基本情報
- CAS
2050-87-5- 標準SMILES
C=CCSSSCC=C- InChIKey
UBAXRAHSPKWNCX-UHFFFAOYSA-N- 分子式
- C6H10S3
- 平均分子量
- 178.3 g/mol
- 単同位体質量
- 177.99446384
概要
Diallyl trisulfide is an organic trisulfide that is trisulfane in which both of the hydrogens are replaced by allyl groups. A component of the essential oil of garlic and a major component of the traditional Chinese medicine allitridium, it exhibits antifungal, antitumour and antioxidant activity. It has a role as an antioxidant, an insecticide, an antineoplastic agent, a vasodilator agent, an antilipemic drug, an antiprotozoal drug, a platelet aggregation inhibitor, an estrogen receptor antagonist, an anti-inflammatory agent and an apoptosis inducer.
名称と識別子
- 優先名称
- Diallyl Trisulfide
- IUPAC
- 3-(prop-2-enyltrisulfanyl)prop-1-ene
- 現地名
- ジアリルペルトリスルフィド
- 英語名
- Diallyl trisulfide
- 分子式
- C6H10S3
- 分子量
- 178.34
名称と別名
Diallyl trisulfide2050-87-5ALLYL TRISULFIDEAllitridinTrisulfide, di-2-propenylDi-2-propenyl trisulfideallitridumdiallyltrisulfaneFEMA No. 3265bis(prop-2-en-1-yl)trisulfane3-(prop-2-enyltrisulfanyl)prop-1-eneALLITRIDE
名称をさらに表示
ジアリルトリスルフィド1,1'-(トリチオ)ビス(2-プロペン)4,5,6-トリチア-1,8-ノナジエンビス(2-プロペニル)ペルトリスルフィドジアリルペルトリスルフィドアリトリジンビス(2-プロペニル)トリスルフィド1,1′-(トリチオ)ビス(2-プロペン)ビス(プロパ-2-エン-1-イル)トリスルファンジ(2-プロペニル)ペルトリスルフィドFEMA 32651,3-DiallyltrisulfaneALLYLTRISULPHIDE3-diallyltrisulfaneDIALLYL TRISULPHIDEDiallyl pertrisulfide
DTXSID90459720ZO1U5A3XXNSC651936NSC-651936DTXCID7025972CHEBI:78492RefChem:586178Di-2-propenyl Trisulfides
データベース識別子
物性
構造計算による物性
- XLogP
- 2.6
- 極性表面積
- 75.9 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 6
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 70.4
実験および物理化学的性質
CosmeticsAntimicrobial
Food Additives
FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.135-1.170
Flavoring AgentsEU Flavoring substances
Solubility
insoluble in water and alcohol; miscible with ether
(in ethanol)
Boiling Point
112.00 to 120.00 °C. @ 16.00 mm Hg
112-120 °C (16 mm Hg); 95-97 °C (5 mm Hg); 70 °C (1.0 mm Hg)
Refractive Index1.600-1.620
Physical Description
Liquid
yellow liquid with disagreeable odour
Collision Cross Section126.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H302 (97.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1593 reports by companies from 3 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
Chemical: Trisulfide, di-2-propenyl
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Trisulfide, di-2-propenyl: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (97.4%)
安全データ
- wgk
- 3
- rtecs
- BC6168000
- ridadr
- 2810
- hs_code
- 29309090
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard Classifications
- Acute Tox. 3 Oral
- ストレージクラス
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
化学と産業
薬理情報
MeSH Pharmacological Classification
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS.
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
Substances that are destructive to protozoans.
Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
Cellular LocationsMembrane
用途と製造
Household ProductsInformation on 10 consumer products that contain Garlic extract in the following categories is provided:
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Cosmetics -> Antimicrobial
応用分野
説明Hydrogen sulfide (H2S) is an endogenously-produced gaseous second messenger that can regulate many physiological processes. Diallyl trisulfide (DATS) is an organic polysulfide compound found in garlic that acts as an H2S donor. It reduces the survival of prostate cancer PC-3 cells (IC50 = 22 μM) and inhibits the growth of human colon adenocarcinoma HCT15 cells (IC50 = 11.5 μM). DATS suppresses the growth of PC-3 xenografts in vivo in mice and induces vascular smooth muscle relaxation. Garlic extracts also lower cholesterol and there is evidence that DATS can alter the expression of genes and inhibit enzymes that are relevant to cholesterol synthesis.
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