海杧果素

海杧果素
英文名	tanghinin
別名	毒海杧果素
識別
CAS號	25390-16-3
PubChem	12992685
ChemSpider	29367974
SMILES	CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C46C(O6)CC3C2)O)C7=CC(=O)OC7)C)C)OC(=O)C)OC)O;
InChI	InChI=1S/C32H46O10/c1-16-25(35)26(37-5)27(40-17(2)33)28(39-16)41-20-6-9-29(3)19(13-20)14-23-32(42-23)22(29)8-10-30(4)21(7-11-31(30,32)36)18-12-24(34)38-15-18/h12,16,19-23,25-28,35-36H,6-11,13-15H2,1-5H3/t16-,19-,20-,21+,22+,23-,25-,26+,27-,28-,29-,30+,31+,32+/m0/s1;
InChIKey	BTRWTSHCXGFFFL-NNYOWCKQSA-N
ChEBI	66192
性質
化學式	C32H46O10
摩爾質量	590.7 g·mol−1
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

海杧果素（英語：tanghinin）是一種強心苷類物質，屬乙酰黃夾竹桃糖苷，化學式C₃₂H₄₆O₁₀，可見於海杧果^[1]^[2]^{[註 1]}以及同屬的海檬樹（Cerbera odollam）^[3]等物種。具有毒性，其和去乙酰基海杧果素一起是海杧果種子中主要有毒甾體葡萄糖苷類物質之一^{[註 2]}^[4]。

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註釋

[註 1]
舊學名Cerbera tanghin
[註 2]
黃夾竹桃糖即6-去氧-3-O-甲基葡萄糖

參考資料

[1]
Sarot Cheenpracha; Chatchanok Karalai; Yanisa Rat-A-Pa; Chanita Ponglimanont; Kan Chantrapromma. New cytotoxic cardenolide glycoside from the seeds of Cerbera manghas. Chemical & Pharmaceutical Bulletin. 2004, 52 (8). doi:10.1248/CPB.52.1023 （英語）.
[2]
FUMIKO ABE; TATSUO YAMAUCHI. Studies on Cerbera. I. Cardiac glycosides in the seeds, bark, and leaves of Cerbera manghas L.. Chemical & Pharmaceutical Bulletin. 1977, 25 (10). doi:10.1248/CPB.25.2744.
[3]
李榮芷,王雲雯,陳毓群. 海芒果Cerbera odollam果仁中强心甙的分离鉴定. 藥學學報. 1981, (05): 361-365. doi:10.16438/j.0513-4870.1981.05.007.
[4]
Jérémy Carlier, Jérôme Guitton, Fabien Bévalot, Laurent Fanton, Yvan Gaillard. The principal toxic glycosidic steroids in Cerbera manghas L. seeds: Identification of cerberin, neriifolin, tanghinin and deacetyltanghinin by UHPLC–HRMS/MS, quantification by UHPLC–PDA-MS. Journal of Chromatography B. 2014, 962: 1-8. doi:10.1016/j.jchromb.2014.05.014.

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[3] [註 1]
舊學名Cerbera tanghin

[5] [註 2]
黃夾竹桃糖即6-去氧-3-O-甲基葡萄糖

[1] [1]
Sarot Cheenpracha; Chatchanok Karalai; Yanisa Rat-A-Pa; Chanita Ponglimanont; Kan Chantrapromma. New cytotoxic cardenolide glycoside from the seeds of Cerbera manghas. Chemical & Pharmaceutical Bulletin. 2004, 52 (8). doi:10.1248/CPB.52.1023 （英語）.

[2] [2]
FUMIKO ABE; TATSUO YAMAUCHI. Studies on Cerbera. I. Cardiac glycosides in the seeds, bark, and leaves of Cerbera manghas L.. Chemical & Pharmaceutical Bulletin. 1977, 25 (10). doi:10.1248/CPB.25.2744.

[4] [3]
李榮芷,王雲雯,陳毓群. 海芒果Cerbera odollam果仁中强心甙的分离鉴定. 藥學學報. 1981, (05): 361-365. doi:10.16438/j.0513-4870.1981.05.007.

[6] [4]
Jérémy Carlier, Jérôme Guitton, Fabien Bévalot, Laurent Fanton, Yvan Gaillard. The principal toxic glycosidic steroids in Cerbera manghas L. seeds: Identification of cerberin, neriifolin, tanghinin and deacetyltanghinin by UHPLC–HRMS/MS, quantification by UHPLC–PDA-MS. Journal of Chromatography B. 2014, 962: 1-8. doi:10.1016/j.jchromb.2014.05.014.

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