CAS: 480-54-6; Retrorsine
该化合物是一种天然存在的藻类,主要见于某些植物,特别是塞内西奥基因植物,它被归类为具有潜在肝毒性和致癌特性的回旋剂,它具有复杂的双循环结构,包括一个环,有助于其生物活动;该物质经常被研究其对肝功能的影响及其在植物防御机制中的作用;再生剂如果大量摄入,可能对牲畜和人类有毒,导致诸如排卵性疾病等条件;由于其毒理学特征,在实验室环境中谨慎处理回旋剂十分重要;此外,它存在于草药补救和传统药物中,引起对安全和监管的关切;
- 英文名称Retrorsine
- 中文名称倒千里光碱
- IUPAC名称(5R,6S,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-3,4,5,6,9,9a1,11,13,14,14a-decahydro-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione
- 其它别名BETA-LONGILOBINE; 12,18-DIHYDROXYSENECIONAN-11,16-DIONE; RETRORSIN; RETRORSINE; 16-dione,12,18-dihydroxy-senecionan-1; 5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-hydroxymethyl-5-3-ethylidene-4; cis-retronecicacidesterofretronecine; methyl(1,6)dioxacyclododeca(2,3,4-gh)pyrrolizidine-2,7-dione
- CAS编号480-54-6
- MFCD编号:MFCD00870195
- EINECS号:610-403-9
- FDA UNII编号:XJ86XWL8IY
- 分子式:C18H25NO6分子量:351.39
- 产品CID: 1476110
- 产品分类分析化学 → 标准品 → 食品和化妆品标准品
物理性质
- 熔点208-211 °C (文献)
- 沸点485.2°C (粗估)
- 闪点306.49 °C
- 密度1.32±0.1 g/cm3 (20 °C 760 Torr)
- PH:D18 -17.6° (c = 1.99 in ethanol)
- pKa:12.00±0.40(预测)
- PSA:96.3
- LogP:log Kow = -1.88 @ 25 °C /Estimated/
- 折射率1.5100 (估算)
- 蒸汽压1.9X10-14 mm Hg @ 25 °C /Estimated/
- 溶解性In water, 3.08X10+4 mg/L @ 25 °C /Estimated/
- 外观形态白色至类白色固体
- 储存条件2-8°C
- 产品应用该化合物是SENECIO GENUS植物中存在的肝毒性丙烯酰胺藻类.
MSDS等安全信息
欧盟法规
ECHA物质C&L通报REACH预注册上下游产品
ethanol usaramine Putrescine dihydr°Chloride1,4-14C2Putrescine dihydr°Chloride isoretronecanol(+/-)-5-3Hisoretronecanolretrorsine N-oxide retronecic acid retronecine isatinecic acid合成工艺路线路线简述
- 合成目标产物 Retrorsine 主要起始原料 Putrescine-1,4-14C Dihydrochloride And Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
- (文献来源)合成步骤主要原料 Putrescine-1,4-14C Dihydrochloride 和 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
📜靛红定 反应生成 倒千里光碱
参考文献:Borstel,Kirsten V.;Witte,Ludger;Hartmann,Thomas,Phytochemistry,28,(1989) N,C. 1635-1638
标题:Borstel,Kirsten V.;Witte,Ludger;Hartmann,Thomas,Phytochemistry,28,(1989) N,C. 1635-1638
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2905122000-异丙醇
2905143000-叔丁醇 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
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供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Jahouh F, Marongiu F, Serra MP, Laconi E, Banoub J. Gas-phase fragmentation of the N-oxide and N-hydroxylated derivatives of retrorsine using liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Rapid Commun Mass Spectrom. 2015 Oct 15;29(19):1733-48. doi: 10.1002/rcm.7276. doi: 10.1021/tx5002964. Epub 2014 Oct 21. doi: 10.1016/j.tox.2014.04.007. Epub 2014 May 4. doi: 10.1002/hep.26104. Epub 2013 Feb 15. doi: 10.1186/2193-1801-2-446. eCollection 2013.
6: Janeš D, Kreft S. TLC densitometric method for screening of lycopsamine in comfrey root (Symphytum officinale L.) extracts using retrorsine as a reference compound. Acta Pharm. 2014 Dec;64(4):503-8. doi: 10.2478/acph-2014-0031. doi: 10.1111/xen.12037. Epub 2013 May 20. Chinese. doi: 10.1371/journal.pone.0095880. eCollection 2014.
10: Best DH, Butz GM, Coleman WB. Cytokine-dependent activation of small hepatocyte-like progenitor cells in retrorsine-induced rat liver injury. Exp Mol Pathol. 2010 Feb;88(1):7-14. doi: 10.1016/j.yexmp.2009.10.009. Epub 2009 Oct 27. doi: 10.1016/j.yexmp.2010.06.007. Epub 2010 Jul 1.
合成参考文献
摘要:Pharmacological Reviews., 22(429), 1970 []
摘要:British Journal of Experimental Pathology., 51(183), 1970 []
摘要:Research Today., 5(53), 1949
摘要:
摘要:FERRY S, BRAZIER JL; ABOUT SOME INDIGENOUS SENECIO ALKALOIDS. 2. IDENTIFICATION AND STRUCTURES; ANN PHARM FR 34(MAR-APR) 133 (1976)
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