기본 정보
- 표준 SMILES
O=C(O)CCc1c[nH]c2ccccc12- InChIKey
GOLXRNDWAUTYKT-UHFFFAOYSA-N- 분자식
- C11H11NO2
- 평균 분자량
- 189.21 g/mol
- 단동위원소 질량
- 189.07897859
개요
3-(1H-indol-3-yl)propanoic acid is an indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3. It has a role as an auxin, a plant metabolite and a human metabolite. It is functionally related to a propionic acid. It is a conjugate acid of a 3-(1H-indol-3-yl)propanoate.
이름 및 식별자
- 우선 이름
- 1H-Indole-3-propanoic acid
- IUPAC
- 3-(1H-indol-3-yl)propanoic acid
- 현지명
- 3-인돌프로피온산
- 영어명
- 3-Indolepropionic acid
- 분자식
- C11H11NO2
- 분자량
- 189.21
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
830-96-6- PubChem CID
- 3744
- DTXSID
DTXSID7061192- ChEMBL
CHEMBL207225- ChEBI
CHEBI:43580- UNII
- JF49U1Q7KN
- EC Number
- 212-600-1
- Nikkaji
- J7.131E
물성
구조 계산 물성
- XLogP
- 1.8
- 극성 표면적
- 53.1 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 14
- 형식 전하
- 0
- 복잡도
- 217
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 133 °C · ~133 °C
- 끓는 점
- 82 °C · 82 °C(lit.)
- 밀도
- 0.96 g/mL · 0.960 g/mL at 20 °C
- 증기 밀도
- 2.1 · 2.1 (vs air)
- 증기압
- 33 mm · 33 mm Hg ( 20 °C)
- 굴절률
- 20 · n20/D 1.377(lit.)
- 인화점
- 53 °F · 53 °F
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- 50 mg/mL, · 에탄올: 용해성50mg/mL, 투명, 노란색~주황색
- 산도 계수 (pKa)
- 4.77 · 4.77±0.10(Predicted)
- 물리적 상태
- 수정 같은
- 색상
- 연노랑
- 수용성
- 약간 용해됨
- BRN
- 147733 · 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
- -3 · Indole-3-propionic acid(830-96-6)
- EPA
- 1 H-Indole-3-propanoic · 1H-Indole-3-propanoic acid (830-96-6)
화학적 성질
pale yellow to yellow crystalline powder
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 18.2% (2 of 11) of reports.
Warning
H302 (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.
유해성 정보
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- NM1329000
- 독성
- LDLo intraperitoneal in mouse: 100mg/kg
- HS 번호
- 29339990
- risk_code
- 22-36/37/38
- hazard_code
- Xi
- safety_code
- 26-37/39
- F 고인화성물질
- 8-10-23
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
용도 및 제조
응용 분야
개요3-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.
용도3-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 설명3-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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: An indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3.
관련 반응
연결된 노트
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