hexadecanoic acid

• ChemBase编号: 3443
• 分子式: C16H32O2
• 平均质量: 256.42408
• 单一同位素质量: 256.24023026
• SMILES: CCCCCCCCCCCCCCCC(=O)O
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)
• InChIKey: IPCSVZSSVZVIGE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: hexadecanoic acid
• IUPAC传统名: palmitic acid
• 别名: 十六酸; 棕榈酸; 1-Hexyldecanoic Acid; FAT; Palmitinic acid; Palmitate; 1-Pentadecanecarboxylic acid; Hexadecanoic acid; Palmitinsaeure; Hexaectylic acid; Hexadecoic acid; Hexadecylic acid; Hexadecanoate; Palmitic Acid; Cetylic Acid; Hydrofol; C16:0; NSC 5030; PamOH; Palmitic acid; C16:0 (Lipid numbers); palmic acid; A 1600; Edenor C 16-98-100; Edenor C16; Emersol 143; FA 1695; Hydrofol Acid 1690; Hystrene 9016; KortAcid 1695; KortAcid 1698; Loxiol EP 278; Lunac P 95; Lunac P 95KC; Lunac P 98; NAA 160; Neo-Fat 16; PA 900; Pentadecanecarboxylic Acid; Prifac 2960; Pristerene 4934; V 1695; n-Hexadecanoic Acid; n-Hexadecoic Acid

登记号

• CAS号: 57-10-3
• EC号: 200-312-9
• MDL号: MFCD00002747
• Beilstein号: 607489
• 默克索引号: 146996
• PubChem SID: 160966882; 24901339; 24898107; 24856755; 24886938; 24898594; 46506400; 24898674
• PubChem CID: 985
• CHEMBL: 82293
• FEMA编号: 2832
• IUPHAR配体索引: 1055
• 维基百科标题: Palmitic_acid
• 欧洲委员会编号: 14
• Flavis Number: 8.014

理论计算性质

JChem

• Acid pKa: 4.9520197
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 5.600777
• LogD (pH = 7.4): 3.8416421
• Log P: 6.2565827
• 摩尔折射率: 77.0836 cm^3
• 极化性: 30.713764 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 7.23
• LOG S: -5.8
• 溶解度: 4.07e-04 g/l

分子性质

理化性质

• 溶解度: 4e-05 mg/mL at 25 oC [ROBB.ID (1966)]; chloroform: soluble0.5 M, clear, colorless; Insoluble in water
• 外观: White crystals
• 熔点: 60-62°C; 61-62.5 °C(lit.); 62.9 °C; 62-64 °C; 63-64 °C (146 °F)
• 沸点: 215°C/15mm; 271.5 °C/100 mmHg(lit.); 351-352 °C; 215 °C at 15 mmHg; 352 °C (665 °F)
• 闪点: 206 °C; 206°C(402°F); 402.8 °F
• 密度: 0.852 g/mL at 25 °C(lit.); 0.853; 0.853 at 62 °C (water = 1); 0.853 g/cm^3 at 62 °C
• 折射率: 1.4273
• 蒸汽压: 10 mmHg ( 210 °C); Very low at 25 °C, 1 mm Hg (0.133 kPa) at 154 °C
• 疏水性(logP): 7.17 [SANGSTER (1993)]
• pKa: 4.78

安全信息

• 保存条件: 0°C; Room Temperature (15-30°C)
• RTECS编号: RT4550000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3; nwg
• 危险公开号: 36; 36/37/38
• 安全公开号: 26; 26-37
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• NFPA704:
  

  1

  1

  0
• GHS危险声明: H315-H319-H335; H319
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.210); FDA 21 CFR (172.860); FDA 21 CFR (173.340)

药理学性质

• 相关基因信息: human ... FABP2(2169), FABP3(2170), FABP4(2167), FABP5(2171)
• 过敏源: no known allergens

产品相关信息

• 纯度: ≥99%; ~95%; ≥95.0%; ≥98% palmitic acid basis (GC); ≥98.0% (GC); ≥98.5% (GC); ≥99%; ≥99.0% (GC); 90%; 95%; 95+%; 99%
• 级别: analytical standard; FG; Halal; Kosher; NI; puriss.; purum; SAJ first grade; TECHNICAL; TraceCERT®
• 燃烧残渣: ≤0.1%
• 杂质: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter; ≤1% stearic acid (GC)
• 痕量阳离子: Al: ≤0.005%; Ca: ≤0.0005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.0005%; Na: ≤0.05%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• 痕量阴离子: chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%
• 有效期: (limited shelf life, expiry date on the label)
• 产品类型: Grade II
• 产品线: BioXtra
• 酸值: ≤240
• 碘值: ≤0.5
• 皂化值: ≤240
• Pharmacopeia Traceability: traceable to PhEur P0090000; traceable to USP 1492007
• 线性分子式: CH3(CH2)14COOH

详细说明

MP Biomedicals - 02100905

Purity: 99+%
Crystalline
Free Acid

MP Biomedicals - 02102553

Technical Grade
Crystalline
Free Acid
Purity: ~95%

MP Biomedicals - 05217295

MP Biomedicals Rare Chemical collection

DrugBank - DB03796

• Drug Groups: experimental
• Description: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. [PubChem]
• Pharmacology: Palmitic acid is the first fatty acid produced during lipogenesis (fatty acid synthesis) and from which longer fatty acids can be produced. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC) which is responsible for converting acetyl-ACP to malonyl-ACP on the growing acyl chain, thus preventing further palmitate generation
• Toxicity: Acute oral toxicity (LD₅₀) in rat is >10000 mg/kg
• External Links: Wikipedia

Sigma Aldrich - P0500

包装
10, 25, 100, 250 g in poly bottle

Sigma Aldrich - PHR1120

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

Sigma Aldrich - W283207

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

Sigma Aldrich - 43051

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.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 - P5585

Biochem/physiol Actions
Palmitic acid is a straight-chain 16-carbon fatty acid. Diets rich in palmitic acid, along with lauric and myristic acids, are associated with increased serum levels of low-density lipoprotein cholesterol. Palmitic acid is the first fatty acid produced by lipogenesis. It is a negative regulator of acetyl-CoA carboxylase (ACC) and is implicated in fatty acid-induced insulin resistance.

Sigma Aldrich - 258725

包装
100 g in poly bottle

Sigma Aldrich - P51

包装
1 kg in poly bottle

Toronto Research Chemicals - P144500

Palmitic Acid is a common fatty acid found in plants and animals. The body converts excess carbohydrates into Palmitic Acid, thus Palmitic Acid is the first fatty acid produced during fatty acid synthesis as well as a precursor for longer fatty acids.

参考文献

• Jeffcoat, R. et al.: Lipids, 12, 469 (1977)
• Hudgins, L. et al.: J. Lipid Res., 41, 595 (1977)