エンドペルオキシド、エンドパーオキサイド
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/09/12 21:56:19」(JST)
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Prostaglandin H2 |
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Identifiers |
CAS number |
42935-17-1 |
PubChem |
445049 |
ChemSpider |
392800 Y |
MeSH |
Prostaglandin+H2 |
ChEBI |
CHEBI:15554 Y |
Jmol-3D images |
Image 1 |
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O=C(O)CCC/C=C\C[C@H]2[C@H]1OO[C@H](C1)[C@@H]2/C=C/[C@@H](O)CCCCC
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InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h4,7,12-13,15-19,21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1 Y
Key: YIBNHAJFJUQSRA-YNNPMVKQSA-N Y
InChI=1/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h4,7,12-13,15-19,21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
Key: YIBNHAJFJUQSRA-YNNPMVKQBN
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Properties |
Molecular formula |
C20H32O5 |
Molar mass |
352.465 g/mol |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Y (verify) (what is: Y/N?) |
Infobox references |
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Prostaglandin H2 is a type of prostaglandin derived from arachidonic acid and a precursor for many other biologically significant molecules.
Eicosanoid synthesis - prostaglandin H2 near center
It is acted upon by:
- Prostacyclin synthase to create prostacyclin
- Thromboxane-A synthase to create thromboxane A2
- Prostaglandin D2 synthase to create prostaglandin D2
- Prostaglandin E synthase to create prostaglandin E2
Figure 1: Synthetic pathways from PGH
2 (the parent compound) to prostaglandins, prostacyclin and thromboxanes
Autacoids, unsaturated fatty acids: Eicosanoids
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Precursor |
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Prostanoids |
Prostaglandins (PG) and
analogues |
Precursor |
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Active |
D/J |
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E/F |
- E2 (Dinoprostone): Enprostil
- Sulprostone
- E1 (Alprostadil): Misoprostol
- Gemeprost
- F2α (Dinoprost): Bimatoprost
- Carboprost
- Latanoprost
- Tafluprost
- Travoprost
- Unoprostone
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I |
- I2 (Prostacyclin/Epoprostenol): Beraprost
- Iloprost
- Treprostinil
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Thromboxanes (TX) |
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Leukotrienes (LT) |
Precursor |
- Arachidonic acid 5-hydroperoxide
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Initial |
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SRS-A |
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Nonclassic |
- Lipoxins (A4, B4)
- Virodhamine
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By function |
- vasoconstriction
- vasodilation
- platelets: induce
- inhibit
- leukocytes: induce
- inhibit
- labor stimulation:
- PGE2 (Dinoprostone)
- PGF2α (Dinoprost)
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mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
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k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
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m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
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- Biochemical families: carbohydrates
- alcohols
- glycoproteins
- glycosides
- lipids
- eicosanoids
- fatty acids / intermediates
- glycerides
- phospholipids
- sphingolipids
- steroids
- nucleic acids
- constituents / intermediates
- proteins
- Amino acids / intermediates
- tetrapyrroles / intermediates
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UpToDate Contents
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English Journal
- Effect of body-weight loading onto the articular cartilage on the occurrence of quinolone-induced chondrotoxicity in juvenile rats.
- Goto K, Imaoka M, Goto M, Kikuchi I, Suzuki T, Jindo T, Takasaki W.SourceMedicinal Safety Research Laboratories, Daiichi Sankyo Co., Ltd., 1-16-13 Kita-Kasai, Edogawa-ku, Tokyo 134-8630, Japan. Electronic address: goto.koichi.s7@daiichisankyo.co.jp.
- Toxicology letters.Toxicol Lett.2013 Feb 4;216(2-3):124-9. doi: 10.1016/j.toxlet.2012.11.017. Epub 2012 Nov 29.
- The effect of body-weight loading onto the articular cartilage on the occurrence of chondrotoxicity was investigated in male juvenile Sprague-Dawley rats given ofloxacin (OFLX) orally once at 900mg/kg. Just after dosing of OFLX, hindlimb unloading was performed for 0, 2, 4, or 8h by a tail-suspensio
- PMID 23201441
- In vitro evaluation of the cytotoxic and genotoxic effects of artemether, an antimalarial drug, in a gastric cancer cell line (PG100).
- Alcântara DD, Ribeiro HF, Cardoso PC, Araújo TM, Burbano RR, Guimarães AC, Khayat AS, de Oliveira Bahia M.SourceHuman Cytogenetics Laboratory, Institute of Biological Sciences, Federal University of Pará, Augusto Corrêa, 01, CEP, 66075-110, Belém, PA, Brazil.
- Journal of applied toxicology : JAT.J Appl Toxicol.2013 Feb;33(2):151-6. doi: 10.1002/jat.1734. Epub 2011 Sep 23.
- Artemisinin is a sesquiterpene lactone endoperoxide, obtained from Artemisia annua, and extensively used as an antimalarial drug. Many studies have reported the genotoxic and cytotoxic effects of artemisinins; however, there are no studies that compare such effects between cancer cell lines and norm
- PMID 21953315
Japanese Journal
- セスキテルペノイド類の乳がんに対する抗がん活性とその治療応用
- 中瀬 朋夏,髙橋 幸一
- 日本薬理学雑誌 146(3), 130-134, 2015
- … にがん幹細胞増殖抑制作用を持つ小分子化合物として初めて同定され,がん幹細胞の撲滅による新しい乳がん治療法に有用である可能性が明らかにされた.他のセスキテルペノイド類においても,構造中のendoperoxide bridgeと鉄イオンとの反応によりフリーラジカル産生能力を持つマラリア特効薬,アルテミシニンやその誘導体において,がん細胞選択的な細胞毒性作用を発揮する.さらに,アルテミシニン誘導体の機能 …
- NAID 130005097935
- ストレス応答性遺伝子発現におけるS-アデノシルメチオニン合成酵素の核内機能
- 五十嵐 和彦,解良 洋平,加藤 恭丈
- 日本毒性学会学術年会 39.1(0), S1-3, 2012
- … また、MATIIはprostaglandin-endoperoxide synthase 2 (Ptgs2/Cox2)遺伝子の抑制に関わることも見いだした。 …
- NAID 130005008948
- キノロン薬の幼若ラット関節毒性発症における軟骨に対する荷重負荷の影響
- 後藤 浩一,今岡 尚子,後藤 真由美,鈴木 貴美,菊池 勇,神藤 敏正,三分一所 厚司
- 日本毒性学会学術年会 39.1(0), P-154, 2012
- … また、関節毒性発現への影響が示唆されているtumor necrosis factor receptor superfamily, member 12a(Tnfrsf12a)、prostaglandin-endoperoxide synthase 2(Ptgs2)、plasminogen activator, urokinase receptor(Plaur)、及びmatrix metalloproteinase 3(Mmp3)遺伝子(Goto et al., Toxicology. …
- NAID 130005008754
Related Links
- English[edit]. Noun[edit]. endoperoxide (plural endoperoxides). (chemistry, biochemistry) Any heterocycle containing a peroxide -O-O- residue in the ring; found especially in certain intermediates in prostaglandin biosynthesis. Retrieved from ...
- Prostaglandin-endoperoxide synthase 2, also known as cyclooxygenase-2 or simply COX-2, is an enzyme that in humans ... Prostaglandin endoperoxide H synthase, COX 2, converts arachidonic acid (AA) to prostaglandin endoperoxide H2.
Related Pictures
★リンクテーブル★
[★]
- 英
- endoperoxide
- 関
- エンドパーオキサイド
[★]
- 英
- endoperoxide
- 関
- エンドペルオキシド
[★]
- 関
- cyclo-oxygenase、cyclooxygenase、PGH synthase、prostaglandin H synthase、prostaglandin synthase、prostaglandin synthetase
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