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Structure of Cordycepin
CAS No.: 73-03-0
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Cordycepin is a nucleoside adenosine derivative that acts as an anticancer and antifungal agent. Cordycepin inhibits growth of various tumor cells in vitro. It can be converted to 3'-deoxyadenosine triphosphate (3'-dATP), which inhibits ATP-dependent DNA synthesis. Cordycepin is also useful for the study of messenger RNA transcription.
Synonyms: 3'-Deoxyadenosine; NSC 63984; 9(3DeoxyDribofuranosyl)adenine
4.5
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Search for reports by entering the product batch number.
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CAS No. : | 73-03-0 |
Formula : | C10H13N5O3 |
M.W : | 251.24 |
SMILES Code : | OC[C@@H]1C[C@H]([C@H](N2C=NC3=C2N=CN=C3N)O1)O |
Synonyms : |
3'-Deoxyadenosine; NSC 63984; 9(3DeoxyDribofuranosyl)adenine
|
InChI Key : | OFEZSBMBBKLLBJ-BAJZRUMYSA-N |
Pubchem ID : | 6303 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H301-H315-H319-H335 |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362+P364-P403+P233-P405-P501 |
Class: | 6.1 |
UN#: | 2811 |
Packing Group: | Ⅲ |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
3T3-L1 preadipocytes | 10 μM | 24 h | Cordycepin significantly inhibited the differentiation of 3T3-L1 preadipocytes into adipocytes, reduced lipid accumulation, and increased the expression of brown adipocyte markers (e.g., UCP1, CIDEA, PGC1α, and FNDC5). These effects were substantially abolished in the presence of the AMPK inhibitor Compound C. | PMC6361849 |
Primary microglial cells | 500 ng/mL | 24 h | To evaluate the effect of cordycepin on primary microglial cell polarization and metabolic reprogramming. Results showed that cordycepin promoted primary microglial cell polarization towards M2-like phenotype and restored glycolysis and OXPHOS levels. | PMC11336950 |
BV2 cells | 500 ng/mL | 24 h | To evaluate the effect of cordycepin on LPS +Aβ-induced BV2 cell polarization and metabolic reprogramming. Results showed that cordycepin promoted BV2 cell polarization towards M2-like phenotype and restored glycolysis and OXPHOS levels. | PMC11336950 |
HaCaT cells | 200 μM | 3 days | Decreased levels of the senescence marker p16 and p21 proteins, reduced SASP and SA-β-gal activity | PMC6557849 |
Skin fibroblasts | 200 μM | 3 days | Reduced levels of the DNA damage response marker γ-H2AX, decreased levels of the senescence marker p16 and p21 proteins, reduced SASP and SA-β-gal activity | PMC6557849 |
Primary hepatocytes | 50 μM and 100 μM | 12 h | To validate the effects of cordycepin on lipid metabolism and inflammation in primary hepatocytes. Cordycepin reduced lipid accumulation and downregulated the expression of fatty acid synthesis genes (Fasn, Scd1, Accα, Srebp) and inflammatory genes (Il1b, Il6, Tnfα, Ccl5, Cxcl10). | PMC8457150 |
L02 cells | 50 μM and 100 μM | 12 h | To evaluate the effects of cordycepin on lipid accumulation and inflammation in hepatocytes under metabolic stress. Cordycepin significantly reduced lipid droplet accumulation, decreased intracellular triglyceride (TG) and total cholesterol (TC) levels, and downregulated the expression of fatty acid synthesis genes (Fasn, Scd1, Accα, Pparγ) and inflammatory genes (Il6, Tnfα, Ccl5, Cxcl10). | PMC8457150 |
Bone marrow-derived neutrophils | 10 μg/mL | 2 h | To evaluate the effect of cordycepin on neutrophil chemotaxis, results showed cordycepin did not directly affect neutrophil chemotaxis | PMC8207641 |
Human dermal fibroblasts | 50 μM and 100 μM | 24 h | To evaluate the inhibitory effect of cordycepin on UVB-induced MMP-1 and MMP-3 expressions. Results showed that cordycepin inhibited UVB-induced MMP-1 and MMP-3 expressions in a dose-dependent manner. | PMC2739894 |
ECA109 cells | 73.82 μM | 48 h | Cordycepin and cisplatin synergistically inhibited the proliferation of esophageal cancer cells | PMC7567864 |
K70 cells | 69.27 μM | 48 h | Cordycepin and cisplatin synergistically inhibited the proliferation of esophageal cancer cells | PMC7567864 |
K180 cells | 66.84 μM | 48 h | Cordycepin and cisplatin synergistically inhibited the proliferation of esophageal cancer cells | PMC7567864 |
HK cells | 86.12 μM | 48 h | Cordycepin and cisplatin synergistically inhibited the proliferation of esophageal cancer cells | PMC7567864 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
C57BL/6 male mice | High-fat diet-induced obesity model | Oral gavage | 40 mg/kg | Once daily for 4 weeks | Cordycepin significantly inhibited high-fat diet-induced weight gain, reduced white adipose tissue (WAT) mass, and improved metabolic profiles and glucose tolerance. Additionally, cordycepin promoted WAT browning, increased energy expenditure, and enhanced cold tolerance. These effects were associated with AMPK activation. | PMC6361849 |
APP/PS1 mice | Alzheimer's disease model | Intragastric administration | 10 mg/kg | Once daily for 4 weeks | To evaluate the effect of cordycepin on cognitive function and neuronal damage in APP/PS1 mice. Results showed that cordycepin improved learning and memory abilities and attenuated neuronal damage in APP/PS1 mice. | PMC11336950 |
Mice | High-fat diet (HFD)-induced nonalcoholic steatohepatitis (NASH) model | Not specified | 100 mg/kg and 200 mg/kg | Daily administration for 8 weeks | To evaluate the effects of cordycepin on HFD-induced hepatic steatosis and inflammation. Cordycepin significantly reduced liver weight (LW) and liver weight/body weight ratio (LW/BW), decreased hepatic and serum lipid (TG and TC) levels, and improved hepatic steatosis and inflammation. | PMC8457150 |
Male C57BL/6 mice | Controlled cortical impact (CCI)-induced traumatic brain injury (TBI) model | Intraperitoneal injection | 10 mg/kg | Twice daily for one week | To evaluate the long-term neuroprotective effects of cordycepin in TBI mice, results showed cordycepin improved neurological deficits, reduced neuronal tissue loss, and preserved white matter integrity | PMC8207641 |
Nude mice | Esophageal cancer xenograft model | Intraperitoneal injection | 25 mg/kg | Every 4 days | Cordycepin and cisplatin synergistically inhibited the growth of esophageal cancer xenograft tumors | PMC7567864 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00667329 | Lymphoma | Phase 1 | Active, not recruiting | July 2019 | United States, Texas ... More >> University of Texas MD Anderson Cancer Center Houston, Texas, United States, 77030 Less << |
NCT00483067 | Leukemia | Phase 2 | Completed | - | United States, Texas ... More >> U.T.M.D. Anderson Cancer Center Houston, Texas, United States, 77030 Less << |
NCT00412594 | Leukemia | Phase 2 | Recruiting | June 2019 | United States, Texas ... More >> University of Texas MD Anderson Cancer Center Recruiting Houston, Texas, United States, 77030 Less << |
NCT00656812 | Lymphoma of Mucosa-Associated ... More >>Lymphoid Tissue Less << | Phase 2 | Completed | - | Austria ... More >> Universitätsklinikum Graz Graz, Austria, A-8036 Universitaetsklinik Innsbruck/ Klinik für Innere Medizin Innsbruck, Austria, A-6020 Krankenhaus der Stadt Linz Linz, Austria, A-4020 Universitaetsklinik f. Innere Medizin III Salzburg, Austria, A-5020 AKH Wien / Universitaetsklinik fuer Innere Medizin I Vienna, Austria, A-1090 Less << |
NCT02157181 | Hairy Cell Leukemia (HCL) | Phase 2 | Completed | - | Germany ... More >> Community based hemato-oncology medical office Ansbach, Germany, 91522 Community based hemato-oncology medical office Aschaffenburg, Germany, 63739 Community based hemato-oncology medical office Celle, Germany, 29221 St.-Johannes-Hospital Dortmund, Germany, 44137 Städtische Kliniken Esslingen Esslingen, Germany, 73728 Universitätsklinik Frankfurt Frankfurt am Main, Germany, 60596 Universitätsklinik Freiburg Freiburg, Germany, 79106 Community based hemato-oncology medical office Fürth, Germany, 90766 University Clinic | Med. Cinic IV Justus-Liebig-University Gießen, Germany, 3592 Wilhelm-Anton-Hospital Goch, Germany, 47574 Kath. Krankenhaus Hagen gem. GmbH Hagen, Germany, 58095 Community based hemato-oncology medical office Halle, Germany, 06108 Community based hemato-oncology medical office Hamburg, Germany, 21073 Meditinische Hochschule (MHH) Hannover, Germany, 30623 Community based hemato-oncology medical office Heidelberg, Germany, 69115 Marienhospital Herne/ Klinikum der Ruhr-Universität Bochum Herne, Germany, 44625 Community based hemato-oncology medical office Hilden, Germany, 40721 Community based hemato-oncology medical office Hildesheim, Germany, 31134 Klinikum Idar-Oberstein Idar-Oberstein, Germany, 55743 Community based hemato-oncology medical office Jena, Germany, 07743 Community based hemato-oncology medical office Kassel, Germany, 34125 Community based hemato-oncology medical office Kiel, Germany, 24105 Community based hemato-oncology medical office Koblenz, Germany, 56068 Community based hemato-oncology medical office Kronach, Germany, 96317 Community based hemato-oncology medical office Leer, Germany, 26789 Community based hemato-oncology medical office Leipzig, Germany, 04103 Städtische Kliniken Leverkusen, Germany, 51375 Community based hemato-oncology medical office Magdeburg, Germany, 39104 Community based hemato-oncology medical office Marburg, Germany, 35037 Klinik Schwäbisch Gmünd / Staufer Klinik Mutlangen, Germany, 73557 Community based hemato-oncology medical office München, Germany, 80335 Community based hemato-oncology medical office München, Germany, 81241 Klinikum Großhadern München, Germany, 81377 Community based hemato-oncology medical office Neunkirchen, Germany, 66538 Community based hemato-oncology medical office Neuwied, Germany, 56564 Community based hemato-oncology medical office Niddatal, Germany, 61194 Community based hemato-oncology medical office Nürnberg, Germany, 90449 MVZ Klinikum Osnabrück Osnabrück, Germany, 49076 Community based hemato-oncology medical office Pforzheim, Germany, 75179 Klinikum Ernst von Bergmann gGmbH Potsdam, Germany, 14467 St. Josefs-Krankenhaus Potsdam, Germany, 14471 Community based hemato-oncology medical office Schweinfurt, Germany, 97421 St. Marien-Krankenhaus Siegen, Germany, 57072 Community based hemato-oncology medical office Straubing, Germany, 94315 Diakonie-Klinikum Stuttgart Stuttgart, Germany, 70176 Community based hemato-oncology medical office Villingen, Germany, 78050 Community based hemato-oncology medical office Wolfsburg, Germany, 38440 Less << |
NCT00709215 | Refractory TdT-Positive Leukem... More >>ia Less << | Phase 1 Phase 2 | Unknown | December 2010 | United States, Massachusetts ... More >> Brigham & Women's Hospital Recruiting Boston, Massachusetts, United States, 02115 Dana Farber Cancer Institute Recruiting Boston, Massachusetts, United States, 02115 Contact: Daniel J DeAngelo, MD, PhD. 617-632-2645 Daniel_Deangelo@dfci.harvard.edu Principal Investigator: Daneil J DeAngelo, MD, PhD. Sub-Investigator: Richard Stone, MD Sub-Investigator: L. Andres Sirulnik, MD Sub-Investigator: Martha Wadleigh, MD Sub-Investigator: Gregory Abel, MD, MPH Sub-Investigator: Susan L Buchanan, PA Sub-Investigator: Adriana Penicaud, PA Sub-Investigator: Ilene Galinsky, APRN Sub-Investigator: Eyal Attar, MD Sub-Investigator: Philip Amrein, MD Sub-Investigator: Karen Kuhn Ballen, MD United States, Texas Cancer Therapy Reasearch Center at UTHSCA Recruiting San Antonio, Texas, United States, 78229 Contact: Swaminathan Padmanabhan, MD 210-450-5094 PadmanabhanS@uthscsa.edu Sub-Investigator: Monica Mita, MD Principal Investigator: Alain Mita, MD Less << |
NCT00003005 | Leukemia | Phase 1 | Completed | - | United States, District of Col... More >>umbia Vincent T. Lombardi Cancer Research Center, Georgetown University Washington, District of Columbia, United States, 20007 United States, Maryland Johns Hopkins Oncology Center Baltimore, Maryland, United States, 21287 United States, Massachusetts New England Medical Center Hospital Boston, Massachusetts, United States, 02111 Massachusetts General Hospital Cancer Center Boston, Massachusetts, United States, 02114 Brigham and Women's Hospital Boston, Massachusetts, United States, 02115 Dana-Farber Cancer Institute Boston, Massachusetts, United States, 02115 Boston Medical Center Boston, Massachusetts, United States, 02118 University of Massachusetts Memorial Medical Center Worcester, Massachusetts, United States, 01655 United States, Missouri Washington University Barnard Cancer Center Saint Louis, Missouri, United States, 63110 United States, New York Roswell Park Cancer Institute Buffalo, New York, United States, 14263-0001 United States, North Carolina Lineberger Comprehensive Cancer Center, UNC Chapel Hill, North Carolina, United States, 27599-7295 United States, Ohio Arthur G. James Cancer Hospital - Ohio State University Columbus, Ohio, United States, 43210 United States, Oregon Oregon Cancer Center at Oregon Health Sciences University Portland, Oregon, United States, 97201-3098 Less << |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
3.98mL 0.80mL 0.40mL |
19.90mL 3.98mL 1.99mL |
39.80mL 7.96mL 3.98mL |
Tags: Cordycepin | 3'-Deoxyadenosine | MMP | Bacterial | Autophagy | Antibiotic | Matrix metalloproteinases | MMP-1 | MMP-3 | rheumatoid arthritis | Mycobacterium tuberculosis | adenosine kinase | 73-03-0
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H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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The concentration of the dissolution solution you need to prepare is mg/mL