3-Hydroxypropionic acid
3-HYDROXYPROPANOIC ACID · HYDRACRYLIC ACID · Propanoic acid, 3-hydroxy- · CHEBI:33404 · beta-lacticacid · .beta.-Lacticacid · ethylenelacticacid · 2-deoxy-glycericaci
식별자 및 물리적 특성
| CAS No. | 503-66-2 |
|---|---|
| 분자식 | C3H6O3 |
| 평균 분자량 | 90.08 g/mol |
| 단동위원소 질량 | 90.03169405 g/mol |
| SMILES | O=C(O)CCO |
| InChIKey | ALRHLSYJTWAHJZ-UHFFFAOYSA-N |
| PubChem CID | 68152 |
| ChEMBL | CHEMBL1205969 |
| ChEBI | CHEBI:33404 |
| EC No. | 207-974-8 |
| DTXSID | DTXSID50198305 |
화학 및 물리적 성질
| XLogP | -1 |
|---|---|
| 극성 표면적 | 57.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 6 |
| 형식 전하 | 0 |
| 복잡도 | 50 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Dielectric constant |
| 녹는점 | < 25 °C16.8°C (estimate) |
| Physical Description | Solid |
| 끓는 점 | 212°C (rough estimate) |
| 밀도 | 1.066 g/mL at 25 °C |
| 굴절률 | 1.4489 |
| 인화점 | >110° |
| 저장 조건 | 2-8°C |
| 용해도 | 에탄올, 메탄올, 물에 용해됨 |
| pKa(산도 계수) | 4.51(at 25℃) |
| 물리적 상태 | 무색 용액 |
| 색상 | 무색 내지 거의 무색 |
| 용해도 | 270.1g/L(25℃) |
| 화장품 원료 기능 | 피부 컨디셔닝 - 기타 |
| InChI | InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6) |
| InChIKey | ALRHLSYJTWAHJZ-UHFFFAOYSA-N |
| SMILES | C(O)(=O)CCO |
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 6.7% (3 of 45) of reports.DangerH302 (88.9%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (88.9%) |
| 건강 영향 | Chronically high levels of hydroxypropionic acid are associated with at least 5 inborn errors of metabolism including: Biotinidase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria, Methylmalonic, Aciduria Due to Cobalamin-Related Disorders and Propionic acidemia. |
| 독성 요약 | 3-hydroxypropionic acid (3HP) toxicity is mediated by 3-hydroxypropionic aldehyde (reuterin). 3HP toxicity is also proposed to be related to inhibition of the chorismate and threonine super-pathways. Generally, the toxicity mechanism of 3HP is not understood at the molecular level. (A15450) |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| 수질 위해 등급(WGK) | WGK 1 |
| 관세 코드 | 29181990 |
| 위험 문구(R) | 36/37/38-41-37/38-22 |
| 위험 표시 | Xi,Xn |
| 안전 문구(S) | 26-36/37/39-39 |
| 기존화학 물질 | KE-20869 |
| 위험 등급 | Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 10 - Combustible liquids |
용도
개요
3-Hydroxypropionic acid (3-HP) is considered as a potential building block either for organic synthesis or high performance polymers.It is a 3-carbon carboxylic acid, structural isomer of lactic acid, which naturally exists in some thermophilic archaea and bacteria. This organic compound has been pointed out by the US Department of Energy as a promising biomass derivate, which could potentially be used for the production of high added-value chemicals like1,3-propanediol, acrylic acid, acrylamide, and bioplastics. Being 3-HP a commercially valuable, important platform chemical, researches have been conducted about its production on commercial scale, mainly from renewable sources. The biological production of 3-HP from glycerol and glucose, both based on microbial fermentation, are among the main routes studied. More specifically, research activities have been devoted to goals such as identifying novel biochemical pathways, metabolic engineering of microbial strains for the production of 3-HP, and improvements of cultivation techniques to increase 3-HP production titers. Despite intense research efforts, there are still important bottlenecks for cost efficient, large scale biological production of 3-Hydroxypropionic Acid.
용도
A three carbon non-chiral compound, 3-Hydroxypropionic acid can be used as a building block for industrial chemicals.