Cordycepin

• CAS: 73-03-0
• Catalog Number: ACM73030-1
• Category: Inhibitors
• Molecular Weight: 251.24
• Molecular Formula: C10H13N5O3
• Description: 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. Cordycepin kills Mycobacterium tuberculosis through hijacking the bacterial adenosine kinase.
• Synonyms: 3’-Deoxy-adenosin
• IUPAC Name: (2R,3R,5S)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolan-3-ol
• Canonical SMILES: C1[C@H](O[C@H]([C@@H]1O)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
• Boiling Point: 394.4 °C
• Melting Point: 225-229 °C
• Density: 1.29 g/ml
• Appearance: Powder

Synthetic Use

Upstream Synthesis Route 1

• 161001-78-1

• 100-27-6
• 73-03-0

Reference: [1] Helvetica Chimica Acta, 1994, vol. 77, # 5, p. 1267 - 1280

Upstream Synthesis Route 2

• 51763-58-7

• 73-03-0

Reference: [1]Synthesis,1985,vol. NO. 12,p. 1108 - 1111

Downstream Synthesis Route 1

• 63-89-8
• 73-03-0

• 116595-57-4

Reference: [1]Shuto; Itoh; Ueda; Imamura; Fukukawa; Tsujino; Matsuda; Ueda
[Chemical and Pharmaceutical Bulletin, 1988, vol. 36, # 1, p. 209 - 217]

Downstream Synthesis Route 2

• 73-03-0
• 76-83-5

• 90813-62-0

Reference: [1]Journal of Medicinal Chemistry,1987,vol. 30,p. 2131 - 2137
[2]Tetrahedron,1984,vol. 40,p. 125 - 135

* For details of the synthesis route, please refer to the original source to ensure accuracy.