135415-73-5
135415-73-5 structure
- Name: 10,11-methylenedioxycamptothecin
- Chemical Name: Mdo-cpt
- CAS Number: 135415-73-5
- Molecular Formula: C21H16N2O6
- Molecular Weight: 392.36200
- Catalog: Signaling Pathways Apoptosis Apoptosis
- Create Date: 2017-12-15 09:16:10
- Modify Date: 2026-07-11 23:30:07
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FL118 (10,11-(Methylenedioxy)-20(S)-camptothecin), a Camptothecin (HY-16560) analogue, is a potent and orally active survivin inhibitor. FL118 binds to oncoprotein DDX5 (p68) to dephosphorylates and degrades DDX5. FL118 can be used for the research of cancer[1][2].
| Name | Mdo-cpt |
|---|---|
| Synonyms |
(S)-7-Ethyl-7-hydroxy-7H-[1,3]dioxolo[4,5-g]pyrano[3',4':6,7]indolizino[1,2-b]quinoline-8,11(10H,13H)-dione
(4S)-4-Ethyl-4-hydroxy-8,9-methylenedioxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione (20RS)-10,11-Methylenedioxycamptothecin 10,11-(Methylenedioxy)camptothecin(FL118) (4S)-4α-Ethyl-4-hydroxy-4,12-dihydro-8,9-methylenedioxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione 10,11-(Methylenedioxy)-20(S)-camptothecin (4S)-4-Hydroxy-4-ethyl-8,9-(methylenedioxy)-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 10H-1,3-Dioxolo(4,5-G)pyrano(3',4':6,7)indolizino(1,2-B)quinoline-8,11(7H,13H)-dione, 7-ethyl-7-hydroxy-, (7S) (4S)-4-Ethyl-4β-hydroxy-8,9-(methylenedioxy)-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione 10,11-methlyenedioxycamptothecin 10H-1,3-Dioxolo(4,5-g)pyrano(3,4:6,7)indolizino(1,2-b)quinoline-8,11(7H,13H)-dione,7-ethyl-7-hydroxy-,(7S) 10,11-methylenedioxy-20(S)-camptothecin (4S)-4α-Ethyl-4-hydroxy-8,9-(methylenedioxy)-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione (S)-7-Ethyl-7-hydroxy-7H-[1,3]dioxolo[4,5-g]pyrano[3’,4’:6,7]indolizino[1,2-b]quinoline-8,11(10H,13H)-dione |
| Description | FL118 (10,11-(Methylenedioxy)-20(S)-camptothecin), a Camptothecin (HY-16560) analogue, is a potent and orally active survivin inhibitor. FL118 binds to oncoprotein DDX5 (p68) to dephosphorylates and degrades DDX5. FL118 can be used for the research of cancer[1][2]. |
|---|---|
| Related Catalog | |
| In Vitro | FL118 (0-200 nM; 24, 48 and 72 h ) inhibits the cell proliferation of ES-2 and SK-O-V3 cells[1]. FL118 (0-100 nM; 0 and 24 h) inhibits the migration of ES-2 and SK-O-V3 cells[1]. FL118 (0-100 nM; 48 h) affects the expression level of cytoglobin (CYGB)[1]. FL118 (10 and 100 nM; 48 h) inhibits PI3K/AKT/mTOR signaling pathway, and affects the expression level of vimentin and E-cadherin in ovarian cancer cells[1]. FL118 (0-100 nM; 6 and 24 h) can dephosphorylate and degrade DDX5[2]. FL118 (0-500 nM; 24, 48, 72 h) regulates survivin, McL-1, XIAP, cIAP2, c-MYc and mKras by regulating DDX5[2]. FL118 (0-1 μM, 24 h) shows significant cytotoxic activity against the three tumor cell lines (A549, MDA-MB-231, and RM-1 cells)[3]. FL118 (0-10 nM, 48 h) increases the production of PARP cleavage, and induces apoptosis in A549[3]. FL118 (0-10 nM, 48 h) arrests A549 cells mainly at the G2/M phase[3]. Western Blot Analysis[1] Cell Line: ES-2 and SK-O-V3 cell lines Concentration: 10 and 100 nM Incubation Time: 48 h Result: Effectively inhibited the activation of PI3K/AKT/mTOR signaling pathway in ovarian cancer cells and also inhibited the migration of ES-2 and SK-O-V3 cells. Cell Migration Assay [1] Cell Line: ES-2 and SK-O-V3 cell lines Concentration: 0, 10 and 100 nM Incubation Time: 0 and 24 h Result: Inhibited the migration of ES-2 and SK-O-V3 cells dose-dependenly. RT-PCR[1] Cell Line: ES-2 and SK-O-V3 cell lines Concentration: 0, 10 and 100 nM Incubation Time: 48 h Result: Promoted CYGB expression. Cell Proliferation Assay[1] Cell Line: ES-2 and SK-O-V3 cell lines Concentration: 0, 1, 10, 50, 100 and 200 nM Incubation Time: 24, 48 and 72 h Result: Inhibited the cell proliferation of ES-2 and SK-O-V3 cells time- and dose-dependently. Western Blot Analysis[2] Cell Line: SW620 and Mia Paca-2 Concentration: 0, 10 and 100 nM Incubation Time: 6 and 24 h Result: Induced dephosphorylation of DDX5 through the ubiquitin-proteasome degradation pathway and degraded DDX5 time-dependently. Western Blot Analysis[2] Cell Line: PDAC Panc1, CRC HCT-8, SW620, Mia Paca-2, Panc-1, HCT-8 cell lines Concentration: 0, 10, 100 and 500 nM Incubation Time: 24, 48, 72 h Result: Controled the expression of survivin, Mcl-1, XIAP, cIAP2, c-Myc and mKras by regulated DDX5, as an upstream master regulator in cancer development and malignant networks. Cell Cytotoxicity Assay[3] Cell Line: A549, MDA-MB-231, RM-1 Concentration: 0-1 μM Incubation Time: 24 h Result: Showed cytotoxicity in A-549 (human lung carcinoma), MDA-MB-231 (human breast carcinoma) and RM-1 (mouse prostate carcinoma), with IC50 values of 8.94 ± 1.54 , 24.73 ± 13.82, and 69.19 ± 8.34 nM, respectively. Apoptosis Analysis[3] Cell Line: A549 cells Concentration: 0, 2.5, 5, 10 nM Incubation Time: 48 h Result: Resulted in the downregulation of survivin. Increased the production of PARP cleavage in a concentration-dependent manner, which is the hallmark of apoptosis. Induced apoptosis in A549. Cell Cycle Analysis[3] Cell Line: A549 cells Concentration: 0, 2.5, 5, 10 nM Incubation Time: 48 h Result: Increased G2/M cell population in a concentration-dependent manner, and arrested A549 cells mainly at the G2/M phase. |
| References |
| Density | 1.64g/cm3 |
|---|---|
| Boiling Point | 812.1ºC at 760mmHg |
| Molecular Formula | C21H16N2O6 |
| Molecular Weight | 392.36200 |
| Flash Point | 445ºC |
| Exact Mass | 392.10100 |
| PSA | 99.88000 |
| LogP | 1.80830 |
| Hazard Codes | Xn |
|---|
| Precursor 7 | |
|---|---|
| DownStream 0 | |