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설포라페인

Sulforaphane

HCID 5350
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
142825-10-3
표준 SMILES
CS(=O)CCCCN=C=S
InChIKey
SUVMJBTUFCVSAD-UHFFFAOYSA-N
분자식
C6H11NOS2
평균 분자량
177.3 g/mol
단동위원소 질량
177.02820632

개요

Sulforaphane is an isothiocyanate having a 4-(methylsulfinyl)butyl group attached to the nitrogen. It has a role as an antioxidant, an antineoplastic agent, an EC 3.5.1.98 (histone deacetylase) inhibitor and a plant metabolite. It is a sulfoxide and an isothiocyanate.

이름 및 식별자

우선 이름
Sulforaphane
IUPAC
1-isothiocyanato-4-methylsulfinylbutane
현지명
설포라페인
영어명
DL-Sulforaphane
분자식
C6H11NOS2
분자량
177.29

이름 및 동의어

sulforaphane4478-93-71-Isothiocyanato-4-(methylsulfinyl)butaneSulforafanSulphoraphane1-isothiocyanato-4-methylsulfinylbutaneButane, 1-isothiocyanato-4-(methylsulfinyl)-SulfaforaphaneDTXSID8036732CHEBI:4780741684WL1GL1-isothiocyanato-4-methylsulphinylbutane
이름 더 보기
설포라페인sulforaphanSulforaphen-SuLforaphaneDetoxophanesulforphaneR-SULFORAPHANE
1-isothiocyanato-4-methylsulfinyl-butane4-methylsulfoxybutylisothiocyanate(+-)-sulforaphaneRefChem:889698DTXCID6016732GA49J4310UDL-SulforaphaneD,L-Sulforaphane

데이터베이스 식별자

CAS
142825-10-3、4478-93-7
PubChem CID
5350
DTXSID
DTXSID8036732
ChEMBL
CHEMBL48802
ChEBI
CHEBI:47807

물성

구조 계산 물성

XLogP
1.4
극성 표면적
80.7 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
10
형식 전하
0
복잡도
152

실험 및 물리화학적 성질

Physical DescriptionSolid

물리화학적 성질

끓는 점
125 · 125-135°C
밀도
1.17 · 1.17±0.1 g/cm3(Predicted)
저장 조건
-20 °C · -20°C
용해도
40 mg/mL, · DMSO: 40mg/mL, 가용성
물리적 상태
액체
색상
약간 노란색
생물학적 소스
synthetic
안정성
감광성
화장품 원료 기능
피부의 멜라닌 생성을 줄입니다피부 보호
InChI
InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
InChIKey
SUVMJBTUFCVSAD-UHFFFAOYSA-N
SMILES
C(N=C=S)CCCS(C)=O
LogP
0.407 · 0.407 (est)
화학적 성질 · 1건

DL-Sulforaphane (SFN) is a slightly yellow liquid. soluble in DMSO, methanol, or water-like solvents. SFN exists in food in its food-bound form known as Glucoraphanin. It is present in a wide range of vegetables such as cabbage, cauliflower, bok choy, kale, chinese broccoli, mustard, turnip, radish, and watercress.

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk
3
HS 번호
29309090
safety_code
23-24/25
스토리지 클래스
10 - Combustible liquids

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationAgents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.
응용 분야 · 3건

개요Sulforaphane is a compound within the isothiocyanate group of organosulfur compounds and mainly found in cruciferous vegetables. It is produced when the enzyme myrosinase transforms glucoraphanin,a prodrug or storage form of SFN, into SFN upon damage to the plant (such as from chewing),which allows the two compounds to mix and react. Glucoraphanin is one of a few molecules known as isothiocyanates, existing alongside Sinigrin (metabolized into allylisothiocyanate).

용도Potent, selective inducer of phase II detoxification enzymes with anticarcinogenic properties. Occurs naturally in broccoli. It was found to inhibit chemically induced mammary tumor formation in rats. Antitumor agentLNCaP prostate cancer cells were treated with DL-Sulforaphane to study the effect on androgen receptor. Effects on malathion toxicity was studied in rats by treating them with DL-Sulforaphane.Nrf2 activation of the antioxidant response element (ARE) is central to cytoprotective gene expression against oxidative and/or electrophilic stress.Unless activated by inflammatory, environmental, or oxidative stressors, Nrf2 is sequestered in the cytoplasm by its repressor, Keap1.Because of its protective capabilities, small molecules that activate Nrf2 signaling are being examined as potential anti-cancer or anti-inflammatory agents.Sulforaphane is an isothiocyanate derived from cruciferous vegetables, including broccoli, that potently induces chemopreventative enzymes via Keap1-Nrf2 signaling and ARE-driven gene expression.At 15 μM, sulforaphane inhibits class I and II HDAC activity and suppresses tumor growth by inducing cell cycle arrest and apoptosis selectively in various cancerous prostate epithelial cells without affecting normal cells.Differential effects of sulforaphane on histone deacetylases, cell cycle arrest and apoptosis in normal prostate cells versus hyperplastic and cancerous prostate cells

일반 설명An isothiocyanate isolated from broccoli that acts as a potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture. It has been shown to be an effective agent in prevention of chemically-induced mammary tumors in rats. It also inhibits the phase I cytochrome P450 isoenzymes 2E1 and IA2 which have been associated with the activation of carcinogens. The induction of phase II enzymes is mediated by mitogen-activated protein kinase (MAPK) pathway.

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
UNII
41684WL1GL
EC Number
878-934-0
Nikkaji
J13.479A

상·하류 제품 정보

상류 원료

에루신(R)-4-(메틸술피닐)-1-부틸라민티오포스겐

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추가 설명 · 1건

정의ChEBI: Sulforaphane is an isothiocyanate having a 4-(methylsulfinyl)butyl group attached to the nitrogen. It has a role as an antineoplastic agent, a plant metabolite, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a sulfoxide and an isothiocyanate.