基本情報
- 標準SMILES
C=CCSS(=O)CC=C- InChIKey
JDLKFOPOAOFWQN-UHFFFAOYSA-N- 分子式
- C6H10OS2
- 平均分子量
- 162.3 g/mol
- 単同位体質量
- 162.01730729
名称と識別子
- 優先名称
- Allicin
- IUPAC
- 3-prop-2-enylsulfinylsulfanylprop-1-ene
- 現地名
- アリシン
- 英語名
- Allicin
- 分子式
- C6H10OS2
- 分子量
- 162.27
名称と別名
名称をさらに表示
データベース識別子
- CAS
539-86-6- PubChem CID
- 65036
- DTXSID
DTXSID6043707- ChEMBL
CHEMBL359965- ChEBI
CHEBI:28411- UNII
- 3C39BY17Y6
- EC Number
- 208-727-7
- Nikkaji
- J71.032F、J816.011B
物性
構造計算による物性
- XLogP
- 1.3
- 極性表面積
- 61.6 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
- 5
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 120
実験および物理化学的性質
物理化学的性質
- 融点
- 25 °C · 25°C
- 沸点
- 259 °C · 259°C (rough estimate)
- 比重(密度)
- 420 · d420 1.112
- 屈折率
- 20 · nD20 1.561
- 貯蔵温度
- 4 °C, · 4°C, away from moisture and light
- 溶解性
- 5 mg/mL · DMSO : 5 mg/mL (30.81 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
- 外見
- 液体
- 色
- Colorless to light yellow
- 水溶解度
- 24 g/L · 24g/L(10℃)
- InChI
- InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4H,1-2,5-6H2
- InChIKey
- JDLKFOPOAOFWQN-UHFFFAOYSA-N
- SMILES
- C(S(SCC=C)=O)C=C
- LogP
- 1.133 · 1.133 (est)
化学的性質
化学的特性Light yellow oily liquid
安全と法規制
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
安全データ
- 毒性
- LD50 in mice (mg/kg): 60 i.v.; 120 s.c. (Cavallito, Bailey)
- hs_code
- 29329990
化学と産業
薬理情報
MeSH Pharmacological Classification
Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
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 which lower blood glucose levels.
Substances that eliminate free radicals. Among other effects, they protect PANCREATIC ISLETS against damage by CYTOKINES and prevent myocardial and pulmonary REPERFUSION INJURY.
応用分野
解説アリシン,たまねぎやにんにくに含まれる特有の刺激臭(香気成分)や辛味成分。たまねぎやにんにくなどに含まれる含硫化合物であるアリインが傷つけられると、酵素アリナーゼの作用によってアリシンが生成される。にんにく、たまねぎ、長ねぎ、にら、らっきょうなどに多く含まれる。講談社 漢方薬・生薬・栄養成分がわかる事典について 情報
用途アリシン,体内でビタミンB1と結合してアリチアミンとなり、ブドウ糖からのエネルギー産生に効果を発揮するほか、疲労回復、新陳代謝の活性化、血栓の予防、風邪の予防・改善、血中脂肪の燃焼促進、コレステロール値の抑制、がんの予防などの作用があるとされる。◇「硫化アリル」「アリル化合物」とも呼ぶ。
説明Allicin is one of the major allergens in garlic (Allium sativum L.). It is responsible of the characteristical fiavour of the bulbs.
来歴As the main active substance of garlic, garlic was separated by Cavallito and Bailey in 1944 from crushed garlic. Cavallito firstly clarified the physical properties and chemical structure of the scent of garlic.Fresh garlic does not contain free allicin but only its precursor material alliin. When the garlic undergoes physical mechanical crushing, garlic alliinase is activated and catalyzes the breakdown of alliin into allicin.The reported preparation methods of allicin contain extraction, biosynthesis, and chemical synthesis. Chemical synthesis starts from raw material of diallyldisulfides, m-chloroperoxy benzoic acid to get crude allicin. According to the United States patent report, biosynthesis preparation of allicin comes from natural sources or synthetic, after it is made into a certain concentration of aqueous solution, it is converted into allicin by reaction with alliinase. Extraction of allicin with low boiling nonpolar solvent can acquire pure allicin, but it must be stored at 70°C to prevent from decomposing.
使用Allicin is naturally formed by the action of the enzyme allicinase on alliin when the tissue of the garlic bulb is disrupted. Allicin shows antibacterial activity.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義An antibacterial substance extracted from garlic (allium).
関連反応
関連ノート
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