Imperatorin 9-((3-甲基丁-2-烯-1-基)氧基)-7H-呋喃[3,2-g]苯并吡喃-7-酮
CAS 482-44-0 MFCD00016881
化学结构图
SMILES: CC(C)=CCOc1c2occc2cc2ccc(=O)oc12
化学属性
| Mol. Formula | C16H14O4 |
|---|---|
| Mol. Weight | 270 |
| Melting Point | 100-102 |
| Density | 1.242 |
| Solubility | Soluble in DMSO (≥5 mg/ml), methanol, DMF, and water (slightly). Insoluble in ethanol. |
别名和识别编码
| Chemical Name | Imperatorin |
|---|---|
| CAS Number | 482-44-0 |
| Synonym | 前胡素 8-ISOAMYLENOXYPSORALEN Marmelosin 2-g)(1)benzopyran-7-one,9-((3-methyl-2-butenyl)oxy)-7h-furo( MARMELOSIN 5-Benzofuranacrylic acid, 6-hydroxy-7-((3-methy 6-hydroxy-7-((3-methyl-2-butenyl)oxy)-5-benzofuranacrylicacidelta-lacto 8-Isopentenyloxypsoralen 9-[(3-Methyl-2-butenyl)-oxy]-7H-furo[3,2-g][1][benzopyran-7-one 9-(3-Methyl-but-2-enyloxy)-furo[3,2-g]chromen-7-one 9-(3-methylbut-2-enyloxy)-7H-furo[3,2-g]chromen-7-one 6-hydroxy-7-(3-methyl-2-butenyloxy)-5-benzofuranacrylicacidomega-lactone Enoxypsoralen 6-hydroxy-7-((3-methyl-2-butenyl)oxy)-5-benzofuranacrylicacidelta-lactone 9-(3-Methyl-but-2-enyloxy)-furo[3,2-g]chromen-7-one |
| MDL Number | MFCD00016881 |
| EC Number | 207-581-1 |
| Chemical Name Translation | 9-((3-甲基丁-2-烯-1-基)氧基)-7H-呋喃[3,2-g]苯并吡喃-7-酮 |
| Wiswesser Line Notation | T C566 DO LVOTJ BO2UY1&1 |
| PubChem Substance ID | 354334057 |
| Reaxys-RN | 249728 |
| Merck Number | 4925 |
| InChI | InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 |
| LabNetwork Molecule ID | LN01102891 |
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分类
- Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, I, JNKs, c-Jun N-Terminal Kinase, Mitogen-Activated Protein Kinase (MAPK), Kinase/Phosphatase Biology, Serine/Threonine Kinase Activators, Serine/Threonine Kinase Biology
- {SNA} Bioactive Small Molecule Alphabetical Index, I, JNKs, c-Jun N-Terminal Kinase, Mitogen-Activated Protein Kinase (MAPK), Kinase/Phosphatase Biology, Serine/Threonine Kinase Activators, Serine/Threonine Kinase Biology, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学
- {SNA} Analytical Standards,
- {SNA} Bioactive Small Molecules, Cell Signaling and Neuroscience, I, JNKs, c-Jun N-Terminal Kinase, Mitogen-Activated Protein Kinase (MAPK), Kinase/Phosphatase Biology,
产品应用
- 可用于治疗白癜风，也是白芷治疗银屑病的有效成分，此外还具有镇静、解痉、平喘、消炎、抗菌作用。
相关文献及参考
- Short: III/35D4
- Merck: 14,4925
安全信息
GHS Symbol
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 330 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : QJPPAL Quarterly Journal of Pharmacy & Pharmacology. (London, UK) V.2-21, 1929-48. For publisher information, see JPPMAB. Volume(issue)/page/year: 21,499,1948
TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Parenteral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 600 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : CBCCT* "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. (National Academy of Science Library, 2101 Constitution Ave., NW, Washington, DC 20418) Volume(issue)/page/year: 7,689,1955
TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Human Lymphocyte DOSE/DURATION : 10 mg/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 169,51,1986
TYPE OF TEST : Mutation in microorganisms TEST SYSTEM : Bacteria - Salmonella typhimurium DOSE/DURATION : 30 ug/plate REFERENCE : JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 13,521,1984
TYPE OF TEST : Sister chromatid exchange TEST SYSTEM : Human Lymphocyte DOSE/DURATION : 20 mg/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 169,51,1986
TYPE OF TEST : Mutation in mammalian somatic cells TEST SYSTEM : Rodent - hamster Lung DOSE/DURATION : 5 mg/L REFERENCE : CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 43,1054,1983
其他信息
- 外观性质:属呋喃香豆素类化合物。为棱柱状结晶（由乙醚）、长细针晶（由热水），易溶于氯仿，可溶于苯、乙醇、乙醚和苛性碱溶液，不溶于冷水。熔点：102℃
- Sigma Aldrich:482-44-0(sigmaaldrich)
- MSDS 信息:9-(3-Methylbut-2-enyloxy)-7H-furo[3,2-g]chromen-7-one(482-44-0).msds
- 用途一:可用于治疗白癜风，也是白芷治疗银屑病的有效成分，此外还具有镇静、解痉、平喘、消炎、抗菌作用。
- 植物来源:在自然界中的含有欧前胡素的植物主要有以下几种： 1.大风子科(Flacourtiaceae) 罗旦梅Flacourtia jangomas(Lour.) Raeusch茎，皮 2.芸香科(Rutaceae) 米申酒饼簕* Atalantia missionis Oliver 根，茎皮(收率：4.1%) 被小绒毛芸香* Eriostemon tomentellus 地上部分 三狭叶藤桔* Luvunga angustifolia茎(收率：0.0026%) 3.伞形科(Umbelliferae) 宽叶高伞* Agasyllis latifolia 密花岩风 Libanotis condensata (L.) Crantz 西吉藁本* Ligusticum seguieri Koch根 欧前胡 Peucedanum ostruthium L.根 克氏邪蒿* Seseli krylovii 短尖邪蒿 Seseli mucronatum根
- 药理作用:抗疟作用:欧前胡素对恶性疟原虫的IC50为2.4μg/mL，IC90为9.3μg/mL。 抗菌作用:对革兰阳性菌有选择性活性。
- 属呋喃香豆素类化合物。为棱柱状结晶（由乙醚）、长细针晶（由热水），易溶于氯仿，可溶于苯、乙醇、乙醚和苛性碱溶液，不溶于冷水。
- MOL 文件:482-44-0.mol
- 属呋喃香豆素类化合物。为棱柱状结晶（由乙醚）、长细针晶（由热水），易溶于氯仿，可溶于苯、乙醇、乙醚和苛性碱溶液，不溶于冷水。 Imperatorin is a furocoumarin present in citrus fruits, which is used in HIV-1 research. Studies indicate that the transcription factor Sp1 is essential in the inhibitory functions of Imperatorin. In addition, Imperatorin inhibits cyclin D1 expression and stops the cell cycle at G1. These studies also suggest that Imperatorin suppresses HIV-1 replication in primary T lymphocytes and transformed cell lines. Furthermore, it has been suggested that the inhibitory effects of Imperatorin on HIV-1 at the transcriptional level can be monitored effectively in HeLa cells. Imperatorin can also cause apoptosis in human promyelocytic leukaemia, HL-60 via the cytochrome c/caspase-9 pathway.
