2-[(phosphonomethyl)amino]acetic acid

• ChemBase编号: 4108
• 分子式: C3H8NO5P
• 平均质量: 169.073081
• 单一同位素质量: 169.01400899
• SMILES: OC(=O)CNCP(=O)(O)O
• Canonical SMILES: OC(=O)CNCP(=O)(O)O
• InChI: InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)
• InChIKey: XDDAORKBJWWYJS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(phosphonomethyl)amino]acetic acid
• IUPAC传统名: roundup
• 别名: 草甘膦; N-(磷酰基甲基)甘氨酸; N-(磷酰基甲基)甘氨酸; 甘草膦; N-(Phosphonomethyl)glycine; N-(Phosphonomethyl)glycine; Glyphosate; Glyphosate; Glyphosate; 2-[(phosphonomethyl)amino]acetic acid; N-(PHOSPHONOMETHYL) GLYCINE; (Carboxymethylamino)methylphosphonic Acid; GlyGran; Glyfos; Glyphodin A; Glyphomax; Glyphosate CT; Herbatop; Hockey; Kickdown; Klinik; Lancer; Phosphonomethyliminoacetic Acid; Roundup Max, NSC 151063

登记号

• CAS号: 1071-83-6
• EC号: 213-997-4
• MDL号: MFCD00055350
• Beilstein号: 2045054
• PubChem SID: 24899043; 24869040; 46506916; 160967540; 24887470; 24860496
• PubChem CID: 5288464; 3496
• CHEBI ID: 27744
• CHEMBL: 95764
• Chemspider ID: 3376
• KEGG ID: C01705
• 美国药典/FDA物质标识码: 4632WW1X5A
• 维基百科标题: Glyphosate

理论计算性质

JChem

• Acid pKa: -0.58336174
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -5.5950933
• LogD (pH = 7.4): -7.237245
• Log P: -3.0976436
• 摩尔折射率: 31.3547 cm^3
• 极化性: 12.89791 Å^3
• 极化表面积: 106.86 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.04
• LOG S: -1.29
• 溶解度: 1.07e+01 g/l

分子性质

理化性质

• 溶解度: 1.01 g/100 mL (20 °C) in water; Water
• 外观: Off-White Solid; white crystalline powder
• 熔点: >220°C (dec.); 184.5 °C; 230 °C (dec.)(lit.)
• 沸点: decomp. at 187 °C
• 闪点: non-flammable
• 密度: 1.704 (20 °C)
• 分配系数: -2.8
• pKa: <2, 2.6, 5.6, 10.6

安全信息

• 保存条件: Refrigerator
• RTECS编号: MC1075000
• 欧盟危险性物质标志: Dangerous for the environment (N); Irritant (Xi); 环境危害性(Nature polluting) (N); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 3077
• 德国WGK号: 2
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 41-51/53; R41, R51/53
• 安全公开号: 26-39-61; S2, S26, S39, S61
• 欧盟危险品索引: 607-315-00-8
• GHS危险品标识: GHS05; : Eye Dam. 1; GHS09; : Aquatic Chronic 2
• GHS警示词: DANGER; Danger
• GHS危险声明: 318, 411; H318-H411
• GHS警示性声明: 273, 280, 305+351+338, 310, 501; P273-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

产品相关信息

• 纯度: ≥95.0% (T); 95%; 96%
• 级别: PESTANAL®, analytical standard
• 适用性: plant cell culture tested
• 线性分子式: (HO)2P(O)CH2NHCH2CO2H

详细说明

MP Biomedicals - 02156237

Purity: 95%

DrugBank - DB04539

Drug information: experimental

Sigma Aldrich - P9556

Biochem/physiol Actions
Glyphosphate inhibits the shikimate pathway-dependent synthesis of the aromatic amino acids tyrosine, tryptophan and phenylalanine at the growing points of plants.
General description
Glyphosate (N-(phosphonomethyl)glycine) (sold commercially as Roundup) is the most widely used broad-spectrum systemic herbicide in the world. Consequently, the environmental effects of glyphosphate and its mechanism of action are an important area of active research.

Sigma Aldrich - 337757

包装
1, 5 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 79533

Other Notes
Enhancement of glutathione metabolism in plants exposed to glyphosate1

Sigma Aldrich - 45521

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - G765000

Used as a herbicide

参考文献

• Davis, V., et al.: Weed Sci., 57, 494 (2009)
• Bellaloui, N., et al.: J. Agric. Food Chem., 57, 9050 (2009)