乙酰水杨酸
- CAS编号: 50-78-2
- 分子式: C9H8O4
- 分子量: 180.16
- Beilstein号: 779271
- EC号: 200-064-1
- MDL号: MFCD00002430
- PubChem编号: 2244
规格或纯度 | 用于植物细胞培养, ≥99.0% |
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英文名称 | Acetylsalicylic acid |
别名 | 阿司匹林;ASA;2-乙酰氧基苯甲酸;O-乙酰基水杨酸 |
英文别名 | 2-Acetoxybenzoic acid;O-Acetylsalicylic acid;Aspirin;ASA |
生化机理 | 通过抑制环加氧酶(前列腺素 H 合成酶)来阻断前列腺素的生成,对 COX-1 亚型具有较高的选择性。可抑制血小板中的 COX-1,从而阻断血栓素的生成和血小板凝集,因此具有抗血栓形成的作用。针对结直肠和其他实体瘤的化学防治剂。 |
运输条件 | 常规运输 |
产品介绍 |
无气味。微带酸味。在干燥空气中稳定,在潮湿空气中逐渐水解成水杨酸和乙酸。遇沸水或溶于氢氧化钠碱溶液和碳酸碱溶液中全部分解。溶于乙醇、乙醚和氯仿。检定锰。有机合成。 乙酰水杨酸靠抑制环化加氧酶(cyclooxygenase,前列腺素H合成酶)阻止前列腺索的生产,特别是针对COX-1同种型有很高的选择性。其抗血栓效果就是由于抑制了血小板中起凝血和血小板凝聚作用的COX-1。 Aspirin is an antiinflammatory compound that inhibits NFκB, cylooxygenase-1 (Cox-1), and cyclooxygenase-2 (Cox-2). NFκB is a transcription factor that plays an important role in the expression of cellular and viral genes, which regulate the inflammatory response and infection. Adhesion molecules IL-1 and IL-6 are genes regulated by NFκB. Along with sodium salicylate, aspirin has been shown to block the long terminal repeat from the human immunodeficiency virus and the Ig κ enhancer from NFκB dependent transcription. Research indicates that aspirin acts at a site downstream of glutamate receptors and blocks induction of NFκB mediated by glutamate. Additional studies suggest that aspirin and sodium salicylate specifically inhibit IKKβ, which results in the blocking of NFκB genes responsible for the inflammatory response. Aspirin has also been described to elevate extracellular adenosine levels, downregulate the expression and activity of inducible NOS, decrease the levels of adenosine triphosphate, act on multiple mitogen-activated protein kinase activities, and block the uncoupling of oxidative phosphorylation. Studies reveal that aspirin alters the equilibrium of Mcl-1/Noxa, giving rise to apoptosis of leukemia cells, independent of NFκB and MAPKs. |
EC号 | 200-064-1 |
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IUPAC Name | 2-acetyloxybenzoic acid |
INCHI | InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12) |
InChi Key | BSYNRYMUTXBXSQ-UHFFFAOYSA-N |
Canonical SMILES | CC(=O)OC1=CC=CC=C1C(=O)O |
分子式 |
C9H8O4 |
UN Number | 2811 |
PubChem CID | 2244 |
Class | 6.1 |
Packing Group | III |
Beilstein号 | 779271 |
分子量 | 180.16 |
溶解性 | Soluble in 100% ethanol (80mg/ml), DMSO (41mg/ml) or dimethyl formamide (30mg/ml); slightly soluble in PBS, pH 7.2 (2.7mg/ml). |
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密度 | 1.35 |
敏感性 | 对湿度敏感 |
熔点 | 136-140°C |
闪点(℉) | 446 °F |
闪点(℃) | 250℃ |
象形图 |
Harmful |
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信号词 | Warning |
危险声明 |
H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation H302: Harmful if swallowed |
预防措施声明 | P261,P305+P351+P338,P280,P302+P352,P321,P405,P501,P264,P271,P270,P304+P340,P403+P233,P362+P364,P330,P264+P265,P301+P317,P337+P317,P332+P317,P319 |
WGK Germany | 1 |
RTECS | VO0700000 |
Reaxy-Rn | 779271 |
Class | 6.1 |
Merck Index | 851 |
个人防护装备 | dust mask type N95 (US),Eyeshields,Faceshields,Gloves |
Target ID | 686 | ||||||||||||||||||||||||
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名称 | ASIC3 | ||||||||||||||||||||||||
缩写名 | SHP2 | ||||||||||||||||||||||||
家族 | Acid-sensing (proton-gated) ion channels (ASICs) | ||||||||||||||||||||||||
别名 | NLR | ||||||||||||||||||||||||
基因和蛋白信息 |
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Entrez Gene | 9311 (Hs) , 171209 (Mm) , 286920 (Rn) | ||||||||||||||||||||||||
OMIM | 611741 (Hs) | ||||||||||||||||||||||||
UniProtKB | Q9UHC3 (Hs) , Q6X1Y6 (Mm) , O35240 (Rn) | ||||||||||||||||||||||||
Ensembl Gene | ENSG00000213199 (Hs) , ENSMUSG00000038276 (Mm) , ENSRNOG00000008380 (Rn) | ||||||||||||||||||||||||
Protein GI | 27465601 (Rn) , 9998948 (Hs) , 147905662 (Mm) | ||||||||||||||||||||||||
DrugBank Target | Q9UHC3 (Hs) | ||||||||||||||||||||||||
ChEMBL Target | CHEMBL5368 (Hs) , CHEMBL5757 (Rn) , CHEMBL3232696 (Mm) |
Target ID | 1375 | ||||||||||||||||||||||||
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名称 | COX-1 | ||||||||||||||||||||||||
缩写名 | SHP2 | ||||||||||||||||||||||||
家族 | Cyclooxygenase | ||||||||||||||||||||||||
别名 | DKFZp762B2210 | ||||||||||||||||||||||||
基因和蛋白信息 |
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Ensembl Gene | ENSG00000095303 (Hs) , ENSMUSG00000047250 (Mm) , ENSRNOG00000007415 (Rn) | ||||||||||||||||||||||||
Entrez Gene | 19224 (Mm) , 24693 (Rn) , 5742 (Hs) | ||||||||||||||||||||||||
OMIM | 176805 (Hs) | ||||||||||||||||||||||||
Protein GI | 18104969 (Hs) , 6679537 (Mm) , 94400788 (Rn) | ||||||||||||||||||||||||
UniProtKB | P23219 (Hs) , P22437 (Mm) , Q63921 (Rn) | ||||||||||||||||||||||||
DrugBank Target | P23219 (Hs) | ||||||||||||||||||||||||
CATH/Gene3D | 1.10.640.10 (N/A) | ||||||||||||||||||||||||
ChEMBL Target | CHEMBL2649 (Mm) , CHEMBL4042 (Rn) , CHEMBL221 (Hs) |
Target ID | 1376 | ||||||||||||||||||||||||
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名称 | COX-2 | ||||||||||||||||||||||||
缩写名 | SHP2 | ||||||||||||||||||||||||
家族 | Cyclooxygenase | ||||||||||||||||||||||||
别名 | DKFZp762B2210 | ||||||||||||||||||||||||
基因和蛋白信息 |
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Ensembl Gene | ENSG00000073756 (Hs) , ENSMUSG00000032487 (Mm) , ENSRNOG00000002525 (Rn) | ||||||||||||||||||||||||
Entrez Gene | 19225 (Mm) , 29527 (Rn) , 5743 (Hs) | ||||||||||||||||||||||||
OMIM | 600262 (Hs) | ||||||||||||||||||||||||
Protein GI | 148747270 (Rn) , 4506265 (Hs) , 31981525 (Mm) | ||||||||||||||||||||||||
UniProtKB | P35354 (Hs) , Q05769 (Mm) , P35355 (Rn) | ||||||||||||||||||||||||
DrugBank Target | P35354 (Hs) | ||||||||||||||||||||||||
CATH/Gene3D | 1.10.640.10 (N/A) | ||||||||||||||||||||||||
ChEMBL Target | CHEMBL2977 (Rn) , CHEMBL230 (Hs) , CHEMBL4321 (Mm) |
Ligand ID | 4139 |
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名称 | aspirin |
别名 | acetylsalicylic acid |
类别 | Synthetic organic |
学名 | 2-acetyloxybenzoic acid |
生物活性评价 |
The sulfonamide class of antibacterial compounds are primarily bacteriostatic agents and have a broad spectrum of activity against both Gram-positive and Gram-negative species of bacteria (reviewed in |
评价 | Aspirin is the prototypical cyclooxygenase inhibitor and inhibits the biosynthesis of prostaglandins. Aspirin acid also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. |