Cordycepin
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Cordycepin
structure -
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CAS No:
73-03-0
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Formula:
C10H13N5O3
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Chemical Name:
Cordycepin
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Synonyms:
Adenosine,3′-deoxy-;Cordycepin;3′-Deoxyadenosine;9-Cordyceposidoadenine;9H-Purin-6-amine,9-(3-deoxy-β-D-erythro-pentofuranosyl)-;β-D-erythro-Pentofuranoside,adenine-9 3-deoxy-;Cordycepine;9-(3-Deoxy-β-D-ribofuranosyl)adenine;NSC 63984;NSC 401022;NQZ-001;153-49-1;48171-89-7;2222836-17-9
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CAS No:
Description
Cordycepin, which is a nucleoside derivative isolated from Cordyceps, inhibits IL-1β-induced MMP-1 and MMP-3 expression in rheumatoid arthritis synovial fibroblasts (RASFs) in a dose-dependent manner.
Cordycepin is a 3'-deoxyribonucleoside and a member of adenosines. It has a role as an antimetabolite and a nucleoside antibiotic.|Cordycepin has been used in trials studying the treatment of Leukemia.|Cordycepin is a purine nucleoside antimetabolite and antibiotic isolated from the fungus Cordyceps militaris with potential antineoplastic, antioxidant, and anti-inflammatory activities. Cordycepin is an inhibitor of polyadenylation, activates AMP-activated protein kinase (AMPK) and reduces mammalian target of rapamycin (mTOR) signaling, which may result in both the induction of tumor cell apoptosis and a decrease in tumor cell proliferation. mTOR, a serine/threonine kinase belonging to the phosphatidylinositol 3-kinase (PI3K)-related kinase (PIKK) family, plays an important role in the PI3K/AKT/mTOR signaling pathway that regulates cell growth and proliferation, and its expression or activity is frequently dysregulated in human cancers.
Characteristics
119.31000
-1.2
Crystalline Solid
1.91 g/cm3
225.5 °C
627.2ºC at 760 mmHg
333.1ºC
1.863
-20ºC
Safety Information
UN 2811
3
R25; R36/37/38
S26-S45
AU7358610
T
P261-P301 + P310-P305 + P351 + P338
H301-H315-H319-H335
|Danger|H301 (97.5%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)|Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes. (See all compounds classified as Mutagens.)|Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)
3'-deoxyadenosine
Computed Properties
Molecular Weight:251.24
XLogP3:-1.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:2
Exact Mass:251.10183929
Monoisotopic Mass:251.10183929
Topological Polar Surface Area:119
Heavy Atom Count:18
Complexity:307
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Sedative and hypnotic, protect heart rhythm, prolong the sleep time of animals with sodium pentobarbital, tolerate hypoxia, promote the phagocytic function of mononuclear phagocytes, and protect against arrhythmias caused by aconitine
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