β-ヒドロキシイソ吉草酸
β-ヒドロキシイソ吉草酸 · 3-ヒドロキシ-3-メチルブタン酸 · β-ヒドロキシ-β-メチル酪酸 · (±)-α-ヒドロキシイソ吉草酸 · 3-メチル-3-ヒドロキシ酪酸 · 3-ヒドロキシ-3-メチル酪酸 · β-ヒドロキシ-β-メチルブタン酸 · 3-メチル-3-ヒドロキシブタン酸
識別子と物理属性
| CAS No. | 625-08-1 |
|---|---|
| 分子式 | C5H10O3 |
| 平均分子量 | 118.13 g/mol |
| 単同位体質量 | 118.06299418 g/mol |
| SMILES | CC(C)(O)CC(=O)O |
| InChIKey | AXFYFNCPONWUHW-UHFFFAOYSA-N |
| PubChem CID | 69362 |
| ChEMBL | CHEMBL4303793 |
| ChEBI | CHEBI:37084 |
| EC No. | 626-699-8 |
| DTXSID | DTXSID20211535 |
| 現地名 | β-ヒドロキシイソ吉草酸 |
化学・物理的性質
| XLogP | -0.3 |
|---|---|
| 極性表面積 | 57.5 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 2 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 95 |
| LogP（分配係数） | 6.300 |
| 融点 | 65 - 67 °C-80 °C (lit.) |
| Physical Description | Solid |
| Kovats Retention Index | 985.2 |
| 沸点 | 88 °C/1 mmHg (lit.) |
| 密度 | 0.938 g/mL at 25 °C (lit.) |
| 屈折率 | n20/D 1.4415(lit.) |
| 引火点 | 113 °C |
| 貯蔵条件 | Keep in dark place,Sealed in dry,Room Temperature |
| 溶解度 | DMF:10.0(Max Conc. mg/mL)84.65(Max Conc. mM)DMSO:10.0(Max Conc. mg/mL)84.65(Max Conc. mM)Ethanol:10.0(Max Conc. mg/mL)84.65(Max Conc. mM)PBS (pH 7.2):10.0(Max Conc. mg/mL)84.65(Max Conc. mM)水およびエタノールに可溶。 |
| 外観・状態 | 液体 |
| pKa（酸解離定数） | 4.38±0.10(Predicted) |
| 比重 | 1.10 |
| 色 | ペールイエロー |
| BRN | 1743952 |
| 化粧品成分の機能 | 抗酸化物質 |
| InChI | 1S/C5H10O3/c1-5(2,8)3-4(6)7/h8H,3H2,1-2H3,(H,6,7) |
| InChIKey | AXFYFNCPONWUHW-UHFFFAOYSA-N |
| SMILES | CC(C)(O)CC(O)=O |
| CAS データベース | 625-08-1(CAS DataBase Reference) |
化学的特性
colorless to light yellow liquid
安全性と法規制
| GHS 分類 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (97.9%) |
| 健康影響 | Chronically high levels of 3-hydroxyisovaleric acid are associated with at least 4 inborn errors of metabolism including: 3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency, 3-Methylglutaconic Aciduria Type I, Biotinidase deficiency and Isovaleric Aciduria. |
| 毒性の概要 | 3-Hydroxyisovaleric acid is a normal human metabolite excreted in the urine. Elevated levels of this compound are found in several disorders due to impairment of renal reclamation of biotin. Levels may also be increased from prolonged consumption of raw egg-whites. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| F | 10-13-21 |
| 水環境危害等級（WGK） | 3 |
| 輸送番号（UN） | UN 3334 |
| 税関コード | 29181990 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (2)-1429 |
用途
用途
有機合成原料。
説明
β-Hydroxy β-methylbutyric acid (HMB), or β-hydroxy β- methylbutyrate, is a metabolite of the essential amino acid leucine and is synthesized in the human body. It plays a part in protein synthesis and was discovered by Dr. Steven L. Nissen at Iowa State University. It has been used in scientific studies to purportedly increase muscle mass and decrease muscle breakdown. Nissen held the original patent on the metabolite as a nutritional supplement. It was discovered in pigs, and small quantities can also be found in grapefruit, alfalfa, and catfish. As a supplement it is usually sold as a calcium salt. Research published in the Journal of Applied Physiology has shown that HMB may have an effect on increasing muscle weight and strength. A review in Nutrition & Metabolism provides an in depth and objective analysis of HMB research. The same study lists as HMB' s proposed mechanisms of action the following: Increased sarcolemmal integrity via conversion to HMG-CoA Enhanced protein synthesis via the mTOR pathway Depression of protein degradation through inhibition of the ubiquitin pathway Three grams of Calcium beta-hydroxy-beta-methylbutyrate per day may help muscles combat protein breakdown, assist in muscle repair and support increased endurance. Studies suggest its benefits may be greater for the untrained. Also, well-controlled scientific studies have found increases in muscle mass and decreases in body fat in 70 year old men. It has helped patients with chronic obstructive pulmonary disease in hospital intensive care units, muscle wasting associated with HIV or AIDS and with cancer, and trauma victims with severe injuries. The human body produces about 0.2 - 0.4 grams per day. Standard doses in research studies have been 1.5 to 3.0 grams per day, usually divided into two doses.
使用
β-Hydroxyisovaleric Acid is a metabolite of the essential amino acid Leucine and is synthesized in the human body. Studies suggest that β-Hydroxyisovaleric Acid may have an effect on increasing muscle weight and strength. The presence of elevated β-Hydroxyisovaleric Acid is a sensitive marker of biotin deficiency and may indicate the presence of a genetic disorder such as biotinidase deficiency or holocarboxylase synthetase deficiency.