DL-2-하이드록시-N-부티르산
DL-2-하이드록시-N-부티르산 · NSC 6495 · RARECHEM AL BO 2322 · 2-hydroxybutyricaci · 2-hydroxybutanoicacid · 2-hydroxy-butanoicacid · DL-2-HYDROXYBUTYRIC ACID · (?-2-hydroxybutyric acid
식별자 및 물리적 특성
| CAS No. | 565-70-8 |
|---|---|
| 분자식 | C4H8O3 |
| 평균 분자량 | 104.1 g/mol |
| 단동위원소 질량 | 104.04734411 g/mol |
| SMILES | CCC(O)C(=O)O |
| InChIKey | AFENDNXGAFYKQO-UHFFFAOYSA-N |
| PubChem CID | 11266 |
| ChEMBL | CHEMBL567588 |
| ChEBI | CHEBI:1148 |
| EC No. | 209-985-3 |
| DTXSID | DTXSID8041903 |
| 현지명 | DL-2-하이드록시-N-부티르산 |
화학 및 물리적 성질
| XLogP | 0.1 |
|---|---|
| 극성 표면적 | 57.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 69 |
| Physical Description | White or almost white crystals or powder[TCI America MSDS] |
| Collision Cross Section | 124.67 Ų [M-H]- [CCS Type: DTMethod: stepped-field]120.5 Ų [M-H]- |
| 녹는점 | 44 °C |
| 끓는 점 | 260 °C |
| 밀도 | 1.1250 |
| 굴절률 | 1.4298 (589.3 nm 20℃) |
| 저장 조건 | Refrigerator |
| 용해도 | 클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄올(약간 용해됨) |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | pK1:3.65 (30°C) |
| 색상 | 흰색에서 황백색까지 |
| Merck | 14,4816 |
| InChI | InChI=1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7) |
| InChIKey | AFENDNXGAFYKQO-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C(O)CC |
| EPA | Butanoic acid, 2-hydroxy- (600-15-7) |
안전 및 규제
| GHS 분류 | DangerH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (25%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (75%): 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, P305+P354+P338, P317, 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 4 reports by companies from 4 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. |
|---|---|
| 유해성 요약 | A skin and strong eye irritant[TCI America MSDS] See 2-Hydroxyisobutyric acid and beta-Hydroxybutyric acid. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Dam. 1 (25%)Eye Irrit. 2A (75%)STOT SE 3 (75%) |
| 수질 위해 등급(WGK) | WGK 3 |
| 관세 코드 | 2918199890 |
| 위험 문구(R) | 36/37/38-41-37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36/37/39-39 |
| 기존화학 물질 | KE-20426 |
| 위험 등급 | Eye Dam. 1Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
2-Hydroxybutyric acid (or alpha - hydroxy butyrate) is a hydroxy butyric acid with the hydroxyl group on the carbon adjacent to the carboxyl. It is a chiral compound having two enantiomers, D-2- hydroxybutyric acid and L-2-hydroxybutyric acid. 2-Hydroxy butyrate, the conjugate base of 2-hydroxy butyric acid, is produced in mammalian tissues (principally hepatic) that catabolize L-threonine or synthesize glutathione. Oxidative stress or detoxification demands can dramatically increase the rate of hepatic glutathione synthesis. Under such metabolic stress conditions, supplies of L-cysteine for glutathione synthesis become limiting, so homocysteine is diverted from the transmethylation pathway forming methionine into the transsulfuration pathway forming cystathionine. 2-Hydroxybutyrate is released as a byproduct when cystathionine is cleaved to cysteine that is incorporated into glutathione. Chronic shifts in the rate of glutathione synthesis may be reflected by urinary excretion of 2-hydroxybutyrate.
용도
2-Hydroxybutanoic Acid is an analyte used in the diagnoses of colorectal cancer as well as Type II diabetes. It is also used in the purification of the major Vibrio autoinducer and the study of its role in virulence factor production for cholera.