甲萘醌
甲萘醌[1] | |
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IUPAC名 2-Methylnaphthalene-1,4-dione | |
別名 | 2-甲基-1,4-萘醌 維生素K3 |
識別 | |
CAS號 | 58-27-5 |
PubChem | 4055 |
ChemSpider | 3915 |
SMILES |
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InChI |
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InChIKey | MJVAVZPDRWSRRC-UHFFFAOYAY |
ChEBI | 28869 |
DrugBank | DB00170 |
KEGG | D02335 |
性質 | |
化學式 | C11H8O2 |
摩爾質量 | 172.18 g·mol−1 |
外觀 | 亮黃色晶體 |
密度 | 1.225 g/cm3 |
熔點 | 105-107 °C(378-380 K) |
溶解性(水) | 不可溶 |
藥理學 | |
ATC代碼 | B02BA02(B02) |
藥品分級 | |
妊娠分類 | Contraindicated in India |
給藥途徑 |
|
危險性 | |
致死量或濃度: | |
LD50(中位劑量)
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0.5 g/kg(小鼠,口服) |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
甲萘醌(英語:Menadione,2-甲基-1,4-萘醌,有時也稱作維生素K3)[2]是一種化學式為C6H4(CO)2C2H(CH3)的有機化合物。
此物在體內可由NQO1和UBIAD1轉化為維生素K(K2, MK-4),[3]但過量使用會導致活性氧類產生。[4]K3一般是合成產生,用作動物飼料和低收入地區的人類營養補充劑。根據歐洲食品安全局的報告,K3用於動物飼料時從未導致過毒性產生。[5]
口服天然形式的維生素K1、K2也會在體內生成K3。[2]K3可以穿透血腦屏障。[3]
參考文獻
- ^ The Merck Index, 11th Edition, 5714
- ^ 2.0 2.1 Hirota, Yoshihisa; Tsugawa, Naoko; Nakagawa, Kimie; Suhara, Yoshitomo; Tanaka, Kiyoshi; Uchino, Yuri; Takeuchi, Atsuko; Sawada, Natsumi; Kamao, Maya; Wada, Akimori; Okitsu, Takashi. Menadione (vitamin K3) is a catabolic product of oral phylloquinone (vitamin K1) in the intestine and a circulating precursor of tissue menaquinone-4 (vitamin K2) in rats. The Journal of Biological Chemistry. 2013-11-15, 288 (46): 33071–33080. ISSN 1083-351X. PMC 3829156 . PMID 24085302. doi:10.1074/jbc.M113.477356 .
- ^ 3.0 3.1 Shearer, Martin J.; Newman, Paul. Recent trends in the metabolism and cell biology of vitamin K with special reference to vitamin K cycling and MK-4 biosynthesis. Journal of Lipid Research. March 2014, 55 (3): 345–362. ISSN 0022-2275. PMC 3934721 . PMID 24489112. doi:10.1194/jlr.R045559.
- ^ Castro FA, Mariani D, Panek AD, Eleutherio EC, Pereira MD. Fox , 編. Cytotoxicity mechanism of two naphthoquinones (menadione and plumbagin) in Saccharomyces cerevisiae. PLOS ONE. 2008, 3 (12): e3999. Bibcode:2008PLoSO...3.3999C. PMC 2600608 . PMID 19098979. doi:10.1371/journal.pone.0003999 .
- ^ EFSA Panel on Additives and Products or Substances used in Animal Feed (FEEDAP). Scientific Opinion on the safety and efficacy of vitamin K3 (menadione sodium bisulphite and menadione nicotinamide bisulphite) as a feed additive for all animal species.. EFSA Journal. January 2014, 12 (1): 3532. doi:10.2903/j.efsa.2014.3532 .
外部連結
- 甲萘醌 in the Pesticide Properties DataBase (PPDB)