Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H5N5.H3O4P |
| Molecular Weight | 233.1219 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OP(O)(O)=O.NC1=C2N=CNC2=NC=N1
InChI
InChIKey=CCHNOBQMQBSRHQ-UHFFFAOYSA-N
InChI=1S/C5H5N5.H3O4P/c6-4-3-5(9-1-7-3)10-2-8-4;1-5(2,3)4/h1-2H,(H3,6,7,8,9,10);(H3,1,2,3,4)
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25797921 | https://www.ncbi.nlm.nih.gov/pubmed/9046330 | https://www.ncbi.nlm.nih.gov/pubmed/2165159 | https://www.ncbi.nlm.nih.gov/pubmed/27776394 | https://www.ncbi.nlm.nih.gov/pubmed/26243842
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25797921 | https://www.ncbi.nlm.nih.gov/pubmed/9046330 | https://www.ncbi.nlm.nih.gov/pubmed/2165159 | https://www.ncbi.nlm.nih.gov/pubmed/27776394 | https://www.ncbi.nlm.nih.gov/pubmed/26243842
Adenine is a nucleobase (a purine derivative). Its derivatives have a variety of roles in biochemistry including cellular respiration, in the form of both the energy-rich adenosine triphosphate (ATP) and the cofactors nicotinamide adenine dinucleotide (NAD) and flavin adenine dinucleotide (FAD). It also has functions in protein synthesis and as a chemical component of DNA and RNA. The shape of adenine is complementary to either thymine in DNA or uracil in RNA
CNS Activity
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2096619 |
85.8 µM [Ki] | ||
Target ID: CHEMBL308 |
200.0 µM [IC50] | ||
Target ID: CHEMBL1929 |
10.89 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Diagnostic | LEUKOTRAP WB SYSTEM Approved UseIndicated for collection of blood and preparation of red blood cells and plasma with pre-storage leukocyte reduction. Platelet concentrates are not intended to be made with this product. |
|||
| Secondary | Unknown Approved UseUnknown |
|||
| Secondary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Adenine-induced selective apoptosis toward HIV chronically infected cells in vitro. | 2000 Jul 14 |
|
| Influence of a probiotic yoghurt on the status of vitamins B(1), B(2) and B(6) in the healthy adult human. | 2001 |
|
| A novel polymorphism (-88 C>A) in the 5' UTR of the p53R2 gene. | 2001 |
|
| Molecular characterization of monoamine oxidases A and B. | 2001 |
|
| Cloning of dimethylglycine dehydrogenase and a new human inborn error of metabolism, dimethylglycine dehydrogenase deficiency. | 2001 Apr |
|
| Quantum-chemical analysis of C-H...O and C-H...N interactions in RNA base pairs--H-bond versus anti-H-bond pattern. | 2001 Feb |
|
| Mechanisms and modulation of intestinal epithelial repair. | 2001 Feb |
|
| NO Inhibits NaCl absorption by rat thick ascending limb through activation of cGMP-stimulated phosphodiesterase. | 2001 Feb |
|
| De novo mutation in the mitochondrial tRNALeu(UUR) gene (A3243G) with rapid segregation resulting in MELAS in the offspring. | 2001 Feb |
|
| Apoptosis induction by the photosensitizer verteporfin: identification of mitochondrial adenine nucleotide translocator as a critical target. | 2001 Feb 15 |
|
| "Chemical preconditioning" by 3-nitropropionate reduces ischemia-reperfusion injury in cardiac-arrested rat lungs. | 2001 Feb 15 |
|
| In situ kinetic characterization of methylthioadenosine transport by the adenosine transporter (P2) of the African Trypanosoma brucei brucei and Trypanosoma brucei rhodesiense. | 2001 Feb 15 |
|
| FRET analysis indicates that the two ATPase active sites of the P-glycoprotein multidrug transporter are closely associated. | 2001 Feb 6 |
|
| Shiga toxin 1: damage to DNA in vitro. | 2001 Feb-Mar |
|
| Activity of adenosine diphosphates and triphosphates on a P2Y(T) -type receptor in brain capillary endothelial cells. | 2001 Jan |
|
| The structure of the chloroplast F1-ATPase at 3.2 A resolution. | 2001 Jan 12 |
|
| A novel response of cancer cells to radiation involves autophagy and formation of acidic vesicles. | 2001 Jan 15 |
|
| Oxidation of pyridine nucleotides during Fas- and ceramide-induced apoptosis in Jurkat cells: correlation with changes in mitochondria, glutathione depletion, intracellular acidification and caspase 3 activation. | 2001 Jan 15 |
|
| 2-Alkynyl-8-aryl-9-methyladenines as novel adenosine receptor antagonists: their synthesis and structure-activity relationships toward hepatic glucose production induced via agonism of the A(2B) receptor. | 2001 Jan 18 |
|
| Selectively suppressed Ca2+-induced Ca2+ release activity of alpha-ryanodine receptor (alpha-RyR) in frog skeletal muscle sarcoplasmic reticulum: potential distinct modes in Ca2+ release between alpha- and beta-RyR. | 2001 Jan 26 |
|
| Conformation and dynamics of abasic sites in DNA investigated by time-resolved fluorescence of 2-aminopurine. | 2001 Jan 30 |
|
| Probing structure and dynamics of DNA with 2-aminopurine: effects of local environment on fluorescence. | 2001 Jan 30 |
|
| Development of virus-specific immune responses in SHIV(KU)-infected macaques treated with PMPA. | 2001 Jan 5 |
|
| Endonuclease V of Escherichia coli prevents mutations from nitrosative deamination during nitrate/nitrite respiration. | 2001 Jan 5 |
|
| Escherichia coli FtsH (HflB) degrades a membrane-associated TolAI-II-beta-lactamase fusion protein under highly denaturing conditions. | 2001 Mar |
|
| cAMP-independent phosphorylation activation of CFTR by G proteins in native human sweat duct. | 2001 Mar |
|
| Efficiency comparisons of rank and permutation tests based on summary statistics computed from repeated measures data. | 2001 Mar 15 |
|
| A(1) or A(3) adenosine receptors induce late preconditioning against infarction in conscious rabbits by different mechanisms. | 2001 Mar 16 |
|
| Expression and mutagenesis of the NqrC subunit of the NQR respiratory Na(+) pump from Vibrio cholerae with covalently attached FMN. | 2001 Mar 9 |
|
| Solution structure of an A-tract DNA bend. | 2001 Mar 9 |
|
| Molecular mechanism for functional interaction between DnaA protein and acidic phospholipids: identification of important amino acids. | 2001 Mar 9 |
Sample Use Guides
NIH/3T3 cells were plated at a density of 2 × 106 cells and left untreated overnight, cultural media was exchanged and experimental plates were exposed to adenine (200 -1200 mkM) for 24 hr. Cells were counted at various concentration of adenine or AICAR with a hemocytometer after diluting the sample 1:1 with 0.4% trypan blue solution (Sigma-Aldrich, St. Louis, MO, USA). Alternatively, the cell cytotoxicity of the cells was monitored with XTT assay. 50 μL of XTT reagent was added and the plates were then incubated for 4 hr at 37 °C in the dark. The absorbance at 490 nm with a reference wavelength set at 690 nm using VersaMax ELISA microplate reader
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100000086053
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70700-30-0
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RUT8S5GS8Z
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198277
Created by
admin on Sat Dec 16 18:02:09 GMT 2023 , Edited by admin on Sat Dec 16 18:02:09 GMT 2023
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ACTIVE MOIETY
SUBSTANCE RECORD
