DeltoninCAS# 55659-75-1 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 55659-75-1 | SDF | Download SDF |
PubChem ID | 441884 | Appearance | Powder |
Formula | C45H72O17 | M.Wt | 885 |
Type of Compound | Steroids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
SMILES | CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1 | ||
Standard InChIKey | OLAMGHNQGZIWHZ-YIKYYZBWSA-N | ||
Standard InChI | InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-35(52)33(50)31(48)21(3)56-40)37(54)38(29(17-47)59-42)60-41-36(53)34(51)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34+,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/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. |
Description | 1. Deltonin may be a potential chemotherapeutic agent against neck squamous cell carcinoma (HNSCC), it can induce both apoptosis and autophagy in head and neck squamous carcinoma FaDu cell. 2. Deltonin exhibits induction effect on platelet aggregation. 3. Deltonin inhibits angiogenesis by regulating VEGFR2 and subsequent signaling pathways in endothelial cells. 4. Deltonin induces apoptosis in MDA-MB-231 human breast cancer cells via reactive oxygen species-mediated mitochondrial dysfunction and ERK/AKT signaling pathways. |
Targets | Chk | Caspase | mTOR | Akt | VEGFR | Src | FAK | ERK | p38MAPK | ROS | PARP | Bcl-2/Bax |
Deltonin Dilution Calculator
Deltonin Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 1.1299 mL | 5.6497 mL | 11.2994 mL | 22.5989 mL | 28.2486 mL |
5 mM | 0.226 mL | 1.1299 mL | 2.2599 mL | 4.5198 mL | 5.6497 mL |
10 mM | 0.113 mL | 0.565 mL | 1.1299 mL | 2.2599 mL | 2.8249 mL |
50 mM | 0.0226 mL | 0.113 mL | 0.226 mL | 0.452 mL | 0.565 mL |
100 mM | 0.0113 mL | 0.0565 mL | 0.113 mL | 0.226 mL | 0.2825 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. |
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- Syneilesine
Catalog No.:BCN2144
CAS No.:55652-65-8
- Cepharadione B
Catalog No.:BCN6524
CAS No.:55610-02-1
- Cepharadione A
Catalog No.:BCN3950
CAS No.:55610-01-0
- Aristololactam II
Catalog No.:BCN8095
CAS No.:55610-00-9
- 1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide
Catalog No.:BCN1417
CAS No.:55604-88-1
- Alverine Citrate
Catalog No.:BCC4619
CAS No.:5560-59-8
- Alliin
Catalog No.:BCN3869
CAS No.:556-27-4
- H-D-Tyr-OH
Catalog No.:BCC3134
CAS No.:556-02-5
- Acesulfame Potassium
Catalog No.:BCC4755
CAS No.:55589-62-3
- Agrimol B
Catalog No.:BCN5017
CAS No.:55576-66-4
- Boc-Phe(4-NH2)-OH
Catalog No.:BCC3153
CAS No.:55533-24-9
- H-1-Nal-OH
Catalog No.:BCC3282
CAS No.:55516-54-6
- Boc-D-Thr-OH
Catalog No.:BCC3453
CAS No.:55674-67-4
- TCN 213
Catalog No.:BCC6123
CAS No.:556803-08-8
- 1-Octacosanol
Catalog No.:BCN2973
CAS No.:557-61-9
- (24S)-24,25-Dihydroxyvitamin D3
Catalog No.:BCC1290
CAS No.:55700-58-8
- Secalciferol
Catalog No.:BCC1942
CAS No.:55721-11-4
- Salinomycin sodium salt
Catalog No.:BCC1917
CAS No.:55721-31-8
- Boc-D-Ile-OH
Catalog No.:BCC3407
CAS No.:55721-65-8
- Stigmasta-4,22-dien-3-one
Catalog No.:BCN5745
CAS No.:55722-32-2
- 3-Deoxo-1Beta-methoxyjioglutolide
Catalog No.:BCN7034
CAS No.:55732-36-0
- Oxoglaucine
Catalog No.:BCN2650
CAS No.:5574-24-3
- Litorin
Catalog No.:BCC5846
CAS No.:55749-97-8
- Crocin II
Catalog No.:BCN1027
CAS No.:55750-84-0
Deltonin induced both apoptosis and autophagy in head and neck squamous carcinoma FaDu cell.[Pubmed:25866222]
Neoplasma. 2015;62(3):419-31.
For decades, despite the advancement of medical science, the prognosis of head and neck squamous cell carcinoma (HNSCC), has not improved. Deltonin is one of the major active components of Dioscorea Zingiberensis Wright that has been used for anthrax, rheumatic heart disease, rheumatoid arthritis etc. By employing HNSCC FaDu cell and normal human epidermal keratinocyte, we investigate Deltonin efficacy and associated mechanism in both cell culture and nude mice xenografts. Deltonin treatment selectively prevents proliferation of FaDu cells by cell-cycle arrest and induction of apoptosis, via activating checkpoint kinase Chk1and Chk2 as well as caspases 8, 9 and 3. Meanwhile, we found that treatment with Deltonin induced autophagy, which played a protective role against Deltonin-induced apoptosis. Further studies revealed that Deltonin activated autophagy by Akt-mTOR signaling. Additionally, xenograft model showed that administration of Deltonin significantly inhibited tumor growth and prolonged survival of tumor bearing mice. Our studies suggested that Deltonin might be a potential chemotherapeutic agent against HNSCC, which might contribute to clinical application and pharmacological study of Deltonin in future anti-cancer research.
Deltonin inhibits angiogenesis by regulating VEGFR2 and subsequent signaling pathways in endothelial cells.[Pubmed:25554580]
Steroids. 2015 Apr;96:30-6.
Deltonin is a steroidal saponin which could suppress tumor growth through suppressing angiogenesis, but the mechanisms have not been directly elucidated yet. In the present study, we showed that Deltonin inhibited the proliferation of primary cultured human umbilical vein endothelial cells (HUVECs) in vitro; notably, it could significantly inhibit HUVECs migration, invasion, and tube formation, which are indispensable progresses of angiogenesis. We further demonstrated that Deltonin could inhibit VEGF-induced blood vessel formation in vivo. What is more, we found that Deltonin blocked VEGF triggered phosphorylation of key intracellular angiogenic molecules, such as VEGFR2, Src family kinase, focal adhesion kinase (FAK), extracellular signal-related kinase (Erk1/2) and AKT kinase, accompanied with the increase of phosphorylated P38MAPK. Taken together, the present study demonstrates that Deltonin inhibits angiogenesis through regulating VEGFR2 signaling pathway as well as AKT/MAPK signaling pathways in endothelial cells.
Determination of deltonin in rat plasma by using HPLC-MS/MS and the application of this method in pharmacokinetic studies.[Pubmed:23747424]
J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Jul 15;931:1-5.
Deltonin is a naturally occurring spirostanol glycoside from Dioscorea zingiberensis C.H. Wright, which is used in traditional Chinese medicine. It exerts strong cytotoxic effect on C26 cells, inhibits C26 derived-tumor growth, and prolongs the survival of tumor-bearing mice after its oral administration, indicating its potential for use as an anti-tumor drug. To investigate the pharmacokinetic profiles of Deltonin, a rapid, sensitive, and simplified high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) assay was developed and validated for the determination of Deltonin in rat plasma. After acetonitrile-mediated plasma protein precipitation, chromatographic separation of Deltonin was achieved using a reversed phase Hypersil Gold column (150mmx2.1mm, 5mum), with gradient elution using 0.1% formic acid and acetonitrile. Thereafter, Deltonin was quantified using MS/MS with electrospray ionization (ESI) in positive multiple reaction monitoring (MRM) mode. The flow rate of the mobile phase was 200muL/min, and the retention time was 9.03min for Deltonin and 6.31min for the internal standard (IS: 20(S)-ginsenoside Rb1). The linear range of the calibration curve was 2-5000ng/mL (r(2)>0.99), and the limit of detection (LOD) was 0.46ng/mL. The intra- and inter-day accuracies ranged from -2.8% to 11.1% and precisions (RSD) were within 13.1%. Deltonin was found to be stable under short-term temperature conditions, post-preparative temperature conditions, and after 3 freeze-thaw cycles conditions. The validated method was successfully applied to a pharmacokinetic study in rats after oral administration of Deltonin (50 and 100mg/kg). The pharmacokinetics is characterized by high apparent clearance (CL/F) and apparent volume of distribution (Vd/F).
Deltonin induces apoptosis in MDAMB231 human breast cancer cells via reactive oxygen speciesmediated mitochondrial dysfunction and ERK/AKT signaling pathways.[Pubmed:23314115]
Mol Med Rep. 2013 Mar;7(3):1038-44.
Deltonin, a steroidal saponin isolated from Dioscorea zingiberensis Wright, exhibits high cytotoxic activity in cancer cells. In the present study, the effects of Deltonin on cell proliferation and apoptosis were evaluated in the MDAMB231 human breast carcinoma cell line. Following treatment with Deltonin, the viability of MDAMB231 cells was analyzed using MTT assay and apoptosis, mitochondrial membrane potential (Psim) alternation and intracellular reactive oxygen species (ROS) generation was determined by flow cytometry. In addition, western blot analysis was performed to examine the expression of apoptosisassociated proteins. The results demonstrated that Deltonin induced apoptosis in MDAMB231 cells in a time and concentrationdependent manner. Apoptosis was associated with depolarization of Psim and timedependent ROS generation. Deltonin treatment also resulted in Bax upregulation, Bcl-2 downregulation, activation of caspase3 and 8 and poly (ADP ribose) polymerase cleavage. Decreased levels of phosphorylated extracellular signalregulated kinase (ERK) and phosphorylated AKT were also observed. Results indicate that the proliferation inhibitory effect of Deltonin is associated with its apoptosisinducing effect, which may correlate with ROSmediated mitochondrial dysfunction as well as activation of the ERK/AKT signaling pathways. Therefore, Deltonin may be a potential chemotherapeutic agent for the treatment of breast cancer.
Deltonin isolated from Dioscorea zingiberensis inhibits cancer cell growth through inducing mitochondrial apoptosis and suppressing Akt and mitogen activated protein kinase signals.[Pubmed:21804211]
Biol Pharm Bull. 2011;34(8):1231-9.
Deltonin is an active component purified from Dioscorea zingiberensis WRIGHT (DZW), and has shown anticancer effects. However, its mechanism of action remains elusive. In the present study, we investigated the effect of Deltonin on a panel of cancer cell lines and analyzed its mechanism in C26 cells, a murine colon carcinoma cell. Our results showed that Deltonin markedly inhibited the growth of all examined cancer cell lines. Deltonin induced dose- and time-dependent apoptosis in C26 cells. The event of apoptosis was accompanied by the release of cytochrome c, depolarization of mitochondrial membrane potential, and dose- and time-dependent reactive oxygen species (ROS) generation. Deltonin also increased the expression of Bax, decreased the expression of B-cell lymphoma/lewkmia-2 (Bcl-2), and induced the activation of caspase 9, caspase 3 and poly(ADP-ribose) polymerase (PARP). Furthermore, Deltonin decreased Akt and extracellular signal-regulated kinase-1/2 (ERK(1/2)) activity. These results demonstrate that Deltonin mediates the growth inhibition of cancer cells through multiple targets, which include the generation of reactive oxygen species (ROS), mitochondrial apoptosis and the inhibition of the mitogen-activated protein kinase (MAPK) and Akt signaling pathways, suggesting Deltonin is a potent cancer preventive and therapeutic agent.
Deltonin, a steroidal saponin, inhibits colon cancer cell growth in vitro and tumor growth in vivo via induction of apoptosis and antiangiogenesis.[Pubmed:21471712]
Cell Physiol Biochem. 2011;27(3-4):233-42.
Deltonin, a steroidal saponin, isolated from Dioscorea zingiberensis Wright (DZW), has shown high-cytotoxic activity in cancer cells. However, its mechanisms and in vivo anti-cancer effects remain unknown. In the present study, we evaluated the effects and explored the anti-tumor mechanisms of Deltonin on a panel of colon cancer cell lines and in a mouse model of murine colon cancer C26. Deltonin had more cytotoxic effect on C26 cells than 5-fluorouracil had, promoting dramatic G2-M phase arrest and apoptosis in C26 cells in a concentration-dependent manner; oral administration of Deltonin significantly inhibited the tumor growth and prolonged survival of the tumor bearing mice. The Deltonin treatment caused a noticeable apoptosis in tumor tissue, which associated with increased levels of Bax, activated caspase-3, caspase-9, and cleaved poly (ADPribose) polymerase, decreased pro-caspase-8, pro-caspase-9, Bcl-2 expression levels and extracellular signal-regulated kinase-1/2 activity; and dose-dependently inhibit angiogenesis. In conclusion, the findings in this study demonstrated that Deltonin is an effective natural agent for cancer therapy, which may be mediated, in part, by induction of apoptosis, as well as involve mitogen-activated protein kinase pathways, and inhibition of angiogenesis.