過氧化麥角固醇

過氧化麥角固醇
	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
識別
CAS號	2061-64-5
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
性質
化學式	C28H44O3
摩爾質量	428.647 g·mol⁻¹
密度	1.08g/cm3
沸點	499.7 °C（773 K）
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

過氧化麥角固醇（英語：Ergosterol peroxide，也稱作5α,8α-二氧橋-22E-麥角甾-6,22-二烯-3β-醇，5α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol），分子式C₂₈H₄₄O₃，是一種甾體衍生物，存在於真菌、酵母、地衣、海綿中^[1]^[2]^[3]^[4]^[5]，具有免疫抑制^[6]、抗炎^[7]等活性。

參考文獻

^ 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.
^ 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.
^ 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.
^ 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.
^ 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  .
^ 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  .
^ Lindequist U, Lesnau A, Teuscher E, Pilgrim H. Antiviral activity of ergosterol peroxide. Pharmazie. 1989, 44 (8): 579–80. PMID 2594833.

[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  .

[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  .

[7] Lindequist U, Lesnau A, Teuscher E, Pilgrim H. Antiviral activity of ergosterol peroxide. Pharmazie. 1989, 44 (8): 579–80. PMID 2594833.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

過氧化麥角固醇


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
識別
CAS號	2061-64-5 ^Y
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
性質
化學式	C₂₈H₄₄O₃
摩爾質量	428.647 g·mol⁻¹
密度	1.08g/cm³
沸點	499.7 °C（773 K）
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。