2-hydroxypropane-1,2,3-tricarboxylic acid

• ChemBase编号: 3882
• 分子式: C6H8O7
• 平均质量: 192.12352
• 单一同位素质量: 192.0270026
• SMILES: C(=O)(O)C(CC(=O)O)(CC(=O)O)O
• Canonical SMILES: OC(=O)C(CC(=O)O)(CC(=O)O)O
• InChI: InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: KRKNYBCHXYNGOX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxypropane-1,2,3-tricarboxylic acid
• IUPAC传统名: citro
• 别名: 柠檬酸 溶液; IC 柠檬酸根标准品; 柠檬酸, 无水, ACS; 柠檬酸; 无水柠檬酸; beta-Hydroxytricarballylic Acid; Citreoviridin; CITRIC ACID ANHYDROUS U.S.P.; 2-hydroxypropane-1,2,3-tricarboxylic acid; 3-carboxy-3-hydroxypentanedioic acid; 2-hydroxy-1,2,3-propanetricarboxylic acid; CITRIC ACID ANHYDROUS ELECTROPHORESIS GRADE; Citric acid solution; Citrate standard for IC; Citric acid, anhydrous, ACS; Citric Acid; CITRIC ACID ANHYDROUS; Citric acid; Acidum citricum anhydricum

登记号

• CAS号: 77-92-9
• EC号: 201-069-1; 231-791-2
• MDL号: MFCD00011669
• Beilstein号: 782061
• 默克索引号: 142326
• PubChem SID: 24893049; 24856611; 24864122; 24870585; 24892327; 24855122; 24856613; 24856608; 24892700; 160967318; 24854425; 24856191; 24900992
• PubChem CID: 311
• CHEBI ID: 30769
• ATC码: A09AB04
• CHEMBL: 1261
• Chemspider ID: 305
• DrugBank ID: DB04272
• FEMA编号: 2306
• KEGG ID: D00037
• 美国药典/FDA物质标识码: XF417D3PSL
• 维基百科标题: Citric_acid
• 欧洲委员会编号: 20c
• E编码: E330

理论计算性质

JChem

• Acid pKa: 3.0479515
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -4.949584
• LogD (pH = 7.4): -9.468992
• Log P: -1.3226875
• 摩尔折射率: 35.6239 cm^3
• 极化性: 14.4795475 Å^3
• 极化表面积: 132.13 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.33
• LOG S: -0.26
• 溶解度: 1.06e+02 g/l

分子性质

理化性质

• 溶解度: 73 g/100 ml (20 °C) in water; H2O: soluble1 M at 20 °C, clear, colorless
• 外观: Crystalline; crystalline white solid; grit
• 熔点: 153°C; 153-154°C; 153-159 °C(lit.); ca. 153 °C with decomposition
• 沸点: 175°C (decomposes)
• 闪点: ca. 345 °C (closed cup)
• 自燃点: 1010 °C (1850 °F)
• 密度: 1.665; 1.665 g/cm^3 at 18 °C; 1.665 g/cm^3(1.5g/cm^3 for monohydrate)
• 蒸汽压: Practically zero
• 紫外吸收波长: λ: 260 nm Amax: 0.20; λ: 280 nm Amax: 0.10
• pKa: (1) 3.13, (2) 4.76, (3) 6.4; (1) 3.13, (2) 4.76, (3) 6.40; pK_a1 = 3.09; pK_a2 = 4.75; pK_a3 = 5.41; pK_a3 = 6.39, 6.40
• pH值: 1.0-2.0 (25 °C, 1 M in H2O)

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Hygroscopic
• RTECS编号: GE7350000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1; nwg
• 危险公开号: 36; 37/38-41; 41; R:36/37/38
• 安全公开号: 26; 26-37/39; 26-37/39-60; 26-39; S:20-25-26-37/39
• TSCA收录: 是
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger; Warning
• 主要危害: skin and eye irritant
• NFPA704:
  

  1

  2

  0
• 爆炸极限: 8 %, 65 °F
• GHS危险声明: H315-H318; H318-H315-H335-H303; H319
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338; P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves
• Regulation Compliance: FCC; FDA 21 CFR (131.111); FDA 21 CFR (131.112); FDA 21 CFR (133.123); FDA 21 CFR (133.124); FDA 21 CFR (133.129); FDA 21 CFR (133.169); FDA 21 CFR (133.173); FDA 21 CFR (133.178); FDA 21 CFR (133.179); FDA 21 CFR (145.134); FDA 21 CFR (145.145); FDA 21 CFR (146.187); FDA 21 CFR (150.141); FDA 21 CFR (150.161); FDA 21 CFR (155.130); FDA 21 CFR (161.190); FDA 21 CFR (163.11); FDA 21 CFR (163.110); FDA 21 CFR (163.112); FDA 21 CFR (169.115); FDA 21 CFR (169.140); FDA 21 CFR (169.150); FDA 21 CFR (172.755); FDA 21 CFR (172.861); FDA 21 CFR (173.160); FDA 21 CFR (173.165); FDA 21 CFR (173.280); FDA 21 CFR (178.1010); FDA 21 CFR (184.1033); FDA 21 CFR (73.85)

药理学性质

• 相关基因信息: human ... SRC(6714)
• 过敏源: no known allergens

产品相关信息

• 纯度: ≥99.5%; ≥99%; ≥99.5%; ≥99.5% (T); 95+%; 99%; 99.0-102.0% (ACS specification); 99.5+%; 99.5-100.5% (based on anhydrous substance); 99.5-100.5% anhydrous basis; 99+%
• 浓度: 1000 mg/L
• 级别: ACS reagent; analytical standard; anhydrous; certified reference material; ELECTROPHORESIS; FG; for luminescence; Kosher; NI; Ph Eur; puriss. p.a.; SAJ first grade; TraceCERT®; USP
• 包装: ampule of 500 mg
• 适用性: cell culture tested; complies for appearance of solution; complies for reaction against H2SO4; in accordance for luminescence; meets USP testing specifications; plant cell culture tested
• 燃烧残渣: ≤0.02%; ≤0.02% (as SO4); ≤0.05% (as SO4)
• 杂质: ≤0.0005% heavy metals (as Pb); ≤0.005% insolubles; ≤0.5% water (Karl Fischer); insoluble matter, passes filter test; organic volatile impurities, complies (GC); residual solvents, complies; Substances carbonizable by hot sulfuric acid, passes test
• 痕量阳离子: Al: ≤0.2 mg/kg; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; As: ≤1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤10 mg/kg; Ca: ≤200 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤10 mg/kg; Cu: ≤5 mg/kg; Fe: ≤10 mg/kg; Fe: ≤3 mg/kg; Fe: ≤3 ppm; Fe: ≤5 mg/kg; Hg: ≤1 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤1 mg/kg; Pb: ≤2 mg/kg; Pb: ≤2 ppm; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤10 mg/kg; Zn: ≤5 mg/kg
• 痕量阴离子: chloride (Cl-): ≤0.001%; chloride (Cl-): ≤5 mg/kg; chloride (Cl-): ≤50 mg/kg; oxalate (as oxalic acid): ≤100 mg/kg; oxalate (C2O42-): ≤500 mg/kg; oxalate (C2O42-): passes test (limit about 0.003%); phosphate (PO43-): ≤0.001%; phosphate (PO43-): ≤5 mg/kg; sulfate (SO42-): ≤0.002%; sulfate (SO42-): ≤100 mg/kg; sulfate (SO42-): ≤20 mg/kg; tartrate (C4H4O62-): ≤2000 mg/kg
• 有效期: (limited shelf life, expiry date on the label)
• 干燥失重: ≤0.5% loss on drying, 110 °C
• 产品质量级别: PREMIUM
• 品质说明: anhydrous; meets analytical specification of Ph. Eur., BP, USP, E330
• λ: 1 M in H2O
• 药典: testing & handling conforms to Pharmacopeia
• 产品线: BioUltra
• Pharmacopeia Traceability: traceable to PhEur A1202000; traceable to USP 1134368
• 线性分子式: HOC(COOH)(CH2COOH)2
• Empirical Formula (Hill Notation): C6H8O7
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 02194641

Cell Culture Reagent
Anhydrous
Crystalline

MP Biomedicals - 04800680

Electrophoresis Grade
Anhydrous
Purity: >99.5%
Heavy metals: <10 ppm
Residue on Ignition: <0.05%
Water: <0.1%
A useful buffer component.

MP Biomedicals - 02101393

USP Grade
Anhydrous
Crystalline

MP Biomedicals - 04800681

Electrophoresis Grade
Anhydrous
Purity: =99.5%
Heavy metals: <10 ppm
Residue on Ignition: <0.05%
Water: <0.1%
A useful buffer component.

DrugBank - DB04272

• Drug Groups: experimental
• Description: A key intermediate in metabolism. It is an acid compound found in citrus fruits. The salts of citric acid (citrates) can be used as anticoagulants due to their calcium chelating ability. [PubChem]

Sigma Aldrich - C4540

Application
除了用作铁螯合剂外，在细胞培养应用中柠檬酸盐还可支持胆固醇/甾醇、泛醌和类异戊二烯的生物合成。

Sigma Aldrich - W230618

包装
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in fiber drum

Sigma Aldrich - 94676

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 240621

包装
100 g in poly bottle

Sigma Aldrich - 38730

Preparation Note
用柠檬酸和 H2O 制备
General description
经 0.45μm 膜过滤

Sigma Aldrich - C2404

Application
除了用作铁螯合剂外，在细胞培养应用中柠檬酸盐还可支持胆固醇/甾醇、泛醌和类异戊二烯的生物合成。

Sigma Aldrich - C1857

Application
除了用作铁螯合剂外，在细胞培养应用中柠檬酸盐还可支持胆固醇/甾醇、泛醌和类异戊二烯的生物合成。

Sigma Aldrich - 251275

包装
100, 500 g in poly bottle
12 kg in fiber drum
2.5 kg in poly bottle
5 g in glass bottle

Sigma Aldrich - 27487

Other Notes
Buffer component for triple-column amino acid analysis1; Optimal buffer for dissociation of radioiodinated antibodies from viable murine tumor cells2
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 27487.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - C0759

包装
1 kg in poly bottle
5 kg in poly drum
500 g in poly bottle

Sigma Aldrich - C83155

包装
1 kg in poly bottle
4 kg in poly drum