4-甲氧基-7H-呋喃并[3,2-g]苯并吡喃-7-酮
5-Methoxy psoralen
CAS: 484-20-8
Molecular Formula: C12H8O4
4-甲氧基-7H-呋喃并[3,2-g]苯并吡喃-7-酮 - Names and Identifiers
4-甲氧基-7H-呋喃并[3,2-g]苯并吡喃-7-酮 - Physico-chemical Properties
| Molecular Formula | C12H8O4 |
| Molar Mass | 216.19 |
| Density | 1.1344 (rough estimate) |
| Melting Point | 190-193°C(lit.) |
| Boling Point | 276.6°C (rough estimate) |
| Flash Point | 203.2°C |
| Solubility | Soluble in boiling ethanol, acetic acid, propylene glycol, chloroform and benzene, slightly soluble in boiling water, ether, insoluble in cold water. |
| Vapor Presure | 5.2E-07mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | White to Pale Yellow |
| Merck | 14,1157 |
| BRN | 19560 |
| Storage Condition | 2-8°C |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. May be light sensitive. |
| Refractive Index | 1.4270 (estimate) |
| MDL | MFCD00010272 |
| Physical and Chemical Properties | White needle-like crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Angelica, Glehnia littoralis, notopsii, fructus cnidii, Acorus tatarinowii. |
| In vitro study | Bergapten as a natural antineoplastic agent is able to deplete ER alpha from breast cancer tamoxifen-sensitive and resistant cells, this restores the effect of ERα-targeted membrane signaling and its mitogenic potential. |
| In vivo study | Bergapten is able to effectively protect C57BL/6J mice from acetaminophen (APAP)-induced liver toxicity, has antioxidant activity, and does not cause liver injury at protective doses. |
4-甲氧基-7H-呋喃并[3,2-g]苯并吡喃-7-酮 - Risk and Safety
| Risk Codes | R43 - May cause sensitization by skin contact R45 - May cause cancer |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S53 - Avoid exposure - obtain special instructions before use. |
| WGK Germany | 2 |
| RTECS | LV1300000 |
| FLUKA BRAND F CODES | 8-10 |
| HS Code | 29322090 |
4-甲氧基-7H-呋喃并[3,2-g]苯并吡喃-7-酮 - Reference
| Reference Show more | 1. Dong Hongmin, Niu Xiaoyong, Liu Ji et al. Optimization of ultrasonic-assisted extraction of total coumarin from chuanminshen by response surface methodology [J]. Science and Technology for Food Industry 2014(24):280-288. 2. Wang Jia, Qijiang, Yuqin, Luo Ting, et al. HPLC fingerprint of different grades of angelica dahurica decoction pieces [J]. Chinese patent medicine 2019 041(012):2964-2969. 3. Zhang Ping, Ma Xiao, Li Donghua, etc. Analysis of National Evaluation of angelica dahurica pieces and study on multi-index component test and multi-evaluation method [J]. Chinese herbal medicine, 2019(14). 4. Zhu Chunlu, Wang Jing, Qiao Yuhang, et al. Study on serum pharmacochemistry of duliangwan [J]. Chinese Journal of Modern Applied Pharmacy, 37(4). 5. Xuelian Wang, Minmin Li, Junhua Hu, et al. Inhibitory effects of 18 coumarins on Colletotrichum gloeosporioides in Citrus [J]. Southern China fruit trees, 2013, 42(004):73-74. 6. Yang, Yan-Fang, Lei Zhang, and Xiu-Wei Yang. "Distribution assessments of coumarins from Angelicae Pubescentis Radix in rat cerebrospinal fluid and brain by Liquid Chromatography Tandem Mass Spectrometry analysis." Molecules 23.1 (2018): 225.https://doi.or 7. [IF=4.411] Liang Yang et al."New Insights into the Antibacterial Activity of Hydroxycoumarins against Ralstonia solanacearum."Molecules. 2016 Apr;21(4):468 8. [IF=5.753] Liu Man et al."Constructing a Core Collection of the Medicinal Plant Angelica biserrata Using Genetic and Metabolic Data."Front Plant Sci. 2020 Dec;0:2099 9. [IF=4.36] Yang Zhao et al."Shashen-Maidong Decoction improved chronic intermittent hypoxia-induced cognitive impairment through regulating glutamatergic signaling pathway."J Ethnopharmacol. 2021 Jun;274:114040 |
4-甲氧基-7H-呋喃并[3,2-g]苯并吡喃-7-酮 - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| (IARC) carcinogen classification | 2A (Vol. 40, Sup 7) 1987 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Use | bergamot lactone is a psoralen derivative, which belongs to linear furanocoumarin, also known as colanolactone. Isolated from a plant called Great Ami. This product has optical activity on the skin, has the effect of killing mollusks, has the anticoagulant effect and hemostatic effect against heparin, and has antimicrobial activity. It is clinically used to treat psoriasis and also used in the leather industry. Modern pharmacological experiments show that it also has certain inhibitory activity on tumor and cell proliferation. It is a potential intermediate of anti-tumor drugs, and it is also an important intermediate for the synthesis of complex natural products. Citrus bergamot has anti-inflammatory and analgesic effects. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: It has anti-inflammatory and analgesic pharmacological effects. |
| biological activity | Bergapten is a psoralen that can be activated by light and can be cross-linked with DNA to covalently modify proteins and lipids, thereby inhibiting cell replication. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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