2-methylpropanedioic acid

• ChemBase编号: 3800
• 分子式: C4H6O4
• 平均质量: 118.08804
• 单一同位素质量: 118.02660867
• SMILES: CC(C(=O)O)C(=O)O
• Canonical SMILES: CC(C(=O)O)C(=O)O
• InChI: InChI=1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)
• InChIKey: ZIYVHBGGAOATLY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-methylpropanedioic acid
• IUPAC传统名: methylmalonic acid
• 别名: 甲基马来酸; 甲基丙二酸; Methylmalonic acid; 2-methylmalonic acid; Methylpropanedioic Acid; 1,1-Ethanedicarboxylic Acid; Isosuccinic Acid; NSC 25201; Methylmalonic Acid; 2-Methylpropanedioic acid

登记号

• CAS号: 516-05-2
• EC号: 208-219-5
• MDL号: MFCD00002656
• Beilstein号: 1756084
• PubChem SID: 24896996; 24885379; 160967237; 46506625
• PubChem CID: 487
• CHEBI ID: 30860
• 医学主题词(MeSH): Methylmalonic+acid
• 维基百科标题: Methylmalonic_acid

理论计算性质

JChem

• Acid pKa: 2.4752705
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -2.7650728
• LogD (pH = 7.4): -4.472135
• Log P: 0.21186902
• 摩尔折射率: 23.5623 cm^3
• 极化性: 9.383458 Å^3
• 极化表面积: 74.6 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.17
• LOG S: 0.1
• 溶解度: 1.49e+02 g/l

分子性质

理化性质

• 熔点: 128-130 °C(lit.); 131-134 °C; 134-136°C
• 密度: 1.455 g/ml

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: OO1400000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥99.0% (T); 97%; 99%
• 级别: purum
• 线性分子式: CH3CH(CO2H)2

详细说明

MP Biomedicals - 02151661

Crystalline
Increased urinary excretion of this compound occurs in cyanocobalamin deficiency

MP Biomedicals - 05203516

MP Biomedicals Rare Chemical collection

DrugBank - DB04183

• Drug Groups: experimental
• Description: A malonic acid derivative which is a vital intermediate in the metabolism of fat and protein. Abnormalities in methylmalonic acid metabolism lead to methylmalonic aciduria. This metabolic disease is attributed to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA. [PubChem]

Sigma Aldrich - M54058

包装
5, 25 g in glass bottle

Toronto Research Chemicals - M318860

Binds with coenzyme A to form methylmalonyl-CoA, also a metabolic intermediate transformed to succinic acid (SA) by a vitamin B12-dependent catalytic step, and is broadly used as a clinical biomarker of functional vitamin B12 status.

参考文献

• Pedersen, T., et al.: J. Chromatogr., B: Anal. Technol. Biomed. Life Sci., 879, 1502 (2011)