基本情報
- CAS
27025-41-8- 標準SMILES
N[C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)C(=O)NCC(=O)O)C(=O)O- InChIKey
YPZRWBKMTBYPTK-BJDJZHNGSA-N- 分子式
- C20H32N6O12S2
- 平均分子量
- 612.6 g/mol
- 単同位体質量
- 612.15196246
概要
Glutathione disulfide is a glutathione derivative and an organic disulfide. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a conjugate acid of a glutathione disulfide(2-).
名称と識別子
- 優先名称
- Glutathione Disulfide
- IUPAC
- (2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
- 現地名
- グルタチオン (酸化型)
- 英語名
- L-Glutathione
- 分子式
- C20H32N6O12S2
- 分子量
- 612.63
名称と別名
glutathione disulfideGSSGGlutathione disulphideOxigluthioneGlutathone disulfideOxiglutationaOxiglutationumBis(gamma-glutamyl-L-cysteinylglycine) disulfideULW86O013HDisulfide, GlutathioneRefChem:570552-amino-4-((2-((2-(4-amino-4-carboxybutanamido)-2-((carboxymethyl)carbamoyl)ethyl)disulfanyl)-1-((carboxymethyl)carbamoyl)ethyl)carbamoyl)butanoic acid
名称をさらに表示
グルタチオン (酸化型)オペアクアグルタチオンジスルフィドオキシグルタチオン3,3'-ジチオビス[N-(カルボキシメチル)-N2-(γ-グルタミル)アラニンアミド]4,4'-[ジチオビス[[(2R)-2-[(2-ヒドロキシ-2-オキソエチル)カルバモイル]エチレン]イミノカルボニル]]ビス[(2S)-2-アミノ酪酸]N,N'-ビス(カルボキシメチル)-Nα,Nα'-ビス(γ-グルタミル)-L-シスチンアミドオペガードビーエスエスプラス酸化型グルタチオン(-)-グルタチオン酸化型（2S，2’S）-5，5’-［ジスルファンジイルビス（｛（2R）-3-［（カルボキシメチル）アミノ］-3-オキソプロパン-1，2-ジイル｝イミノ）］ビス（2-アミノ-5-オキソペンタン酸）酸化グルタチオン(-)‐グルタチオン,酸化型GLUTATHIONE (OXIDIZED FORM) CRYST. RESEARCH GRADE
物性
構造計算による物性
- XLogP
- -9.1
- 極性表面積
- 368 Ų
- 水素結合供与体数
- 10
- 水素結合受容体数
- 16
- 回転可能結合数
- 21
- 重原子数
- 40
- 形式電荷
- 0
- 複雑度
- 879
実験および物理化学的性質
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physical Description
Solid; [Merck Index] White powder; [Sigma-Aldrich MSDS]
Solid
Collision Cross Section
227 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]
224.7 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
物理化学的性質
- 融点
- 178 °C · 178 °C (dec.)(lit.)
- 比旋光度
- -99 · -99 º (c=4, water)
- 比重(密度)
- 1.3688 · 1.3688 (rough estimate)
- 屈折率
- -105 ° · -105 ° (C=2, H2O)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 2 O: · H2O: 可溶
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 75% (6 of 8) of all reports.
Warning
H315 (25%): Causes skin irritation [Warning Skin corrosion/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 8 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory InformationGlycine, L-.gamma.-glutamyl-L-cysteinyl-, bimol. (2â2')-disulfide: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (25%)
安全データ
- wgk
- 2
- rtecs
- MC0556500
- 毒性
- mouse,LD50,intravenous,> 2gm/kg (2000mg/kg),Kiso to Rinsho. Clinical Report. Vol. 23, Pg. 6793, 1989.
- hs_code
- 29309090
- risk_code
- 36/37/38
- 化審法
- (9)-1571
- hazard_code
- Xi
- safety_code
- 26-36-24/25-36/37/39-27-37/39
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Tissue LocationsBrain
Cellular LocationsExtracellular
Metabolite Pathways2-Hydroxyglutric Aciduria (D And L Form)
用途と製造
UsesA GLUTATHIONE dimer formed by a disulfide bond between the cysteine sulfhydryl side chains during the course of being oxidized. [ChemIDplus]
応用分野
用途酵素研究用。
用途種々の抱合解毒促進に関与し、 解毒作用を示します。
用途種々の抱合解毒促進に関与し、 解毒作用を示します。
説明L-Glutathione oxidized(GSSG) is produced by the oxidation of glutathione. Detoxification of reactive oxygen species is accompanied by production of it. It can be used for the research of sickle cells and erythrocytes. The ratio of glutathione (GSH) to oxidised glutathione (GSSG) is a key indicator of cellular oxidative stress. It can be used in the clinical diagnosis and treatment of leukaemia by detecting the level of cellular GSH/GSSG in acute myeloid leukaemia (AML), which is characterised by oxidative stress leading to abnormally low levels of oxidised glutathione, with real-time, dynamic and highly sensitive characteristics[1].
調製方法
純化方法Purify it by recrystallisation from 50% aqueous EtOH. Its solubility in H2O is 5%. Store it at 4o. [Li et al. J Am Chem Soc 76 225 1954, Berse et al. Can J Chem 37 1733 1959, Beilstein 4 IV 3168.]
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下流製品
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