3-인돌프로피온산
3-인돌프로피온산 · PROPAN-2-OL · INDOLE-3-PROPIONIC ACID · 3-(1H-INDOL-3-YL)PROPANOIC ACID · ISOPROPYL ALCOHO · ISOPROPANE · FEMA 2929 · ISOPROPANO
식별자 및 물리적 특성
| CAS No. | 830-96-6 |
|---|---|
| 분자식 | C11H11NO2 |
| 평균 분자량 | 189.21 g/mol |
| 단동위원소 질량 | 189.07897859 g/mol |
| SMILES | O=C(O)CCc1c[nH]c2ccccc12 |
| InChIKey | GOLXRNDWAUTYKT-UHFFFAOYSA-N |
| PubChem CID | 3744 |
| ChEMBL | CHEMBL207225 |
| ChEBI | CHEBI:43580 |
| EC No. | 212-600-1 |
| DTXSID | DTXSID7061192 |
| 현지명 | 3-인돌프로피온산 |
화학 및 물리적 성질
| XLogP | 1.8 |
|---|---|
| 극성 표면적 | 53.1 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 14 |
| 형식 전하 | 0 |
| 복잡도 | 217 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| LogP(분배 계수) | 1.75 |
| 녹는점 | 134 - 135 °C~133 °C |
| Physical Description | Solid |
| 끓는 점 | 82 °C(lit.) |
| 밀도 | 0.960 g/mL at 20 °C |
| 증기 밀도 | 2.1 (vs air) |
| 증기압 | 33 mm Hg ( 20 °C) |
| 굴절률 | n20/D 1.377(lit.) |
| 인화점 | 53 °F |
| 저장 조건 | Sealed in dry,Room Temperature |
| 용해도 | 에탄올: 용해성50mg/mL, 투명, 노란색~주황색 |
| pKa(산도 계수) | 4.77±0.10(Predicted) |
| 물리적 상태 | 수정 같은 |
| 색상 | 연노랑 |
| 용해도 | 약간 용해됨 |
| BRN | 147733 |
| InChI | 1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14) |
| InChIKey | GOLXRNDWAUTYKT-UHFFFAOYSA-N |
| SMILES | OC(=O)CCc1c[nH]c2ccccc12 |
| NIST | Indole-3-propionic acid(830-96-6) |
| EPA | 1H-Indole-3-propanoic acid (830-96-6) |
화학적 성질
pale yellow to yellow crystalline powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 18.2% (2 of 11) of reports.WarningH302 (18.2%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 11 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | 1H-Indole-3-propanoic acid: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (18.2%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | NM1329000 |
| 독성 | LDLo intraperitoneal in mouse: 100mg/kg |
| 관세 코드 | 29339990 |
| 위험 문구(R) | 22-36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-37/39 |
| F 고인화성물질 | 8-10-23 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
3-Indolepropionic acid is a bacterial metabolite that has antioxidant and neuroprotective activities. It scavenges ABTS radicals in a cell-free assay when used at concentrations ranging from 50 to 150 μM and decreases hydrogen peroxide-induced malondialdehyde (MDA) levels in rat striatal membranes (IC50 = 180 μM). Indole-3-propionic acid also decreases increases in MDA levels induced by amyloid β (1-42) in PC12 cells. It decreases ischemia-induced increases in cell death of pyramidal neurons and levels of 4-hydroxy nonenal (HNE; ) and glial fibrillary acidic protein (GFAP) in the hippocampal CA1 region in gerbils when administered at a dose of 10 mg/kg per day.
용도
3-Indolepropionic acid is a deamination product of Tryptophan (T947200) that protects the hippocampus (studied in gerbils) from ischemic damage and oxidative stress. It’s ability to protect the neurons in this way is attributed to its potent antioxidative effects. 3-Indolepropionic acid is also hypothesized to have protective effects on the thyroid gland.
일반 설명
3-Indolepropionic acid is an effective inhibitor of aggregation of misfolded β-amyloid protein (Abeta). Three-component one-pot procedure has been reported to assemble 3-indolepropionic acids.