Introduction：Basic information about CAS 466-61-5|Lycopodine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Lycopodine |
|---|
| CAS Number | 466-61-5 | Molecular Weight | 247.37600 |
|---|
| Density | 1.106g/cm3 | Boiling Point | 373.464ºC at 760 mmHg |
|---|
| Molecular Formula | C16H25NO | Melting Point | / |
|---|
| MSDS | / | Flash Point | 137.245ºC |
|---|
Names
| Name | lycopodine |
|---|
| Synonym | More Synonyms |
|---|
Lycopodine BiologicalActivity
| Description | Lycopodine, a pharmacologically important bioactive component derived from Lycopodium clavatumspores, triggers apoptosis by modulating 5-lipoxygenase, and depolarizing mitochondrial membrane potential in refractory prostate cancer cells without modulating p53 activity[1]. Lycopodine inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation[2]. |
|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Apoptosis >>CaspaseSignaling Pathways >>Metabolic Enzyme/Protease >>5-Lipoxygenase |
|---|
| Target | Caspase-3 |
|---|
| In Vitro | Lycopodine (5.22-78.3 μg/mL; 12 hours) has 50% viability at 57.62±0.086 μg/mL and 51.46±1.43 μg/mL for PC3 and LnCaP, respectively[1]. Treated with Lycopodine (74-222 mM; 12 hours), the apoptotic index is with respect to the gradual increase in doses for the PC3 and LnCaP cells[1]. Lycopodine (74-222 mM; 12 hours) induces cell cycle arrest at G0/G1 phase in PC3 and LnCaP cells[1]. Lycopodine (0-200 µg/mL; 48 hours) shows cytotoxicity to HeLa cells in a dose and time dependent manner. However, Lycopodine shows minimal cytotoxic effects in normal peripheral blood mononuclear cells (PBMC) even at the highest dose (200 µg/mL)[2]. Lycopodine (100, 200 µg/mL; 24 hours) increases level of Bax and decreases the mitochondrial cytochrome c. This is followed by an increase in expression of cytochrome c in cytosolic fraction. Lycopodine also cleaves the caspase-3 in the total cell lysate, while the expression of Bcl-2 is down regulated[2]. Cell Viability Assay[1] Cell Line: PC3 and LnCaP cells Concentration: 5.22-78.3 μg/mL Incubation Time: 12 hours Result: Reached 50% viability at 57.62±0.086 μg/mL and 51.46±1.43 μg/mL for PC3 and LnCaP, respectively. Apoptosis Analysis[1] Cell Line: PC3 and LnCaP cells Concentration: 74, 148, 222 mM Incubation Time: 12 hours Result: The apoptotic index was with respect to the gradual increase in doses. Cell Cycle Analysis[1] Cell Line: PC3 and LnCaP cells Concentration: 74, 148, 222 mM Incubation Time: 12 hours Result: Arrested growth of the cells at G0/G1 phase in the case of PC3 and LnCaP cells. Cell Cytotoxicity Assay[2] Cell Line: Hela cells and PBMC Concentration: 0-200 µg/mL Incubation Time: 48 hours Result: A linear increase of the cytotoxicity was along with the increase of time of treatment and also of the dose. Western Blot Analysis[2] Cell Line: HeLa cells Concentration: 100, 200 µg/mL Incubation Time: 24 hours Result: Increased level of Bax and decreased the mitochondrial cytochrome c. |
|---|
| References | [1]. Bishayee K, et al. Lycopodine triggers apoptosis by modulating 5-lipoxygenase, and depolarizing mitochondrial membrane potential in androgen sensitive and refractory prostate cancer cells without modulating p53 activity: signaling cascade and drug-DNA interaction. Eur J Pharmacol. 2013 Jan 5;698(1-3):110-21. [2]. Mandal SK, et al. Lycopodine from Lycopodium clavatum extract inhibits proliferation of HeLa cells through induction of apoptosis via caspase-3 activation. Eur J Pharmacol. 2010 Jan 25;626(2-3):115-22. |
|---|
Chemical & Physical Properties
| Density | 1.106g/cm3 |
|---|
| Boiling Point | 373.464ºC at 760 mmHg |
|---|
| Molecular Formula | C16H25NO |
|---|
| Molecular Weight | 247.37600 |
|---|
| Flash Point | 137.245ºC |
|---|
| Exact Mass | 247.19400 |
|---|
| PSA | 20.31000 |
|---|
| LogP | 2.94810 |
|---|
| Vapour Pressure | 0mmHg at 25°C |
|---|
| Index of Refraction | 1.556 |
|---|
| InChIKey | BCZFSDNVXODRAJ-JTTNIQEDSA-N |
|---|
| SMILES | CC1CC2CC(=O)C3CCCN4CCCC2C34C1 |
|---|
Safety Information
Customs
| HS Code | 2933990090 |
|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
|---|
Synonyms
| (15R)-15-Methyllycopodan-5-one |
