추천 제품
생물학적 소스
synthetic
Quality Level
분석
≥98.0% (HPLC)
양식
crystalline
기술
HPLC: suitable
색상
faint green to green-yellow
mp
105-107 °C (lit.)
solubility
oil: soluble
저장 온도
room temp
SMILES string
CC1=CC(=O)c2ccccc2C1=O
InChI
1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChI key
MJVAVZPDRWSRRC-UHFFFAOYSA-N
유전자 정보
human ... NQO1(1728)
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애플리케이션
Menadione has been used for the generation of reactive oxygen species (ROS), followed by flow cytometry analysis. It has also been used in microbiological evaluation, such as to detect fastidious microorganisms.
생화학적/생리학적 작용
Menadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent.
Menadione is an aromatic polycyclic ketone. It serves as a precursor for vitamin K synthesis. Menadione is converted to menaquinone-4, an active metabolite of vitamin K3. Menadione mediates cell death, by inducing the production of reactive oxygen species through the futile redox cycling.
신호어
Warning
유해 및 위험 성명서
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
표적 기관
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Signoretti Fernanda GC, et al.
Journal of Endodontics, 39(10), 1240-1244 (2013)
Menadione is a metabolite of oral vitamin K
Thijssen Henk HW, et al.
The British Journal of Nutrition, 95(2), 260-266 (2006)
Menadione triggers cell death through ROS-dependent mechanisms involving PARP activation without requiring apoptosis
Loor G, et al.
Free Radical Biology & Medicine, 49(12), 1925-1936 (2010)
H Thor et al.
The Journal of biological chemistry, 257(20), 12419-12425 (1982-10-25)
The cytotoxic effects of many quinones are thought to be mediated through their one-electron reduction to semiquinone radicals, which subsequently enter redox cycles with molecular oxygen to produce active oxygen species and oxidative stress. The two-electron reduction of quinones to
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