(2R)-2-hydroxybutanedioic acid

• ChemBase编号: 102870
• 分子式: C4H6O5
• 平均质量: 134.08744
• 单一同位素质量: 134.02152329
• SMILES: O[C@H](CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C[C@H](C(=O)O)O
• InChI: InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
• InChIKey: BJEPYKJPYRNKOW-UWTATZPHSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-hydroxybutanedioic acid
• IUPAC传统名: .+-.-malic acid
• 别名: (R)-(+)-2-羟基琥珀酸; D-羟基丁二酸; D-(+)-苹果酸; D-Hydroxybutanedioic acid; (R)-(+)-2-Hydroxysuccinic acid; D-(+)-MALIC ACID; (2R)-2-Hydroxybutanedioic Acid; D-Malic Acid; (+)-Malic acid; (2R)-2-Hydroxy-butanedioic Acid; (2R)-Malic Acid; (R)-(+)-Malic Acid; (R)-Malic Acid; D-(+)-2-Hydroxysuccinic Acid; D-(+)-Malic Acid; D-(+)-Malic acid; (2R)-2-hydroxybutanedioic acid

登记号

• CAS号: 636-61-3
• EC号: 211-262-2
• MDL号: MFCD00004245
• Beilstein号: 1723540
• PubChem SID: 162088298; 24845249
• PubChem CID: 92824

理论计算性质

• Acid pKa: 3.198357
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -3.9168313
• LogD (pH = 7.4): -6.814561
• Log P: -1.1136414
• 摩尔折射率: 24.8752 cm^3
• 极化性: 10.123206 Å^3
• 极化表面积: 94.83 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: White Crystalline Powder
• 熔点: 98 - 102°C; 98-102 °C(lit.)
• 比旋光度: [α]20/D +28.0±2°, c = 5.5% in pyridine
• 疏水性(logP): -1.52

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: ON7260000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 37/38-41
• 安全公开号: 26-36
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H315-H318-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥97.0%; ≥97.0% (T); 95%; 98-100%
• 品质说明: unnatural form
• 线性分子式: HO2CCH2CH(OH)CO2H

详细说明

MP Biomedicals - 02104835

Crystalline
Purity: 98-100%

Sigma Aldrich - 02300

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 02300.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M159500

The naturally occuring isomer is the L-form which has been found in apples and many other fruits and plants. Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid rece

参考文献

• Rindi, G., et al.: Biochem. J., 80, 214 (1961)
• Wolfgang, M., et al.: J. Biol. Chem., 281, 37265 (1961)
• Navarro, D., et al.: Metab. Brain Dis., 23, 115 (1961)