2-Methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)naphthalene-1,4-dione 维生素

CAS 863-61-6 MFCD00079646

化学结构图

863-61-6
SMILES: CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC1=C(C)C(=O)c2ccccc2C1=O

化学属性

Mol. FormulaC31H40O2
Mol. Weight444.65
Melting Point121-124 ºC

别名和识别编码

Chemical Name2-Methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)naphthalene-1,4-dione
Synonym (E,E,E)-isomer of menatetrenone 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinone 2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinone 2-methyl-3-all-trans-tetraprenyl-1,4-naphthoquinone 2-methyl-3-trans-tetraprenyl-1,4-naphthoquinone 2-甲基-3-[(2E,6E,10E)-3,7,11,15-四甲基十六碳-2,6,10,14-四烯基]萘-1,4-二酮 Kefton-2 MENAQUINONE MENAQUINONE (K2) 100MG NEAT MK(sub 4) Menadione sodium hydrogen sulfite Menaquinone (K2) Menaquinone K(sub 4) Menaquinone-4 VitaminK2(20) VitaminK2(45)98.0%Min.Powder e3100 k2(sub20) kaytwo menaquinone 4 menaquinone-4 menatetrenone vi vitamin K2(20) vitamin MK-4 {} {} {} {} {} {} { {} {} {} {} {} {} {} { {} {} {} {} {} {
MDL NumberMFCD00079646
CAS Number863-61-6
EC Number204-987-0
Chemical Name Translation维生素
Wiswesser Line NotationL66 BV EVJ C2UY1&3UY1&3UY1&3UY1&1 D1
PubChem Substance ID5282367
LabNetwork Molecule IDLN00193547
InChIInChI=1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+
Canonical SMILESO=C1C(C)=C(C/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)\C)C(C2=C1C=CC=C2)=O
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分类

  • {SA} Biochemicals and Reagents, Cofactor, Isoprenoid, Lipids, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Metabolomics,
  • Alphabetic, Analytical Standards, Analytical/Chromatography, Biochemicals and Reagents, Chromatography, Fat-Soluble Vitamins, Food & Beverage Standards
  • {SNA} Biochemical
  • {SNA} Cofactor, Isoprenoid, Prenols, Vitamin K, Vitamin K2, Vitamins, 代谢组学, 代谢通路, 代谢通路图中的代谢产物和辅酶分子, 生化试剂, 细胞生物学, 脂类, 营养研究

相关文献及参考

  • [2]. Kim M, et al. Vitamin K1 (phylloquinone) and K2 (menaquinone-4) supplementation improves bone formation in a high-fat diet-induced obese mice. J Clin Biochem Nutr. 2013 Sep;53(2):108-13.
  • Merck 14 ,5833
  • [1]. Noda S, et al. Menaquinone-4 (vitamin K2) up-regulates expression of human intestinal alkaline phosphatase in Caco-2 cells. Nutr Res. 2016 Nov;36(11):1269-1276.
  • [1]. Noda S, et al. Menaquinone-4 (vitamin K2) up-regulates expression of human intestinal alkaline phosphatase in Caco-2 cells. Nutr Res. 2016 Nov;36(11):1269-1276.
  • [2]. Kim M, et al. Vitamin K1 (phylloquinone) and K2 (menaquinone-4) supplementation improves bone formation in a high-fat diet-induced obese mice. J Clin Biochem Nutr. 2013 Sep;53(2):108-13.

安全信息

RTECSQL9279500 \u000d\u000aQL9279500
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
Storage condition -20°C 2-8°C 2-8°C, protect from light 储存温度-20°C 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >40 mL/kg
TOXIC EFFECTS :
   Skin and Appendages - hair
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 25,2003,1991

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >5 gm/kg
TOXIC EFFECTS :
   Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 5,445,1971

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 5,445,1971

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFE

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >40 mL/kg
TOXIC EFFECTS :
   Skin and Appendages - hair
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/pag

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 3 gm/kg
SEX/DURATION            : female 7-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 5,469,1971

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 270 mg/kg
SEX/DURATION            : multigenerations
TOXIC EFFECTS :
   Reproductive - Maternal Effects - parturition
   Reproductive - Effects on Newborn - live birth index (measured after birth)
   Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4
   per # born alive)
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 15,1143,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 6 gm/kg
SEX/DURATION            : female 9-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 5,469,1971

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 300 mg/kg
SEX/DURATION            : female 7-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Sp

GHS Symbol

其他信息

  • MOL 文件:863-61-6.mol
  • 维生素:四烯甲萘醌又称维生素K2，是一种含有甲萘醌基本结构并具有抗出血作用的天然存在的维生素，1929年戴姆发现自然界中的维生素K有K1和K2两种，均为萘醌类化合物。本品为黄色晶体或油状液体，不溶于水，易溶于有机溶剂和植物油中，耐热，但易被光破坏。能促进肝脏合成凝血酶原，调节凝血因子Ⅶ、Ⅸ、Ⅹ的合成，从而加速血液凝固。另外，在细胞内对葡萄糖磷酸化起重要作用。在某些细菌(如分枝杆菌)内，可作呼吸链的组分。缺乏后，凝血时间延长，故在有创伤时，会流血不止。人和动物肠道内细菌能合成，故一般不易得缺乏症。肝、鱼、肉以及白菜和菠菜等绿叶蔬菜中含量丰富。 本品可由微生物，包括动物肠道细菌合成，还可从腐败鱼粉提得。 人类肠道细菌能制造四烯甲萘醌（维生素K2），故平时无缺乏之虞。但如长期服磺胺药物或抗生素抑制细菌，或有任何引起脂类吸收不良的情况： 如胆管阻塞、便脂、热带腹泻、胰功能障碍等，皆将导致维生素K缺乏。平时无害的小伤对缺乏K的动物也可引起流血不止而死亡。故肠梗阻与胆管阻塞患者在手术前必需注射维生素K。新生婴儿肠腔无菌也可出现缺K新生儿出血症，可延续到肠腔有菌为止。产前向孕妇注射K可以防止。如直接对新生儿注射则一次不宜过多，以免引起高胆红素血症及黄疸。成年人只要肠内脂肪吸收良好就无缺乏维生素K的危险。人们熟知缺乏维生素K的患者，血液中凝血酶原减少，凝血时间延长。故认为K的主要功能为促进凝血酶原在肝中的合成。经多年研究后发现维生素K对凝血因子Ⅶ、Ⅸ、Ⅹ等在肝中的生成也有促进作用。缺乏K时血中这些凝血因子都将下降。正因为如此，当患肝癌或肝硬化时，肝组织受到严重破坏，肝功能失常，虽给予维生素K亦无效。 对维生素K的生化作用机制，曾有过争论。最近认为它不是促进凝血酶原这种蛋白质的生物合成，而仅仅是将酶原前身物分子N末端10个谷氨酸残基γ羧化转变成为能与Ca2+结合的凝血酶原。显然γ羧化了谷氨酸残基就是凝血酶原结合Ca2+的地方。这种γ羧化作用需要维生素K的参加。γ羧基化可能广泛存在。维生素K对合成四种凝血因子皆有重要关系。
  • Sigma Aldrich:863-61-6(sigmaaldrich)
  • 性状:从丙酮-乙醇或甲醇-氯仿中得到的一种黄色晶体，分子量580.90，熔点为51～52℃，不溶于水，微溶于油，溶于乙醇、乙醚、丙酮、苯、氯仿等有机溶剂，但其溶解度较维生素K1稍差。受强酸、氧化剂、碱及光的作用而分解。广存于绿叶和蔬菜中，也存于鱼、肉、乳酪和肝油中。可从粟叶和腐烂的鱼肉中提取而得，也可用2-甲基萘醌-1，4为原料合成。有促进凝血作用，对控制血液凝固有效的脂溶性维生素。用于治疗胆痿病和新生儿出血病等。

系列性分类

  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. M - Alphabetic
  5. MEA - MES - M
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Food & Beverage Standards - Chromatography
  5. Vitamins - Food & Beverage Standards
  6. Fat-Soluble Vitamins - Vitamins
  7. Vitamin K - Fat-Soluble Vitamins
  1. Life Science 生命科学
  2. Metabolomics 代谢组学
  3. Metabolic Pathways - Metabolomics
  4. Metabolites and Cofactors on the Metabolic Pathways Chart - Metabolic Pathways
  5. Cofactor - Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Isoprenoid - Cofactor
  1. Life Science 生命科学
  2. Metabolomics 代谢组学
  3. Metabolic Pathways - Metabolomics
  4. Metabolites and Cofactors on the Metabolic Pathways Chart - Metabolic Pathways
  5. Cofactor - Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Isoprenoid - Cofactor
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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