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Merck
CN

SMB00378

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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线性分子式:
CH2=CHCH2SSCH2CH=CH2
化学文摘社编号:
分子量:
146.27
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
EC Number:
218-548-6
Beilstein/REAXYS Number:
1699241
MDL number:
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biological source

Allium sativum L.

InChI

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

InChI key

PFRGXCVKLLPLIP-UHFFFAOYSA-N

SMILES string

C=CCSSCC=C

vapor density

>5 (vs air)

vapor pressure

1 mmHg ( 20 °C)

assay

≥98% (HPLC)

form

oil

color

colorless to yellow

refractive index

n20/D 1.541 (lit.)

bp

180-195 °C (lit.)

density

1.008 g/mL at 25 °C (lit.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

Quality Level

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General description

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。

Application

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

Biochem/physiol Actions

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。

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

存储类别

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

wgk

WGK 3

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup


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Lan Yi et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 57, 362-370 (2013-04-16)
Considerable evidence in recent years suggests that garlic has anti-proliferative effects against various types of cancer. Garlic contains water-soluble and oil-soluble sulfur compounds. Oil-soluble compounds such as diallyl sulfide (DAS), diallyl disulfide (DADS), diallyl trisulfide (DATS) and ajoene are more
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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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.
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