Cephalotaxine

CAS# 24316-19-6

Cephalotaxine

Catalog No. BCN2957----Order now to get a substantial discount!

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Quality Control of Cephalotaxine

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Chemical structure

Cephalotaxine

3D structure

Chemical Properties of Cephalotaxine

Cas No. 24316-19-6 SDF Download SDF
PubChem ID 65305 Appearance Powder
Formula C18H21NO4 M.Wt 315.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms (-)-Cephalotaxine; ZINC19795976
Solubility DMSO : ≥ 100 mg/mL (317.10 mM)
*"≥" means soluble, but saturation unknown.
SMILES COC1=CC23CCCN2CCC4=CC5=C(C=C4C3C1O)OCO5
Standard InChIKey YMNCVRSYJBNGLD-KURKYZTESA-N
Standard InChI InChI=1S/C18H21NO4/c1-21-15-9-18-4-2-5-19(18)6-3-11-7-13-14(23-10-22-13)8-12(11)16(18)17(15)20/h7-9,16-17,20H,2-6,10H2,1H3/t16-,17-,18+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Cephalotaxine

The barks of Cephalotaxus fortunei Hook. f.

Biological Activity of Cephalotaxine

DescriptionCephalotaxine is an antiviral as well as antitumor agent. It is useless for the treatment of infection by flaviviruses, but potentially useful in combined therapy against hepatitis B.
TargetsHBV
In vitro

Effect of cantharidin, cephalotaxine and homoharringtonine on [Pubmed: 17458779 ]

Planta Med. 2007 Jun;73(6):552-8.

The effect as antiviral agents versus viral hepatitis B and C of three compounds purified from natural products commonly used as remedies in traditional Chinese medicine, cantharidin, Cephalotaxine and homoharingtonine, was investigated.
METHODS AND RESULTS:
To assess the activity of these compounds against flavivirus, we used bovine viral diarrhoea virus (BVDV) as a surrogate for hepatitis C virus (HCV). Anti-BVDV activity was determined by reduction in BVDV-RNA production and protection of infected embryonic bovine trachea (EBTr) cells against the cytopathic effect of BVDV. The effect versus hepatitis B virus (HBV) was investigated by measuring HBsAg and HBV-DNA release from hepatoblastoma HepG2 2.2.15 cells infected with HBV. As positive control we used the standard anti-HBV and anti-HCV drugs, lamivudine and ribavirin, respectively. Up to 100 microM lamivudine and ribavirin did not induce cell toxicity, whereas they induced dose-dependent anti-HBV and anti-BVDV effects, respectively. In the same range, cantharidin, Cephalotaxine and homoharringtonine induced toxicity in EBTr cells and had no protective effect against BVDV.
CONCLUSIONS:
In contrast, they were able to inhibit HBV production at concentrations 10- to 100-fold lower than those inducing cell toxicity, which suggests that they are useless for the treatment of infection by flaviviruses, but potentially useful in combined therapy against hepatitis B.

Protocol of Cephalotaxine

Kinase Assay

Molecular Docking and Binding Mode Analysis of Plant Alkaloids as in vitro and in silico Inhibitors of Trypanothione Reductase from Trypanosoma cruzi.[Pubmed: 26996020]

Nat Prod Commun. 2016 Jan;11(1):57-62.

Trypanothione reductase (TryR) is a key enzyme in the metabolism of Trypanosoma cruzi, the parasite responsible for Chagas disease. The available repertoire of TryR inhibitors relies heavily on synthetic substrates of limited structural diversity, and less on plant-derived natural products.
METHODS AND RESULTS:
In this study, a molecular docking procedure using a Lamarckian Genetic Algorithm was implemented to examine the protein-ligand binding interactions of strong in vitro inhibitors for which no X-ray data is available. In addition, a small, skeletally diverse, set of natural alkaloids was assessed computationally against T. cruzi TryR in search of new scaffolds for lead development. The preferential binding mode (low number of clusters, high cluster population), together with the deduced binding interactions were used to discriminate among the virtual inhibitors.
CONCLUSIONS:
This study confirms the prior in vitro data and proposes quebrachamine, Cephalotaxine, cryptolepine, (22S,25S)-tomatidine, (22R,25S)-solanidine, and (22R,25R)-solasodine as new alkaloid scaffold leads in the search for more potent and selective TryR inhibitors.

Cephalotaxine Dilution Calculator

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Cephalotaxine Molarity Calculator

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Preparing Stock Solutions of Cephalotaxine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1706 mL 15.8529 mL 31.7058 mL 63.4115 mL 79.2644 mL
5 mM 0.6341 mL 3.1706 mL 6.3412 mL 12.6823 mL 15.8529 mL
10 mM 0.3171 mL 1.5853 mL 3.1706 mL 6.3412 mL 7.9264 mL
50 mM 0.0634 mL 0.3171 mL 0.6341 mL 1.2682 mL 1.5853 mL
100 mM 0.0317 mL 0.1585 mL 0.3171 mL 0.6341 mL 0.7926 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Cephalotaxine

Molecular Docking and Binding Mode Analysis of Plant Alkaloids as in vitro and in silico Inhibitors of Trypanothione Reductase from Trypanosoma cruzi.[Pubmed:26996020]

Nat Prod Commun. 2016 Jan;11(1):57-62.

Trypanothione reductase (TryR) is a key enzyme in the metabolism of Trypanosoma cruzi, the parasite responsible for Chagas disease. The available repertoire of TryR inhibitors relies heavily on synthetic substrates of limited structural diversity, and less on plant-derived natural products. In this study, a molecular docking procedure using a Lamarckian Genetic Algorithm was implemented to examine the protein-ligand binding interactions of strong in vitro inhibitors for which no X-ray data is available. In addition, a small, skeletally diverse, set of natural alkaloids was assessed computationally against T. cruzi TryR in search of new scaffolds for lead development. The preferential binding mode (low number of clusters, high cluster population), together with the deduced binding interactions were used to discriminate among the virtual inhibitors. This study confirms the prior in vitro data and proposes quebrachamine, Cephalotaxine, cryptolepine, (22S,25S)-tomatidine, (22R,25S)-solanidine, and (22R,25R)-solasodine as new alkaloid scaffold leads in the search for more potent and selective TryR inhibitors.

Effect of cantharidin, cephalotaxine and homoharringtonine on "in vitro" models of hepatitis B virus (HBV) and bovine viral diarrhoea virus (BVDV) replication.[Pubmed:17458779]

Planta Med. 2007 Jun;73(6):552-8.

The effect as antiviral agents versus viral hepatitis B and C of three compounds purified from natural products commonly used as remedies in traditional Chinese medicine, cantharidin, Cephalotaxine and homoharingtonine, was investigated. To assess the activity of these compounds against flavivirus, we used bovine viral diarrhoea virus (BVDV) as a surrogate for hepatitis C virus (HCV). Anti-BVDV activity was determined by reduction in BVDV-RNA production and protection of infected embryonic bovine trachea (EBTr) cells against the cytopathic effect of BVDV. The effect versus hepatitis B virus (HBV) was investigated by measuring HBsAg and HBV-DNA release from hepatoblastoma HepG2 2.2.15 cells infected with HBV. As positive control we used the standard anti-HBV and anti-HCV drugs, lamivudine and ribavirin, respectively. Up to 100 microM lamivudine and ribavirin did not induce cell toxicity, whereas they induced dose-dependent anti-HBV and anti-BVDV effects, respectively. In the same range, cantharidin, Cephalotaxine and homoharringtonine induced toxicity in EBTr cells and had no protective effect against BVDV. In contrast, they were able to inhibit HBV production at concentrations 10- to 100-fold lower than those inducing cell toxicity, which suggests that they are useless for the treatment of infection by flaviviruses, but potentially useful in combined therapy against hepatitis B.

Description

Cephalotaxine is an antiviral as well as antitumor agent.

Keywords:

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