Cordycepin
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| Category | Antibiotics |
| Catalog number | BBF-01737 |
| CAS | 73-03-0 |
| Molecular Weight | 251.24 |
| Molecular Formula | C10H13N5O3 |
| Purity | ≥ 97% |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-01737 | 1 g | $299 | In stock |
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Add to cartDescription
It is produced by the strain of Cordyceps militaris and Aspergillus niaulans. Cordycepin can inhibit RNA biosynthesis and has anti-gram-positive and mycobacterium activities. Cordycepin has attracted much attention from scholars in the fields of anti-aging, health care, and new drug development.
Specification
| Synonyms | 3'-Deoxyadenosine; Cordycepine; 9-Cordyceposidoadenine; 9-(beta-D-3'-Deoxyribofuranosyl)adenine; 9-(3-Deoxy-β-D-ribofuranosyl)adenine; 9-(3-Deoxy-β-D-erythro-pentofuranosyl)-9H-purin-6-amine; NSC 401022; NSC 63984 |
| Storage | -20 °C under inert atmosphere |
| IUPAC Name | (2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolan-3-ol |
| Canonical SMILES | C1C(OC(C1O)N2C=NC3=C(N=CN=C32)N)CO |
| InChI | InChI=1S/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-6(17)1-5(2-16)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,10+/m0/s1 |
| InChI Key | OFEZSBMBBKLLBJ-BAJZRUMYSA-N |
| Source | From Cordyceps militaris |
Properties
| Appearance | White to Off-White Solid |
| Application | Anti-metastatic |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Mycobacteria |
| Boiling Point | 627.2 °C at 760 mmHg |
| Melting Point | 225-229 °C |
| Flash Point | 333.1ºC |
| Density | 1.91 g/cm3 |
| Solubility | Soluble in Water, hot Ethanol, Methanol, DMSO; Insoluble in Benzene, Ether, Chloroform |
| LogP | -0.36960 |
Reference Reading
1.Cordycepin, a Natural Antineoplastic Agent, Induces Apoptosis of Breast Cancer Cells via Caspase-dependent Pathways.
Wang D, Zhang Y, Lu J, Wang Y, Wang J, Meng Q, Lee RJ, Wang D, Teng L. Nat Prod Commun. 2016 Jan;11(1):63-8.
Cordycepin, a major compound separated from Cordyceps sinensis, is known as a potential novel candidate for cancer therapy. Breast cancer, the most typical cancer diagnosed among women, remains a global health problem. In this study, the anti-breast cancer property of cordycepin and its underlying mechanisms was investigated. The direct effects of cordycepin on breast cancer cells both in in vitro and in vivo experiments were evaluated. Cordycepin exerted cytotoxicity in MCF-7 and MDA-MB-231 cells confirmed by reduced cell viability, inhibition of cell proliferation, enhanced lactate dehydrogenase release and reactive oxygen species accumulation, induced mitochondrial dysfunction and nuclear apoptosis in human breast cancer cells. Cordycepin increased the activation of pro-apoptotic proteins, including caspase-8, caspase-9, caspase-3 and Bax, and suppressed the expression of the anti-apoptotic protein, B-cell lymphoma 2 (Bcl-2). The inhibition on MCF-7-xenografted tumor growth in nude mice further confirmed cordycepin's anti-breast cancer effect.
2.Cordycepin enhances Epstein-Barr virus lytic infection and Epstein-Barr virus-positive tumor treatment efficacy by doxorubicin.
Du Y1, Yu J2, Du L1, Tang J2, Feng WH3. Cancer Lett. 2016 Jul 1;376(2):240-248. doi: 10.1016/j.canlet.2016.04.001. Epub 2016 Apr 7.
The consistent latent presence of Epstein-Barr virus (EBV) in tumor cells offers potential for virus-targeted therapies. The switch from the latent form of EBV to the lytic form in tumor cells can lead to tumor cell lysis. In this study, we report that a natural small molecule compound, cordycepin, can induce lytic EBV infection in tumor cells. Subsequently, we demonstrate that cordycepin can enhance EBV reactivating capacity and EBV-positive tumor cell killing ability of low dose doxorubicin. The combination of cordycepin and doxorubicin phosphorylates CCAAT/enhancer binding protein β (C/EBPβ) through protein kinase C (PKC)-p38 mitogen activated protein kinases (p38 MAPK) signaling pathway, and C/EBPβ is required for the activation of lytic EBV infection. Most importantly, an in vivo experiment demonstrates that the combination of cordycepin and doxorubicin is more effective in inhibiting tumor growth in SCID mice than is doxorubicin alone.
3.Culture Conditions for Production of Biomass, Adenosine, and Cordycepin from Cordyceps sinensis CS1197: Optimization by Desirability Function Method.
Ghatnur SM1, Parvatam G2, Balaraman M1. Pharmacogn Mag. 2015 Oct;11(Suppl 3):S448-56. doi: 10.4103/0973-1296.168946.
BACKGROUND: Cordyceps sinensis (CS) is a traditional Chinese medicine contains potent active metabolites such as nucleosides and polysaccharides. The submerged cultivation technique is studied for the large scale production of CS for biomass and metabolites production.
4.Cordycepin Prevents Bone Loss through Inhibiting Osteoclastogenesis by Scavenging ROS Generation.
Dou C1,2, Cao Z3, Ding N4, Hou T5, Luo F6, Kang F7, Yang X8, Jiang H9, Xie Z10, Hu M11, Xu J12, Dong S13. Nutrients. 2016 Apr 20;8(4). pii: E231. doi: 10.3390/nu8040231.
Cordycepin was previously reported to have anti-tumor, anti-inflammatory and anti-oxidant activity. However, the potential role of cordycepin in bone metabolism and cell biology of osteoclasts remains unclear. In our study, we focused on the in vitro effects of cordycepin on osteoclastogenesis and its in vivo effects in ovariectomized (OVX) mice. Osteoclast differentiation, formation and fusion were evaluated by Tartrate-resistant acid phosphatase (TRAP) stain, focal adhesion stain and fusion assay, respectively. Osteoclastic bone resorption was evaluated by pit formation assay. Reactive oxygen species (ROS) generation and removal were detected by the ROS assay. OVX mice were orally administered with 10 mg/kg of cordycepin daily for four weeks. In vitro results revealed that cordycepin inhibited receptor activator of nuclear factor κB ligand (RANKL)-induced osteoclast differentiation, formation, fusion and bone resorption activity. We further proved that cordycepin treatments scavenged the generation of ROS, upregulated interferon regulatory factor 8 (IRF-8) and suppressed the activity of nuclear factor of activated T cells c1 (NFATc1) during osteoclastogenesis.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
