基本情報
- CAS
57564-91-7- 標準SMILES
N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O- InChIKey
HYHSBSXUHZOYLX-WDSKDSINSA-N- 分子式
- C10H16N4O7S
- 平均分子量
- 336.32 g/mol
- 単同位体質量
- 336.07396985
概要
S-nitrosoglutathione is a glutathione derivative that is glutathione in which the hydrogen attached to the sulfur has been replaced by a nitroso group. It has a role as a bronchodilator agent, a platelet aggregation inhibitor, a nitric oxide donor and a signalling molecule. It is a nitrosothio compound and a glutathione derivative. It is a conjugate acid of a S-nitrosoglutathione(2-).
名称と識別子
- 優先名称
- S-Nitrosoglutathione
- IUPAC
- (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-nitrososulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
- 現地名
- L-γGlu-S-ニトロソ-L-Cys-Gly-OH
- 英語名
- S-NITROSOGLUTATHIONE
- 分子式
- C10H16N4O7S
- 分子量
- 336.32
名称と別名
名称をさらに表示
データベース識別子
- CAS
57564-91-7- PubChem CID
- 104858
- DTXSID
DTXSID1040613- ChEMBL
CHEMBL63507- ChEBI
CHEBI:50091- UNII
- 78RRI89ZTO
- EC Number
- 637-341-5
- Nikkaji
- J361.904D
物性
構造計算による物性
- XLogP
- -4.8
- 極性表面積
- 214 Ų
- 水素結合供与体数
- 5
- 水素結合受容体数
- 10
- 回転可能結合数
- 10
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 445
実験および物理化学的性質
物理化学的性質
- 融点
- 170 °C · >170°C (dec.)
- 比重(密度)
- 1.68 · 1.68
- 屈折率
- 1.6 · 1.6000 (estimate)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- DMSO(微量)、水(微量)
- 外見
- ピンクの固体
- 酸解離定数(Pka)
- 2.21 · 2.21±0.10(Predicted)
- 色
- オフホワイトからピンク
- 水溶解度
- 100 mM · Soluble to 100 mM in water
- 安定性
- 吸湿性
- InChI
- InChI=1/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/s3
- InChIKey
- HYHSBSXUHZOYLX-FJGCHTOXNA-N
- SMILES
- [C@@H](CSN=O)(NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O |&1:0,10,r|
- CAS データベース
- 57564 · 57564-91-7(CAS DataBase Reference)
化学的性質
化学的特性Pink Powder
安全と法規制
GHS分類
GHS Classification
Warning
H315 (100%): 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 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
安全データ
- wgk
- 3
- rtecs
- MC0558000
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
- ストレージクラス
- 11 - Combustible Solids
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.
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
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.
Drugs used to cause dilation of the blood vessels.
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
A diverse group of agents, with unique chemical structures and biochemical requirements, which generate NITRIC OXIDE. These compounds have been used in the treatment of cardiovascular diseases and the management of acute myocardial infarction, acute and chronic congestive heart failure, and surgical control of blood pressure. (Adv Pharmacol 1995;34:361-81)
応用分野
説明S-Nitroso-L-glutathione is an S-nitrosothiol NO donor based on naturally-occurring glutathione. It is a potent smooth muscle relaxant and inhibitor of platelet aggregation. Its stability in solution varies from seconds to hours depending on temperature, buffer composition, and metal content.
使用S-Nitrosoglutathione (GSNO) has been used:as a standard in reversed phase chromatography coupled to chemical vapour generation and atomic fluorescence detector (RPC-CVGAFS) and reversed phase chromatography fluorimetric (RPC-FD).as a standard in spectrophotometric and high-performance liquid chromatography (HPLC) assay.
一般的な説明A utility carrier of nitric oxide. Breaks down at physiological pH to produce nitric oxide. Causes smooth muscle relaxation and inhibits platelet aggregation. Induces apoptosis in mouse thymocytes. Note: 1 set = 5 x 2.5 mg.
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