Basic information
- CAS
11033-22-0- Standard SMILES
OC[C@H]1O[C@@H](n2cnc3c2NC=NC[C@H]3O)[C@H](O)[C@@H]1O- InChIKey
YOOVTUPUBVHMPG-LODYRLCVSA-N- Molecular formula
- C11H16N4O5
- Average molar mass
- 284.27 g/mol
- Monoisotopic mass
- 284.11206962
Overview
Coformycin is an N-glycosyl in which (8R)-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol is attached to ribofuranose via a beta-N3-glycosidic bond. compound The parent of the class of coformycins. It has a role as an EC 3.5.4.4 (adenosine deaminase) inhibitor. It is a conjugate base of a coformycin(1+).
Names & identifiers
- Preferred name
- Coformycin
- IUPAC
- (2R,3R,4S,5R)-2-[(8R)-8-hydroxy-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-3-yl]-5-(hydroxymethyl)oxolane-3,4-diol
- English name
- coformycin
- Molecular formula
- C11H16N4O5
- Molecular weight
- 284.27
Names & synonyms
coformycin11033-22-0(R)-3,4,7,8-Tetrahydro-3-beta-D-ribofuranosylimidazo(4,5-d)(1,3)diazepin-8-olE49510ZL0HImidazo(4,5-d)(1,3)diazepin-8-ol, 3,4,7,8-tetrahydro-3-beta-D-ribofuranosyl-, (R)-NSC-277817(8R)-3-beta-D-ribofuranosyl-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-olCHEBI:16213(2R,3R,4S,5R)-2-[(8R)-8-hydroxy-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-3-yl]-5-(hydroxymethyl)oxolane-3,4-diol(8R)-3-beta-D-ribofuranosyl-3,6,7,8-tetrahydroimidazo(4,5-d)(1,3)diazepin-8-ol(2R,3R,4S,5R)-2-((8R)-8-hydroxy-7,8-dihydro-4H-imidazo(4,5-d)(1,3)diazepin-3-yl)-5-(hydroxymethyl)oxolane-3,4-diolRefChem:127407
Show more names
5-d)(1,3)diazepin-8-ol,3,4,7,8-tetrahydro-3-beta-d-ribofuranosyl-imidazo(((8R)-3-β-D-Ribofuranosyl-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-8-ol(8R)-3,4,7,8-Tetrahydro-3-β-D-ribofuranosylimidazo[4,5-d][1,3]diazepin-8-ol(r)-3,4,7,8-tetrahydro-3-beta-d-ribofuranosylimidazo(4,5-d)(1,3)diazepin-8-oImidazo[4,5-d][1,3]diazepin-8-ol, 3,4,7,8-tetrahydro-3-β-D-ribofuranosyl-, (8R)-
Properties
Computed structural properties
- XLogP
- -3.1
- Topological polar surface area
- 132 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 384
Physicochemical properties
- Melting point
- 182 · 182-184 °C
- Boiling point
- 692.67 · 692.670±65.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.964 · 1.964±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 12.826 · 12.826±0.20(predicted)
- FDA UNII
- 49510 ZL0H · E49510ZL0H
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.
Applications
DescriptionCoformycin is isolated from Nocardia interforma along with formycin. Coformycin shows a synergistic effect with formycin on Yoshida rat sarcoma cells because of its strong inhibition of adenosine deaminase, which inactivates formycin. Coformycin, having a characteristic seven-membered ring base moiety, is thought to be a typical example of a “transition-state analog” in the adenosine deaminase reaction. 2_x0002_-Deoxycoformycin (19b) has also been isolated also .
Suppliers5 total
成都诺维生物科技有限公司028-81458053 · [email protected] [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
南京克罗托鲁宁医药科技有限公司13382066392
BOC Sciences+1-631-485-4226 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Related reactions
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Compound notes
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