5-Methoxypsoralen 佛手苷内酯

CAS 484-20-8 MFCD00010272

化学结构图

484-20-8
SMILES: COc1c2ccoc2cc2oc(=O)ccc12

化学属性

Mol. FormulaC12H8O4
Mol. Weight216.19
Melting Point190-193°C
Density1.368
Boiling Point412.4°C at 760 mmHg

别名和识别编码

Chemical Name5-Methoxypsoralen
CAS Number484-20-8
Synonym Bergapten {Chemicalbook} 4-METHOXYFURO[3.2-G]BENZOPYRAN-7-ONE 4-MOP 4-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one 4-Methoxy-7H-furo[3,2-g][1]benzopyran-7-one 4-Methoxy-furo[3,2-g]chromen-7-one 4-Methoxyfuro[3,2-g]benzopyrane-7-one, Bergapten 4-methoxyfuro[3,2-g]chromen-7-one 4-甲氧基-7H-呋喃并[3,2-g]苯并吡喃-7-酮 5-METHOXYPSORALEN 5-MOP, Psoraderm-5 5-Methoxy-6,7-furanocoumarin 5-Methoxypsoralen 5-Mop 7H-FURO[3,2-G][1]BENZOPYRAN-7-ONE,4-METHOXY 7H-Furo[3,2-g][1]benzopyran-7-one, 4-methoxy- BERGAPTEN Bergaptan Bergaptene Heraclin Majudin Psoraderm 佛手柑内酯 佛手烯
MDL NumberMFCD00010272
Beilstein Registry Number19560
EC Number207-604-5
Reaxys-RN19560
PubChem Substance ID2355
Merck Number1157
Chemical Name Translation佛手苷内酯
Wiswesser Line NotationT C566 DO LVOJ HO1
LabNetwork Molecule IDLN00196068
InChIInChI=1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3
Canonical SMILESO=C1C=CC2=C(OC)C3=C(OC=C3)C=C2O1
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分类

  • A - D, Alphabetical, Analytical Standards, Analytical/Chromatography, Angelica, Carum, Chromatography, Citrus, Foeniculum, Life Sciences Standards, Natural Compounds, Phenylpropanes, Phytopharma Standards, Pimpinella, Standards by Plant Genus, Substance Classification
  • {SNA} A - D,
  • {S
  • {uni_hamburg} no charge; oxygen heterocycle; carbocycle; aromatic; large ring; fused rings; 5ring; 6ring; 9ring; 10ring; 13ring; ester; lactone; ether; 1fragment
  • {SNA} A - D, A-F, Alphabetical, Analytical Standards, Analytical/Chromatography, Angelica, Carum, Chromatography,
  • {SNA} Citrus aurantium (Seville orange),

产品应用

  • Naturally occurring analog of Psoralen ( P839800) and metabolite of 8-Methoxy Psoralen (M260795). Antipsoriatic.

相关文献及参考

  • [2]. Li XJ, et al. Bergapten exerts inhibitory effects on diabetes-related osteoporosis via the regulation of the PI3K/AKT, JNK/MAPK and NF-κB signaling pathways in osteoprotegerin knockout mice. Int J Mol Med. 2016 Dec;38(6):1661-1672.
  • Honigsmann, H., et al.: Br. J. Dermatol., 101, 369 (1979),
  • Merck: 14,1157
  • Merck: 14,1157 Beilstein:19(5)6,4
  • Short: III/35C3
  • Short: III/35D4
  • [1]. Lee YM, et al. Effects of 5-methoxypsoralen (5-MOP) on arylamine N-acetyltransferase activity in the stomach and colon of rats and human stomach and colon tumor cell lines. In Vivo. 2005 Nov-Dec;19(6):1061-9.
  • [1]. Lee YM, et al. Effects of 5-methoxypsoralen (5-MOP) on arylamine N-acetyltransferase activity in the stomach and colon of rats and human stomach and colon tumor cell lines. In Vivo. 2005 Nov-Dec;19(6):1061-9.
  • [2]. Li XJ, et al. Bergapten exerts inhibitory effects on diabetes-related osteoporosis via the regulation of t

安全信息

GHS Symbol
RTECSLV1300000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P350
  • P302+P352+P333+P313+P362+P364
  • P308+P313
  • P333+P313
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H350 May cause cancer 可能致癌
  • H340 May cause genetic defects 可能导致遗传性缺陷
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
WGK Germany2
Signal word Danger
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes T Xi
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R45 May cause cancer 可能致癌
Storage condition 2-8°C {Chemicalbook} 2-8°C
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 8100 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   48PRAW "Psoralens in Cosmetics and Dermatology, Proceedings of the
   International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris,
   Pergamon Press France, 1981  Volume(issue)/page/year: -,303,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >30 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   48PRAW "Psoralens in Cosmetics and Dermatology, Proceedings of the
   International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris,
   Pergamon Press France, 1981  Volume(issue)/page/year: -,303,1981

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 9 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   48PRAW "Psoralens in Cosmetics and Dermatology, Proceedings of the
   International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris,
   Pergamon Press France, 1981  Volume(issue)/page/year: -,303,1981

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 900 mg/kg
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   25,302,1995

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 5600 mg/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - pre-implantation mortality (e.g. reduction in
   number of implants per female; total number of implants per corpora lutea)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   48PRAW "Psoralens in Cosmetics and Dermatology, Proceedings of the
   International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris,
   Pergamon Press France, 1981  Volume(issue)/page/year: -,303,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 6720 mg/kg
SEX/DURATION            : female 7-18 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   48PRAW "Psoralens in Cosmetics and Dermatology, Proceedings of the
   International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris,
   Pergamon Press France, 1981  Volume(issue)/page/year: -,303,1981

其他信息

  • 图谱信息:佛手苷内酯(484-20-8)核磁图( 1 HNMR)
  • 佛手苷内酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 B2840 佛手苷内酯 Bergapten 5G 6030元 2014/06/02 B2840 佛手苷内酯 Bergapten 1G 1640元
  • Sigma Aldrich:484-20-8(sigmaaldrich)
  • MOL 文件:484-20-8.mol
  • TCI Shanghai:佛手苷内酯 Bergapten,>;98.0%(GC)(484-20-8)
  • F:8-10
  • MSDS 信息:5-Methoxypsoralen(484-20-8).msds
  • 上游原料:氢氧化钠 --> 盐酸 --> 乙酸乙酯 --> 甲醇 --> 硫酸 --> 二氯甲烷 --> N,N-二甲基甲酰胺 --> 碳酸钾 --> 三氯甲烷 --> 硫酸钠 --> 三乙胺 --> 氨 --> 碳酸氢钠 --> 1,4-二氧六环 --> 甲酸 --> 叔丁醇 --> 氯化锌 --> 碘化钾 --> 碘 --> 四丁基溴化铵 --> 三氟化硼乙醚 --> 醋酸钯 --> 2,6-二甲基吡啶 --> 3-溴丙烯 --> 高碘酸钠 --> 四氧化锇 --> 丙炔酸乙酯 --> 间苯三酚

系列性分类


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