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MedKoo Cat#: 200793 | Name: Cordycepin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cordycepin, also known as 3'-Deoxyadenosine, is a purine nucleoside antimetabolite and antibiotic isolated from the fungus Cordyceps militaris with potential antineoplastic activity. Cordycepin is an adenosine analogue, which is readily phosphorylated to its mono-, di-, and triphosphate intracellularly. Triphosphate cordycepin can be incorporated into RNA, and inhibits transcription elongation and RNA synthesis due to the absence of a hydroxyl moiety at the 3' position. Because it can be converted to an inactive metabolite by adenosine deaminase, this agent must be administered with an adenosine deaminase inhibitor in order to be effective. Cordycepin has displayed cytotoxicity against some leukemic cell lines in vitro.

Chemical Structure

Cordycepin
CAS#73-03-0

Theoretical Analysis

MedKoo Cat#: 200793

Name: Cordycepin

CAS#: 73-03-0

Chemical Formula: C10H13N5O3

Exact Mass: 251.1018

Molecular Weight: 251.24

Elemental Analysis: C, 47.81; H, 5.22; N, 27.87; O, 19.10

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 Weeks
250mg USD 450.00 2 Weeks
500mg USD 650.00 2 Weeks
1g USD 850.00 2 Weeks
2g USD 1,050.00 2 Weeks
5g USD 1,850.00 2 Weeks
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Related CAS #
73-03-0
Synonym
Cordycepine; 3'-Deoxyadenosine; 9-Cordyceposidoadenine; NSC 63984; NSC63984; NSC-63984; NSC 401022; NSC401022; NSC-401022;
IUPAC/Chemical Name
(2R,3R,5S)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol
InChi Key
OFEZSBMBBKLLBJ-BAJZRUMYSA-N
InChi Code
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
SMILES Code
O[C@H]1[C@H](N2C=NC3=C(N)N=CN=C23)O[C@H](CO)C1
Appearance
white solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Cordycepin, or 3'-deoxyadenosine, is a derivative of the nucleoside adenosine, differing from the latter by the absence of oxygen in the 3' position of its ribose part. It was initially extracted from fungi of genus Cordyceps, but is now produced synthetically. Because cordycepin is similar to adenosine, some enzymes cannot discriminate between the two. Therefore, it can participate in certain biochemical reactions (for example, be incorporated into an RNA molecule, thus causing the premature termination of its synthesis). It also has interesting properties as a anti-tumor, anti-fungal, anti-viral, since it has the ability to inhibit protein kinases. As an anti-tumor, searchers constated that it has the capacity to reduce the growth of ascites tumor cell in the Ehrilch mouses, of cervival carcinoma cell and Lewis lung cancer.    
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Cordycepin (3'-Deoxyadenosine) is a nucleoside derivative and inhibits IL-1β-induced MMP-1 and MMP-3 expression in rheumatoid arthritis synovial fibroblasts (RASFs) in a dose-dependent manner.
In vitro activity:
The Vero cells were treated with cordycepin (Figure 1a) at different times, including before, during, and after infection with DENV2, which were referred to as preinfection, coinfection, and postinfection, respectively. The results showed that treatment with cordycepin significantly lowered the DENV2 E protein level in only the postinfection condition. Reference: Molecules. 2021 Jun; 26(11): 3118. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8197141/
In vivo activity:
The GSH level was significantly lower in diabetic mice than in nondiabetic mice. However, cordycepin treatment greatly mitigated these effects (Fig. 2A). Reference: J Vet Med Sci. 2021 Jul 31. https://pubmed.ncbi.nlm.nih.gov/34334512/
Solvent mg/mL mM comments
Solubility
DMSO 33.8 134.45
DMSO:PBS (pH 7.2) (1:1) 0.5 1.99
DMF 2.5 9.95
Ethanol 1.0 3.98
Water 14.5 57.71
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 251.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Panya A, Songprakhon P, Panwong S, Jantakee K, Kaewkod T, Tragoolpua Y, Sawasdee N, Lee VS, Nimmanpipug P, Yenchitsomanus PT. Cordycepin Inhibits Virus Replication in Dengue Virus-Infected Vero Cells. Molecules. 2021 May 23;26(11):3118. doi: 10.3390/molecules26113118. PMID: 34071102; PMCID: PMC8197141. 2. Lee MJ, Lee JC, Hsieh JH, Lin MY, Shih IA, You HL, Wang K. Cordycepin inhibits the proliferation of malignant peripheral nerve sheath tumor cells through the p53/Sp1/tubulin pathway. Am J Cancer Res. 2021 Apr 15;11(4):1247-1266. PMID: 33948356; PMCID: PMC8085885. 3. Srisuksai K, Parunyakul K, Phaonakrop N, Roytakul S, Fungfuang W. The effect of cordycepin on brain oxidative stress and protein expression in streptozotocin-induced diabetic mice. J Vet Med Sci. 2021 Jul 31. doi: 10.1292/jvms.21-0268. Epub ahead of print. PMID: 34334512. 4. Liu W, Zhang L, Sun S, Tang LS, He SM, Chen AQ, Yao LN, Ren DL. Cordycepin inhibits inflammatory responses through suppression of ERK activation in zebrafish. Dev Comp Immunol. 2021 Nov;124:104178. doi: 10.1016/j.dci.2021.104178. Epub 2021 Jun 19. PMID: 34157317.
In vitro protocol:
1. Panya A, Songprakhon P, Panwong S, Jantakee K, Kaewkod T, Tragoolpua Y, Sawasdee N, Lee VS, Nimmanpipug P, Yenchitsomanus PT. Cordycepin Inhibits Virus Replication in Dengue Virus-Infected Vero Cells. Molecules. 2021 May 23;26(11):3118. doi: 10.3390/molecules26113118. PMID: 34071102; PMCID: PMC8197141. 2. Lee MJ, Lee JC, Hsieh JH, Lin MY, Shih IA, You HL, Wang K. Cordycepin inhibits the proliferation of malignant peripheral nerve sheath tumor cells through the p53/Sp1/tubulin pathway. Am J Cancer Res. 2021 Apr 15;11(4):1247-1266. PMID: 33948356; PMCID: PMC8085885.
In vivo protocol:
1. Srisuksai K, Parunyakul K, Phaonakrop N, Roytakul S, Fungfuang W. The effect of cordycepin on brain oxidative stress and protein expression in streptozotocin-induced diabetic mice. J Vet Med Sci. 2021 Jul 31. doi: 10.1292/jvms.21-0268. Epub ahead of print. PMID: 34334512. 2. Liu W, Zhang L, Sun S, Tang LS, He SM, Chen AQ, Yao LN, Ren DL. Cordycepin inhibits inflammatory responses through suppression of ERK activation in zebrafish. Dev Comp Immunol. 2021 Nov;124:104178. doi: 10.1016/j.dci.2021.104178. Epub 2021 Jun 19. PMID: 34157317.
1: Lan T, Yu Y, Zhang J, Li H, Weng Q, Jiang S, Tian S, Xu T, Hu S, Yang G, Zhang Y, Wang W, Wang L, Zhu Q, Rong X, Guo J. Cordycepin Ameliorates Nonalcoholic Steatohepatitis by Activation of the AMP-Activated Protein Kinase Signaling Pathway. Hepatology. 2021 Aug;74(2):686-703. doi: 10.1002/hep.31749. PMID: 33576035; PMCID: PMC8457150. 2: Ashraf SA, Elkhalifa AEO, Siddiqui AJ, Patel M, Awadelkareem AM, Snoussi M, Ashraf MS, Adnan M, Hadi S. Cordycepin for Health and Wellbeing: A Potent Bioactive Metabolite of an Entomopathogenic Cordyceps Medicinal Fungus and Its Nutraceutical and Therapeutic Potential. Molecules. 2020 Jun 12;25(12):2735. doi: 10.3390/molecules25122735. PMID: 32545666; PMCID: PMC7356751. 3: Chen YC, Chen YH, Pan BS, Chang MM, Huang BM. Functional study of Cordyceps sinensis and cordycepin in male reproduction: A review. J Food Drug Anal. 2017 Jan;25(1):197-205. doi: 10.1016/j.jfda.2016.10.020. Epub 2016 Dec 8. PMID: 28911537; PMCID: PMC9333433. 4: Wei P, Wang K, Luo C, Huang Y, Misilimu D, Wen H, Jin P, Li C, Gong Y, Gao Y. Cordycepin confers long-term neuroprotection via inhibiting neutrophil infiltration and neuroinflammation after traumatic brain injury. J Neuroinflammation. 2021 Jun 15;18(1):137. doi: 10.1186/s12974-021-02188-x. PMID: 34130727; PMCID: PMC8207641. 5: Wang Z, Chen Z, Jiang Z, Luo P, Liu L, Huang Y, Wang H, Wang Y, Long L, Tan X, Liu D, Jin T, Wang Y, Wang Y, Liao F, Zhang C, Chen L, Gan Y, Liu Y, Yang F, Huang C, Miao H, Chen J, Cheng T, Fu X, Shi C. Cordycepin prevents radiation ulcer by inhibiting cell senescence via NRF2 and AMPK in rodents. Nat Commun. 2019 Jun 10;10(1):2538. doi: 10.1038/s41467-019-10386-8. PMID: 31182708; PMCID: PMC6557849. 6: Khan MA, Tania M. Cordycepin and kinase inhibition in cancer. Drug Discov Today. 2023 Mar;28(3):103481. doi: 10.1016/j.drudis.2022.103481. Epub 2022 Dec 27. PMID: 36584876. 7: Radhi M, Ashraf S, Lawrence S, Tranholm AA, Wellham PAD, Hafeez A, Khamis AS, Thomas R, McWilliams D, de Moor CH. A Systematic Review of the Biological Effects of Cordycepin. Molecules. 2021 Sep 28;26(19):5886. doi: 10.3390/molecules26195886. PMID: 34641429; PMCID: PMC8510467. 8: Sharma S, Madaan K, Kaur R. Cordycepin as a Metabolite with Pharmacological Potential: A Review. Int J Med Mushrooms. 2022;24(8):1-20. doi: 10.1615/IntJMedMushrooms.2022044442. PMID: 35997091. 9: Chen YY, Chen CH, Lin WC, Tung CW, Chen YC, Yang SH, Huang BM, Chen RJ. The Role of Autophagy in Anti-Cancer and Health Promoting Effects of Cordycepin. Molecules. 2021 Aug 16;26(16):4954. doi: 10.3390/molecules26164954. PMID: 34443541; PMCID: PMC8400201. 10: Khan MA, Tania M. Cordycepin in Anticancer Research: Molecular Mechanism of Therapeutic Effects. Curr Med Chem. 2020;27(6):983-996. doi: 10.2174/0929867325666181001105749. PMID: 30277143. 11: Yang L, Li G, Chai Z, Gong Q, Guo J. Synthesis of cordycepin: Current scenario and future perspectives. Fungal Genet Biol. 2020 Oct;143:103431. doi: 10.1016/j.fgb.2020.103431. Epub 2020 Jun 28. PMID: 32610064. 12: Zhao X, Li Q, Liu W, Guan H, Li C, Wang J, Wang L. [Advances in biosynthesis of cordycepin from Cordyceps militaris]. Sheng Wu Gong Cheng Xue Bao. 2020 Jul 25;36(7):1293-1304. Chinese. doi: 10.13345/j.cjb.190500. PMID: 32748587. 13: Kunhorm P, Chaicharoenaudomrung N, Noisa P. Enrichment of cordycepin for cosmeceutical applications: culture systems and strategies. Appl Microbiol Biotechnol. 2019 Feb;103(4):1681-1691. doi: 10.1007/s00253-019-09623-3. Epub 2019 Jan 15. PMID: 30648190. 14: Govindula A, Pai A, Baghel S, Mudgal J. Molecular mechanisms of cordycepin emphasizing its potential against neuroinflammation: An update. Eur J Pharmacol. 2021 Oct 5;908:174364. doi: 10.1016/j.ejphar.2021.174364. Epub 2021 Jul 21. PMID: 34297967. 15: Tuli HS, Sharma AK, Sandhu SS, Kashyap D. Cordycepin: a bioactive metabolite with therapeutic potential. Life Sci. 2013 Nov 26;93(23):863-9. doi: 10.1016/j.lfs.2013.09.030. Epub 2013 Oct 10. PMID: 24121015. 16: Yoon SY, Park SJ, Park YJ. The Anticancer Properties of Cordycepin and Their Underlying Mechanisms. Int J Mol Sci. 2018 Oct 4;19(10):3027. doi: 10.3390/ijms19103027. PMID: 30287757; PMCID: PMC6212910. 17: Zhang Z, Li K, Zheng Z, Liu Y. Cordycepin inhibits colon cancer proliferation by suppressing MYC expression. BMC Pharmacol Toxicol. 2022 Feb 4;23(1):12. doi: 10.1186/s40360-022-00551-z. PMID: 35120580; PMCID: PMC8817531. 18: Ding J, WenjuanYang, Jiang Y, Ji J, Zhang J, Wu L, Feng J, Zheng Y, Li Y, Cheng Z, Yu Q, Wu J, Li J, Chen K, Guo C. Cordycepin Protects against Hepatic Ischemia/Reperfusion Injury via Inhibiting MAPK/NF-κB Pathway. Mediators Inflamm. 2022 Jul 22;2022:5676256. doi: 10.1155/2022/5676256. PMID: 36518880; PMCID: PMC9744625. 19: Chai X, Pan M, Wang J, Feng M, Wang Y, Zhang Q, Sun Y. Cordycepin exhibits anti-fatigue effect via activating TIGAR/SIRT1/PGC-1α signaling pathway. Biochem Biophys Res Commun. 2022 Dec 31;637:127-135. doi: 10.1016/j.bbrc.2022.11.010. Epub 2022 Nov 9. PMID: 36399798. 20: Verma AK. Cordycepin: a bioactive metabolite of Cordyceps militaris and polyadenylation inhibitor with therapeutic potential against COVID-19. J Biomol Struct Dyn. 2022 May;40(8):3745-3752. doi: 10.1080/07391102.2020.1850352. Epub 2020 Nov 23. PMID: 33225826; PMCID: PMC7754931.