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过氧化麦角固醇

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过氧化麦角固醇
Ball-and-stick model of ergosterol peroxide
IUPAC名
(3S,5S,8S,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(1R,2E,4R)-1,4,5-trimethylhex-2-en-1-yl]-1,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-2H-5,8-epidioxycyclopenta[a]phenanthren-3-ol
识别
CAS号 2061-64-5  checkY
PubChem 5351516
ChemSpider 4508532
SMILES
 
  • O[C@@H]2C[C@]\13OO[C@]4(/C=C/1)[C@@H]([C@]3(CC2)C)CC[C@]5(C)[C@@H]([C@@H](/C=C/[C@H](C)C(C)C)C)CC[C@@H]45
InChI
 
  • 1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1
ChEBI 65858
性质
化学式 C28H44O3
摩尔质量 428.647 g·mol⁻¹
密度 1.08g/cm3
沸点 499.7 °C（773 K）
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

过氧化麦角固醇（英语：Ergosterol peroxide，也称作5α,8α-二氧桥-22E-麦角甾-6,22-二烯-3β-醇，5α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol），分子式C28H44O3，是一种甾体衍生物，存在于真菌、酵母、地衣、海绵中[1][2][3][4][5]，具有免疫抑制[6]、抗炎[7]等活性。

参考文献

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  1. ^ Lobo AM, Abreu PM, Prabhakar S, Godhino LS, Jones R, Rzepa HS, Williams DJ. Triterpenoids of the fungus Pisolithus tinctorius. Phytochemistry. 1988, 27 (11): 3569–74. doi:10.1016/0031-9422(88)80770-2. 
  2. ^ Jimenez C, Quinoa E, Rignera R, Vilalta R, Quintella JM. The dietary origin of epidioxy steroids in Actinia equina. A carbon14 incorporation experiment. Journal of Natural Products. 1989, 52 (3): 619–22. doi:10.1021/np50063a023. 
  3. ^ Kahols K, Kangas L, Hiltunen R. Ergosterol peroxide, an active compound from Inonotus radiatus. Planta Medica. 1989, 55 (4): 389–90. PMID 2813575. doi:10.1055/s-2006-962036. 
  4. ^ Tchouankeu JC, Nyasse B, Tsamo E, Sondengam B, Morin C. An ergostane derivative from the bark of Entandrophragma utile. Phytochemistry. 1992, 31 (2): 704–705. doi:10.1016/0031-9422(92)90067-Z. 
  5. ^ Fujimoto H, Nakayama Y, Yamazaki M. Isolation and characterization of immunosuppressive components of three mushrooms, Pisolithus tinctorius, Microporus flabelliformis and Lenzites betulina. Chem. Pharm. Bull. 1994, 42 (3): 694–97. PMID 8004718. doi:10.1248/cpb.42.694 可免费查阅. 
  6. ^ Yasukawa K, Akihisa T, Kanno H, Kaminaga T, Izumida M, Sakoh T, Tamura T, Takido M. Inhibitory effects of sterols isolated from Chlorella vulgaris on 12-O-tetradecanoylphorbol-13-acetate-induced inflammation and tumor promotion in mouse skin. Biological and Pharmaceutical Bulletin. 1996, 19 (4): 573–576. PMID 8860961. doi:10.1248/bpb.19.573 可免费查阅. 
  7. ^ Lindequist U, Lesnau A, Teuscher E, Pilgrim H. Antiviral activity of ergosterol peroxide. Pharmazie. 1989, 44 (8): 579–80. PMID 2594833. 
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