| Chemical & Physical Properties | |
|---|---|
| CAS Number | 114719-57-2 |
| Catalog No. | 2A-9010449 |
| Chinese Name | 海洋活性生物碱 |
| Synonyms | fascaplysine; GNF-PF-1458 |
| Molecular Formula | C18H11ClN2O |
| Molecular Weight | 306.75 |
| Purity | 98.00 |
| Storage Condition | -20°C, sealed, dry |
| Application | Fascaplysin is an antibacterial and cytotoxic red pigment that can be derived from sponges (Fascaplysinopsis sp.). Using indole as raw material, Fascaplysin was synthesized in seven steps (yield 65%). |
| SMILES | O=C1c2ccccc2-[n+]2ccc3c([nH]c4ccccc43)c21.[Cl-] |
| InChI | InChI=1S/C18H10N2O.ClH/c21-18-13-6-2-4-8-15(13)20-10-9-12-11-5-1-3-7-14(11)19-16(12)17(18)20;/h1-10H;1H |
| InChI Key | PWUOOJVYZQILBG-UHFFFAOYSA-N |
| Hazard Symbols | Transport |
| Bioactivity | Fascaplysin is an antimicrobial and cytotoxic red pigment, that can come from the marine sponge (Fascaplysinopsis sp.). Fascaplysin has been synthesized in seven steps from indole (65% yield). Fascaplysin can induces apoptosis and autophagy in human leukemia HL-60 cells. Fascaplysin shows anti-tumor activity[1][2]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Protein Tyrosine Kinase/RTK >> ROS Signaling Pathways >> Autophagy >> Autophagy In Vitro Fascaplysin induces autophagy as a cytoprotective response via ROS and p8 in vascular endothelial cells (VECs)[2]. Fascaplysin targets metabolic activity of the prostate cancer cells, without disrupting cell membrane's integrity[2]. .Fascaplysin induces caspase mediated crosstalk between apoptosis and autophagy through the inhibition of PI3K/AKT/mTOR signaling cascade in human leukemia HL-60 cells[2]. In Vivo Fascaplysin suppresses the growth of S180 cell-implanted tumors in vivo[2] References [1]. BenjaminPelcman, Gordon WGribble. Total synthesis of the marine sponge pigment fascaplysin. Tetrahedron Letters. 1990, 31(17):2381-2384. [2]. Zhidkov ME, et al. Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues. Mar Drugs. 2019 Aug 25;17(9):496. Chemical & Physical Properties Molecular Formula C18H11ClN2O Molecular Weight 306.75 Exact Mass 306.05600 PSA 36.74000 LogP 0.14620 InChIKey PWUOOJVYZQILBG-UHFFFAOYSA-N SMILES O=C1c2ccccc2-[n+]2ccc3c([nH]c4ccccc43)c21.[Cl-] |
| Use of | Properties Name Fascaplysin Synonym More Synonyms Fascaplysin (chloride)|CDK4 inhibitor Biological Activity Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Protein Tyrosine Kinase/RTK >> ROS Signaling Pathways >> Autophagy >> Autophagy References [1]. BenjaminPelcman, Gordon WGribble. Total synthesis of the marine sponge pigment fascaplysin. Tetrahedron Letters. 1990, 31(17):2381-2384. [2]. Zhidkov ME, et al. Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues. Mar Drugs. 2019 Aug 25;17(9):496. Chemical & Physical Properties Exact Mass 306.05600 PSA 36.74000 LogP 0.14620 InChIKey PWUOOJVYZQILBG-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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