Skull and crossbones

警示用语:

Danger

危险分类

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

143.6 °F - closed cup

闪点(°C)

62 °C - closed cup


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Xiuxiu Song et al.
Evidence-based complementary and alternative medicine : eCAM, 2021, 5103626-5103626 (2021-11-09)
Garlic is widely accepted as a functional food and an excellent source of pharmacologically active ingredients. Diallyl disulfide (DADS), a major bioactive component of garlic, has several beneficial biological functions, including anti-inflammatory, antioxidant, antimicrobial, cardiovascular protective, neuroprotective, and anticancer activities.
Jaehoon Bae et al.
The Journal of nutritional biochemistry, 64, 152-161 (2018-12-06)
Obesity is a major problem in developed countries and a burden on social health care systems. Several epidemiological studies showed the protective effects of green tea against obesity-related diseases. Cyclic guanosine monophosphate (cGMP) acts as a mediator for the physiological
Effects of drying time on the aroma of garlic (Allium sativum L.) seasoning powder
Li Kaixuan, et al.,
Flavour and Fragrance Journal, 36(1), 99-110 (2021)
Effects of the garlic compound diallyl disulfide on the metabolism, adherence and cell cycle of HT-29 colon carcinoma cells: evidence of sensitive and resistant sub-populations.
Robert V, et al.
Carcinogenesis, 22(8), 1155-1161 (2001)
You Jeong Lee et al.
Artificial cells, nanomedicine, and biotechnology, 48(1), 948-960 (2020-06-05)
Onion (Allium cepa) extract was used for the green synthesis of gold and silver nanoparticles. Each colloidal solution exhibited surface plasmon resonance, with a peak at 532 nm for gold nanoparticles and 391 nm for silver nanoparticles. Microscopic results confirmed the presence

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