アリシン

Allicin

HCID 65036CAS 539-86-6

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

Allicin539-86-6Diallyl thiosulfinateThio-2-propene-1-sulfinic acid S-allyl esterAllylthiosulphinic acid allyl ester3-prop-2-enylsulfinylsulfanylprop-1-ene2-Propene-1-sulfinothioic acid S-2-propenyl esterDTXSID60437073C39BY17Y6CHEBI:284113-[(prop-2-ene-1-sulfinyl)sulfanyl]prop-1-ene3-((prop-2-ene-1-sulfinyl)sulfanyl)prop-1-ene
名称をさらに表示
2-プロペン-1-チオスルフィン酸S-アリル2-プロペン-1-スルフィノチオ酸S-アリル2-プロペン-1-チオスルフィン酸S-(2-プロペニル)アリル(アリルチオ)スルホキシドチオスルフィン酸ジアリルアリシン2-プロペニル(2-プロペニルチオ)スルホキシドアリシン【植物成分】2-プロペン-1-スルフィノチオ酸S-(2-プロペニル)アリシン (IN SOLUTION)アリシン (〜90%)アリシンアリシンAllitridgarlic mealAlliMedalliosanC6H10S2OAllisatinARICINE(P)ALLICIN(SH)Allicin 10%
RefChem:5523DTXCID4023707208-727-7S-allyl prop-2-ene-1-sulfinothioateDiallyldisulfid-S-oxid2-Propene-1-sulfinothioic acid, S-2-propenyl esterC6H10OS2S-Allyl acrylo-1-sulphinothioate

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

実験および物理化学的性質

Solubility24 mg/mL at 10 °C
Melting Point25 °C
Physical DescriptionSolid

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)

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 · 5 件

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

Hazard Classes and CategoriesSkin Irrit. 2 (100%);Eye Irrit. 2 (100%);STOT SE 3 (100%)

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

Metabolism/MetabolitesDADSO is a known human metabolite of diallyl disulfide.
MeSH Pharmacological Classification · 5 件

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.

Cellular LocationsCytoplasm;Extracellular
応用分野 · 5 件

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.

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]

補足説明

定義An antibacterial substance extracted from garlic (allium).

関連反応

5 件

関連ノート

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