Indole-3-carbinol

Indole-3-carbinol 구조식 이미지
카스 번호:
700-06-1
상품명:
Indole-3-carbinol
동의어(영문):
I3C;Indol-3-carbinol;3-INDOLEMETHANOL;INDOLE-3-METHANOL;3-indolylcarbinol;INDOLE-3-CARBINOLE;Indinol;e-3-carbinoL;ndolemethanol;AKOS NCG1-0099
CBNumber:
CB7295605
분자식:
C9H9NO
포뮬러 무게:
147.17
MOL 파일:
700-06-1.mol
MSDS 파일:
SDS

Indole-3-carbinol 속성

녹는점
96-99 °C (lit.)
끓는 점
267.28°C (rough estimate)
밀도
1.1135 (rough estimate)
굴절률
1.5670 (estimate)
저장 조건
2-8°C
용해도
메탄올에 용해됨
물리적 상태
결정질 분말 또는 플레이크
산도 계수 (pKa)
15.10±0.10(Predicted)
색상
황백색에서 노란색-주황색까지
BRN
121323
안정성
2-80C
InChI
InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
InChIKey
IVYPNXXAYMYVSP-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC=C2)C(CO)=C1
LogP
1.366 (est)
CAS 데이터베이스
700-06-1(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/38
안전지침서 26-36
WGK 독일 3
RTECS 번호 NL9483000
위험 참고 사항 Irritant
HS 번호 29339900
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
예방조치문구:
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
1
2 0

Indole-3-carbinol C화학적 특성, 용도, 생산

화학적 성질

Indole-3-carbinol is an off-white powder. It is soluble in organic solvents such as benzene, ethanol, DMSO, and dimethyl formamide (DMF), which should be purged with an inert gas. The solubility of Indole-3-carbinol in ethanol and DMF is approximately 10 mg/ml and approximately 3 mg/ml in DMSO. Indole-3-carbinol is an unstable compound that undergoes rapid oligomerization in acid pH environments, like the stomach.

출처

Indole-3-carbinol is produced by members of the family Cruciferae, and particularly members of the genus Brassica (e.g., cabbage, radishes, cauliflower, broccoli, Brussels sprouts, and daikon).

용도

Indole-3-carbinol has been used for encapsulation with poly-lactic-co-glycolic acid (PLGA), to study its in-vitro anti-cancerogenic effects on breast adenocarcinoma epithelial (MCF7), colon adenocarcinoma epithelial (Caco2), prostate carcinoma epithelial (PC3) cells. It has also been used as a cytochrome P4501A (CYP1A) inducer.

제조 방법

Using indole, phosphorus oxychloride and N,N-dimethylformamide as raw materials, indole-3-carbaldehyde was synthesized by Vilsmeier-Haack reaction with a yield of 87.1%.

정의

ChEBI: Indole-3-carbinol is an indolyl alcohol carrying a hydroxymethyl group at position 3. It is a constituent of the cruciferous vegetables and had anticancer activity.

주요 응용

Indole-3-carbinol (I3C) is a secondary plant metabolite of 3-methylindole produced in Brassica family vegetables. It is an inhibitor of Amyloid-beta deposition and Inhibits cancinogenesis at the initiation stage. Indole-3-carbinol is used in cancer prevention, specifically for breast, cervical and colon cancers. It has also been widely used to address lupus.

일반 설명

Indole-3-carbinol is a novel secondary plant metabolite produced in cruciferous vegetables, such as cabbage, cauliflower and brussels sprouts.

Anticancer Research

I3C is a bioactive compound majorly found in Brassica vegetables including broccoli,cauliflower, and collard greens. I3C and its derivative diindolylmethane (DIM)have been investigated for cancer prevention and treatment of breast, prostate, andovarian cancers. I3C partially modulates the tyrosine kinase/PI3K/Akt signalingpathway which leads to the prevention of lung adenocarcinoma which is induced byusing tobacco carcinogen in A/J mice. DIM transduces signaling via aryl hydrocarbon(Ah) receptor, NF-κB/Wnt/Akt/mTOR signaling pathways, cell cycle arrest,modulated cytochrome P450 enzymes, and altered angiogenetic and invasive,metastatic, and epigenetic behavior of cancer cells. Combination of DIM and I3Cinduces Nrf2-mediated phase II drug metabolizing genes (GSTm2, UGT1A1, andNQO1) and antioxidant genes (HO-1, SOD-1) (Weng et al. 2008; 2012).

Indole-3-carbinol 준비 용품 및 원자재

원자재

준비 용품


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