CAS: 25425-12-1; Citreoviridin
该化合物是某些真菌种,特别是类的真菌种生产的蛋白毒素,主要以其出现在被污染的食品中,特别是谷物和谷物中闻名,该化合物的特点是黄绿色颜色,被归类为聚氯酸酯;Citreoviridin展示了一系列生物活动,包括对人类和动物的潜在毒性,这可能导致肝脏损伤和摄入时的其他器官功能障碍等健康问题;该物质已经研究过其对细胞过程的影响,包括抑制蛋白合成的能力;由于其毒理学特征,同卵霉素在食品安全和公共卫生方面引起极大关注,促使采取管制措施限制其在食品供应中的存在;其化学结构包括多种功能组,有助于其再活性和生物效应;
- 英文名称Citreoviridin
- 中文名称黄绿青霉素
- IUPAC名称6-((1E,3E,5E,7E)-8-((2S,3R,4R,5R)-3,4-dihydroxy-2,4,5-trimethyltetrahydrofuran-2-yl)-7-methylocta-1,3,5,7-tetraen-1-yl)-4-methoxy-5-methyl-2H-pyran-2-one
- 其它别名Citreoviridin; Citreoviridine; 4-Methoxy-5-Methyl-6-[(1E,3E,5E,7E)-7-Methyl-8-[(2S)-Tetrahydro-3α,4β-Dihydroxy-2,4,5β-Trimethylfuran-2-Yl]-1,3,5,7-Octatetrenyl]-2H-Pyran-2-One; 4-Methoxy-5-Methyl-6-[(1E,3E,5E,7E)-7-Methyl-8-[(2S)-Tetrahydro-3α,4β-Dihydroxy-2,4,5β-Trimethylfuran-2β-Yl]-1,3,5,7-Octatetrenyl]-2H-Pyran-2-One; 4-Methoxy-5-Methyl-6-[(1E,3E,5E,7E)-7-Methyl-8-[(2S)-Tetrahydro-3α,4β-Dihydroxy-2α,4,5β-Trimethylfuran-2-Yl]-1,3,5,7-Octatetrenyl]-2H-Pyran-2-One; Citreoviridin A; 6-[(1E,3E,5E,7E)-8-[(2R,3R,4R,5R)-3,4-Dihydroxy-2,4,5-Trimethyloxolan-2-Yl]-7-Methylocta-1,3,5,7-Tetraenyl]-4-Methoxy-5-Methylpyran-2-One; Citreoviridin, , From Penicillium Citreoviride Biourge
- CAS编号25425-12-1
- MFCD编号:MFCD28015902
- EINECS号:636-737-5
- FDA UNII编号:OWX7Q6CF4F
- 分子式:C23H30O6分子量:402.49
- 产品CID: 1214696
- 产品分类分析化学 → 标准品 → 食品和化妆品标准品
物理性质
MSDS等安全信息
- GHS象形图
- GHS符号GHS08 & GHS06;
注释: Health hazard & Skull and crossbones - 危险类别生殖毒性 类别2
急性毒性 类别3(吸入)
急性毒性 类别3(经皮)
急性毒性 类别2(经口)
特定目标器官毒性 - 单次接触 类别3
皮肤腐蚀/刺激 类别2
严重眼刺激 类别2
急性毒性 类别2(吸入)
急性毒性 类别2(经皮) - 警示词Danger(危险)
- 危险描述H361 |怀疑对生育能力或胎儿造成损害.
H331 |吸入会中毒.
H311 |皮肤接触会中毒.
H300 |吞咽致命.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H330 |吸入致命.
H310 |皮肤接触致命. - 防范说明P261-P264-P280-P301+P310-P305+P351+P338-P311
- 危险等级6.1(a)
- UN编号3172
- 危险品标志T
- 包装等级II
- 安全声明22-26-36/37/39-45
- 危险类别码63-23/24/25-36/37/38
欧盟法规
ECHA物质C&L通报上下游产品
-2,4,6-heptatrienal(2E,4E,6E)-6-methyl-7-(2S,3R,4R,5R)-tetrahydro-3,4-dihydroxy-2,4,5-trimethyl-2-furyl-2,4,6-heptatrienal phosphonatedimethyl (4-methoxy-5-methyl-2-oxo-2H-pyran-6-yl)methylphosphonate -7-methyl-1,3,5,7-°Ctatetraenyl>-4-methoxy-5-methyl-2H-pyran-2-one6-(1E,3E,5E,7E)-8-(2S,3R,4S,5R)-3-(tert-butyldimethylsiloxy)tetrahydro-4-hydroxy-2,4,5-trimethyl-2-furyl-7-methyl-1,3,5,7-°Ctatetraenyl-4-methoxy-5-methyl-2H-pyran-2-one 4-methoxy-5.6-dimethyl-2H-pyran-2-oneis°Citreoviridinol epicitreoviridinol epiis°Citreoviridinol (+)-citreoviral合成工艺路线路线简述
📜Secocitreoviridin置于吡啶,Sodium Hydride,二异丁基氢化铝体系中,用 四氢呋喃,二氯甲烷,苯 用作溶剂,化学反应 7.0H,反应生成黄绿青霉素
参考文献:Total Synthesis And The Absolute Configuration Of Citreoviral And Citreoviridin
标题:Total Synthesis And The Absolute Configuration Of Citreoviral And Citreoviridin
摘要:
Doi:10.1016/s0040-4039(00)61887-7
海关参考信息
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2901241000-1,3-丁二烯
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主要参考文献
1: Heikkinen T, Küblbeck J, Rysä J. Metabolic disruption by mycotoxins: focus on metabolic endpoints steatosis, adipogenesis and glucose metabolism in vivo and in vitro. Arch Toxicol. 2025 Feb 9. doi: 10.1007/s00204-025-03957-w. Epub ahead of print. 88(2):554-562. doi: 10.1021/acs.jnatprod.4c01436. Epub 2025 Jan 25. 41(1):32-39. doi: 10.1177/07482337241295474. Epub 2024 Oct 22. 90(6):e0066524. doi: 10.1128/aem.00665-24. Epub 2024 May 30.
5: Wang Z, Liu C, Wei M, Zhu H, Zang Y, Zhu H. Undescribed α-pyrone-containing mycotoxins and an eremophilane-type sesquiterpenoid isolated from Aspergillus aureoterreus and their cytotoxicity. Phytochemistry. 2024 Mar;219:113989. doi: 10.1016/j.phytochem.2024.113989. Epub 2024 Jan 12. 92(2):26-34. Russian. doi: 10.33029/0042-8833-2023-92-2-26-34. Epub 2023 Mar 1. 28(4):1693. doi: 10.3390/molecules28041693.
8: Uchiyama Y, Yamazaki D, Kobayashi N, Kanda Y, Sugita-Konishi Y. Electrophysiological Effect of Citreoviridin on Human InducedPluripotent Stem Cell-derived Cardiomyocytes. Shokuhin Eiseigaku Zasshi. 2022;63(6):210-217. doi: 10.3358/shokueishi.63.210. 71(1):311-319. doi: 10.1021/acs.jafc.2c07681. Epub 2022 Dec 26. 20(12):736. doi: 10.3390/md20120736.
合成参考文献
摘要:Research Communications in Chemical Pathology and Pharmacology., 59(31), 1988 []
摘要:A3006: Gause EM, Buck MA, Douglas MG: Binding of citreoviridin to the beta subunit of the yeast F1-ATPase. J Biol Chem. 1981 Jan 25;256(2):557-9.
摘要:A3005: Datta SC, Ghosh JJ: Effect of citreoviridin, a mycotoxin from Penicillium citreoviride, on kinetic constants of acetylcholinesterase and ATPase in synaptosomes and microsomes from rat brain. Toxicon. 1981;19(4):555-62.
摘要:A3004: Nishie K, Cole RJ, Dorner JW: Toxicity of citreoviridin. Res Commun Chem Pathol Pharmacol. 1988 Jan;59(1):31-52.
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