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维基百科

甲萘醌

甲萘醌(英語:Menadione2-甲基-1,4-萘醌,有时也称作维生素K3[2]是一种化学式为C6H4(CO)2C2H(CH3)的有机化合物。

甲萘醌[1]
IUPAC名
2-Methylnaphthalene-1,4-dione
别名 Menaphthone; Vitamin K3; β-Methyl-1,4-naphthoquinone; 2-Methyl-1,4-naphthodione; 2-Methyl-1,4-naphthoquinone
识别
CAS号 58-27-5  
PubChem 4055
ChemSpider 3915
SMILES
 
  • O=C\2c1c(cccc1)C(=O)/C(=C/2)C
InChI
 
  • 1/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChIKey MJVAVZPDRWSRRC-UHFFFAOYAY
ChEBI 28869
DrugBank DB00170
KEGG D02335
性质
化学式 C11H8O2
摩尔质量 172.18 g·mol−1
外观 Bright yellow crystals
密度 1.225g/cm3
熔点 105 - 107 °C(271 K)
溶解性 不可溶
药理学
ATC代码
药品分级
妊娠分类
给药途径
危险性
致死量或浓度:
LD50中位剂量
0.5 g/kg (oral, mouse)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

此物在体内可转化为维生素K[3]但过量使用会导致活性氧类产生。[4]K3一般是合成产生,用作动物饲料和低收入地区的人类营养补充剂。根据欧洲食品安全局的报告,K3用于动物饲料时从未导致过毒性产生。[5]

口服天然形式的维生素K1、K2也会在体内生成K3。[2]K3可以穿透血脑屏障。[3]

参考文献 编辑

  1. ^ The Merck Index, 11th Edition, 5714
  2. ^ 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. ^ 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. 
  4. ^ Castro FA, Mariani D, Panek AD, Eleutherio EC, Pereira MD. Fox , 编. 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 . 
  5. ^ 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 . 

外部链接 编辑

  • 甲萘醌 in the Pesticide Properties DataBase (PPDB)

甲萘醌, 英語, menadione, 甲基, 萘醌, 有时也称作维生素k3, 是一种化学式为c6h4, 2c2h, 的有机化合物, iupac名2, methylnaphthalene, dione别名, menaphthone, vitamin, methyl, naphthoquinone, methyl, naphthodione, methyl, naphthoquinone识别cas号, pubchem, 4055chemspider, 3915smiles, 2c1c, cccc1, cinchi, . 甲萘醌 英語 Menadione 2 甲基 1 4 萘醌 有时也称作维生素K3 2 是一种化学式为C6H4 CO 2C2H CH3 的有机化合物 甲萘醌 1 IUPAC名2 Methylnaphthalene 1 4 dione别名 Menaphthone Vitamin K3 b Methyl 1 4 naphthoquinone 2 Methyl 1 4 naphthodione 2 Methyl 1 4 naphthoquinone识别CAS号 58 27 5 PubChem 4055ChemSpider 3915SMILES O C 2c1c cccc1 C O C C 2 CInChI 1 C11H8O2 c1 7 6 10 12 8 4 2 3 5 9 8 11 7 13 h2 6H 1H3InChIKey MJVAVZPDRWSRRC UHFFFAOYAYChEBI 28869DrugBank DB00170KEGG D02335性质化学式 C11H8O2摩尔质量 172 18 g mol 1外观 Bright yellow crystals密度 1 225g cm3熔点 105 107 C 271 K 溶解性 水 不可溶药理学ATC代码药品分级妊娠分类给药途径 OralIntravenous肌肉注射危险性致死量或浓度 LD50 中位剂量 0 5 g kg oral mouse 若非注明 所有数据均出自标准状态 25 100 kPa 下 此物在体内可转化为维生素K 3 但过量使用会导致活性氧类产生 4 K3一般是合成产生 用作动物饲料和低收入地区的人类营养补充剂 根据欧洲食品安全局的报告 K3用于动物饲料时从未导致过毒性产生 5 口服天然形式的维生素K1 K2也会在体内生成K3 2 K3可以穿透血脑屏障 3 参考文献 编辑 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 nbsp PMID 24085302 doi 10 1074 jbc M113 477356 nbsp 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 nbsp PMID 24489112 doi 10 1194 jlr R045559 Castro FA Mariani D Panek AD Eleutherio EC Pereira MD Fox 编 Cytotoxicity mechanism of two naphthoquinones menadione and plumbagin in Saccharomyces cerevisiae PLOS ONE 2008 3 12 e3999 Bibcode 2008PLoSO 3 3999C PMC 2600608 nbsp PMID 19098979 doi 10 1371 journal pone 0003999 nbsp 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 nbsp 外部链接 编辑甲萘醌 in the Pesticide Properties DataBase PPDB 取自 https zh wikipedia org w index php title 甲萘醌 amp oldid 76400028, 维基百科,wiki,书籍,书籍,图书馆,

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