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3-인돌프로피온산

1H-Indole-3-propanoic acid

HCID 3744
새 노트새 반응견적 요청하기
인쇄 미리보기

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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
830-96-6
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

3-Indolepropionic acid830-96-6Indole-3-propionic acid1H-Indole-3-propanoic acidIndolepropionic acid3-(3-Indolyl)propionic acid3-(3-Indolyl)propanoic acidOxigon3-(Indol-3-yl)propionic acid1H-INDOLE-3-PROPIONIC ACID3-(3-Indole)propionic acidbeta-(3-Indolyl)propionic acid
이름 더 보기
3-인돌프로피온산PROPAN-2-OL3-(1H-INDOL-3-YL)PROPANOIC ACIDISOPROPYL ALCOHOISOPROPANEFEMA 2929ISOPROPANOISOPROPANOL ALCOHOL2-PPROPANOL
3-Indolepropionicacidindole-3-propanoic acidJF49U1Q7KN1H-Indole-3-proponoic acidVP-20629NSC-3252NSC-47831SHP622

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 물성보충 중

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

DrugsPharmaceuticals -> Listed in ZINC15
LogP1.75
Melting Point134 - 135 °C
Physical DescriptionSolid

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

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

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

Regulatory Information1H-Indole-3-propanoic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (18.2%)

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

Cellular LocationsMembrane

용도 및 제조

General Manufacturing Information1H-Indole-3-propanoic acid: INACTIVE
응용 분야 · 3건

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

Ethyl 2-oxocyclopentanecarboxylate디카복실산, C4-6Ethanol solution

관련 반응

63건
반응 기록 만들기
HRID 34992 반응식
HRID 34992생성물로uspto-grants-1988_08
HRID 47255 반응식
HRID 47255반응물로uspto-grants-2004_03
HRID 74521 반응식
HRID 74521반응물로uspto-grants-2014_09
HRID 98600 반응식
HRID 98600반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 150011 반응식
HRID 150011반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 160470 반응식
HRID 160470반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 173200 반응식
HRID 173200반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 299478 반응식
HRID 299478반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
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화합물 노트

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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

인돌-2-카르복실산
phenylhydrazone
1H-Indole-3-propanoic acid, 1-(2,2-dimethyl-1-oxopropyl)-
2-(1H-indol-3-yl)butanedioic acid
1H-Indole-3-propanoic acid, β-oxo-
Diethyl 2-(1H-indol-3-ylmethyl)propanedioate
Propanedioic acid,2-(1H-indol-3-ylmethyl)-
3-(2-카르복시인돌-3-일)프로피온산
1H-Indole-3-propanoicacid, cyclohexyl ester
1H-인돌-3-아세트산,.알파.-메틸-
DONAXINE iodomethylate
3-(2-BROMOETHYL)INDOLE
5-Bromoindole

하류 제품

에틸(R)-2-하이드록시-4-페닐부티레이트3-(1H-INDOL-3-YL)-1-PROPANAMINE1H-Indole-3-propanoic acid, 1-[(4-chlorophenyl)methyl]-

추가 설명

정의ChEBI: An indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3.