フィトナジオン
- 同
- AquaMEPHYTON, Mephyton
- 同
- VKJ
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/08/23 14:13:37」(JST)
[Wiki en表示]
Phylloquinone |
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IUPAC name
2-methyl-3-[(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthoquinone
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Other names
Vitamin K1; phytomenadione; phytonadione
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Identifiers |
CAS number |
84-80-0 Y |
PubChem |
4812 |
ChemSpider |
4447652 Y |
UNII |
A034SE7857 Y |
DrugBank |
DB01022 |
ChEBI |
CHEBI:18067 Y |
ChEMBL |
CHEMBL1550 Y |
ATC code |
B02BA01 |
Jmol-3D images |
Image 1 |
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CC1=C(C(=O)c2ccccc2C1=O)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C
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InChI=1S/C31H46O2/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/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1 Y
Key: MBWXNTAXLNYFJB-NKFFZRIASA-N Y
InChI=1/C31H46O2/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/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1
Key: MBWXNTAXLNYFJB-NKFFZRIABL
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Properties |
Molecular formula |
C31H46O2 |
Molar mass |
450.70 g mol−1 |
Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
Phylloquinone is a polycyclic aromatic ketone, based on 2-methyl-1,4-naphthoquinone, with a 3-phytyl substituent.
It is a fat-soluble vitamin that is stable to air and moisture but decomposes in sunlight. It is found naturally in a wide variety of green plants, particularly leaves, since it functions as an electron acceptor during photosynthesis, forming part of the electron transport chain of Photosystem I.
Contents
- 1 Terminology
- 2 Biochemistry
- 3 See also
- 4 External links
- 5 References
Terminology[edit source | edit]
It is often called vitamin K1,[1] phytomenadione or phytonadione. Sometimes a distinction is made with phylloquinone considered natural and phytonadione considered synthetic.[2]
A stereoisomer of phylloquinone is called vitamin k1 (note the difference in capitalization).
Biochemistry[edit source | edit]
Phylloquinone is an electron acceptor during photosynthesis, forming part of the electron transport chain of Photosystem I.
Its best-known function in animals is as a cofactor in the formation of coagulation factors II (prothrombin), VII, IX, and X by the liver. It is also required for the formation of anticoagulant factors protein C and S. It is commonly used to treat warfarin toxicity, and as an antidote for coumatetralyl.
Vitamin K is also required for bone protein formation.
See also[edit source | edit]
External links[edit source | edit]
Listen to this article (info/dl)
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References[edit source | edit]
- ^ Haroon Y, Shearer MJ, Rahim S, Gunn WG, McEnery G, Barkhan P (June 1982). "The content of phylloquinone (vitamin K1) in human milk, cows' milk, and infant formula foods determined by high-performance liquid chromatography". J. Nutr. 112 (6): 1105–17. PMID 7086539.
- ^ "Vitamin K". Retrieved 2009-03-18.
Vitamins (A11)
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Fat soluble |
A
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α-Carotene · β-Carotene · Retinol# · Tretinoin
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D
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D2 (Ergosterol, Ergocalciferol#) · D3 (7-Dehydrocholesterol, Previtamin D3, Cholecalciferol, 25-hydroxycholecalciferol, Calcitriol (1,25-dihydroxycholecalciferol), Calcitroic acid) · D4 (Dihydroergocalciferol) · D5 · D analogues (Alfacalcidol, Dihydrotachysterol, Calcipotriol, Tacalcitol, Paricalcitol)
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E
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Tocopherol (Alpha, Beta, Gamma, Delta) · Tocotrienol (Alpha, Beta, Gamma, Delta) · Tocofersolan
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K
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Naphthoquinone · Phylloquinone (K1) · Menaquinones (K2) · Menadione (K3)‡ · Menadiol (K4)
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Water soluble |
B
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B1 (Thiamine#) · B2 (Riboflavin#) · B3 (Niacin, Nicotinamide#) · B5 (Pantothenic acid, Dexpanthenol, Pantethine) · B6 (Pyridoxine#, Pyridoxal phosphate, Pyridoxamine) · B7 (Biotin) · B9 (Folic acid, Dihydrofolic acid, Folinic acid, L-methylfolate) · B12 (Cyanocobalamin, Hydroxocobalamin, Methylcobalamin, Cobamamide) · Choline
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C
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Ascorbic acid# · Dehydroascorbic acid
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Combinations |
Multivitamins
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco, nuvi, sysi/epon, met
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Antihemorrhagics (B02)
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Hemostatics
(coagulation) |
Systemic
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Vitamin K
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- Phytomenadione (K1)
- Menadione (K3)
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Coagulation
factors
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- intrinsic: IX/Nonacog alfa
- VIII
- extrinsic: VII/Eptacog alfa
- common: X
- II/Thrombin
- I/Fibrinogen
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Other
systemic
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- Etamsylate
- Carbazochrome
- Batroxobin
- thrombopoietin receptor agonist (Romiplostim
- Eltrombopag)
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Local
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- Absorbable gelatin sponge
- Oxidized cellulose
- Tetragalacturonic acid hydroxymethylester
- Thrombin
- Collagen
- Calcium alginate
- Epinephrine/Adrenalone
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Antifibrinolytics |
- amino acids (Aminocaproic acid
- Tranexamic acid
- Aminomethylbenzoic acid)
serpins (Aprotinin
- Alfa1 antitrypsin
- C1-inhibitor
- Camostat)
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cell/phys (coag, heme, immu, gran), csfs
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rbmg/mogr/tumr/hist, sysi/epon, btst
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drug (B1/2/3+5+6), btst, trns
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UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Clinical Impact of Temporary Therapy Interruptions on Anticoagulation Control in Patients Treated With Warfarin.
- Boros ML, Rybarczyk AM, Gallegos PJ, Zimmerman JP.Source1Internal Medicine at Akron General Medical Center, Akron, OH 2Pharmacy Practice and Internal Medicine, Northeast Ohio Medical University, Rootstown, OH 3Emergency Medicine, Akron General Medical Center, Akron, OH.
- American journal of therapeutics.Am J Ther.2012 Sep 24. [Epub ahead of print]
- This retrospective cohort study was completed to describe the impact of short-term therapy interruptions on anticoagulation control in patients receiving warfarin. Patients seen in a pharmacist-managed anticoagulation clinic were included if they were on a stable warfarin dose and then underwent a p
- PMID 23011173
- Vitamin K intake and status are low in hemodialysis patients.
- Cranenburg EC, Schurgers LJ, Uiterwijk HH, Beulens JW, Dalmeijer GW, Westerhuis R, Magdeleyns EJ, Herfs M, Vermeer C, Laverman GD.SourceVitaK and Cardiovascular Research Institute Maastricht (CARIM), Maastricht University, Maastricht, The Netherlands.
- Kidney international.Kidney Int.2012 Sep;82(5):605-10. doi: 10.1038/ki.2012.191. Epub 2012 May 30.
- Vitamin K is essential for the activity of γ-carboxyglutamate (Gla)-proteins including matrix Gla28 protein and osteocalcin; an inhibitor of vascular calcification and a bone matrix protein, respectively. Insufficient vitamin K intake leads to the production of non-carboxylated, inactive proteins a
- PMID 22648294
Japanese Journal
- フィトナジオン輸液の光安定化設計 : 脂溶性ビタミンの添加による光分解抑制効果
- 寺岡 麗子,松田 芳久,大塚 誠
- 病院薬学 22(5), 449-456, 1996-10-10
- One of three fat-soluble vitamins, tocopherol, ubidecarenone, and retinol palmitate was added to improve the photostability of vitamin K_1 (K_1) in model infusion fluids. The time courses of photodegr …
- NAID 110001799600
- Evaluation of Bioavailability upon Oral Administration of Phytonadione Preparations in Beagle Dogs
- 徳村 忠一,対馬 勇禧,町田 良治,栢野 正則,永井 恒司
- Biological & pharmaceutical bulletin 16(3), 319-321, 1993-03-15
- … Bioavailability of phytonadione was investigated after oral administration to beagle dogs. … The administrations of phytonadione in a surfactant solution (preparation a) and in an oleic acid solution (preparations b) greatly increased the bioavailability of phytonadione. … The absorption of phytonadione from the gastro-intestinal tract was affected by food and the bioavailability was largely increased under non-fasted conditions. …
- NAID 110003640241
Related Links
- 14 Jan 2011 ... Physician reviewed phytonadione patient information - includes phytonadione description, dosage and directions.
Related Pictures
★リンクテーブル★
[★]
- 英
- vitamin K, VK
- 関
- ビタミン、(薬剤として存在)フィトナジオン(=ビタミンK1)
種類
生理作用
- ビタミンKはγ-glutamyl carboxylase(多分、Ca2+を補酵素として用いる酵素の総称で、γ-carboxyglutamate residueを有する)に必要である。
- 血液凝固に必要な因子の肝臓における生合成を促進 (SPC.360)
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- 促進というより、凝固因子のグルタミン酸をγ-カルボキシグルタミン酸(Gla)に変換しないとセリンプロテアーゼとしての酵素活性を発揮できないということ?
- bone Gla proteinやmatrix Gla proteinといった骨の石灰化に関与する蛋白質の補酵素として働いており、またビタミンK1(phylloquinone)やビタミンK2は骨粗鬆症の治療薬として臨床試験が進められている(参考1)。
体内産生
- 低栄養or肝障害の存在するとき腸内細菌を死滅させるような広域抗生剤の使用 → ビタミンK欠乏症
吸収
適応
- クマリン誘導体による低プロトロンビン血症による出血
==禁忌
臨床関連
- 特発性乳児ビタミンK欠乏性出血症(乳児ビタミンK欠乏性出血症)
- 新生児メレナ
- 閉塞性黄疸、膵臓疾患、小腸疾患(例えばクローン病)、下痢、抗菌薬の長期連用
- ビタミンKに依存している血液凝固因子の血中半減期は、以下の通りなので、PTでビタミンK欠乏症のスクリーニングが行われるらしい
- 半減期(hr):F II(50-80) > F X(25-60) > F IX](24) >F VII(6)
参考
- 1. [charged] ビタミンKの概要 - uptodate [1]
[★]
- 英
- phytonadione
- 同
- ビタミンK1 vitamin K1、フィトメナジオン phytomenadione、フィロキノン phylloquinone
- 商
- AquaMEPHYTON, Mephyton
- ビタミンK1、カチーフN、ビタK1、ヒメロンK1。
- (高カロリー輸液)フルカリック、ヘパンED、ネオパレン、エルネオパ
- (高カロリー輸液用総合ビタミン剤)ネオラミン・マルチV、オーツカMV、ダイメジン・マルチ、ネオラミン・マルチV、ビタジェクト
- (肝不全用経口栄養剤)アミノレバンEN、オフタルム、ケーワン
- (経腸用液)ラコール、ラコールNF、ツインライン、エレンタール、エンシュア・リキッド、ツインラインNF
- 関
- ビタミンK
適応
- ビタミンK欠乏症の予防及び治療
- ビタミンK欠乏が推定される出血
併用注意
- クマリン系抗凝血薬(ワルファリン) ← 添付文書では併用注意だが、資料によっては併用禁忌とある。
[★]
フィトメナジオン
- 関
- phylloquinone、phytonadione、vitamin K1