Aicar
PubChem CID: 65110
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| Compound Synonyms | AICA ribonucleotide, 3031-94-5, Z-nucleotide, 5-amino-4-imidazolecarboxamide ribotide, Acadesine 5'-monophosphate, AICA-ribonucleotide, AICAR monophosphate, aminoimidazole carboxamide ribonucleotide, 5'-Phosphoribosyl-5-amino-4-imidazolecarboxamide, EINECS 221-212-1, 1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamide, F0X88YW0YK, 5'-Aminoimidazole-4-carboxamide-1-beta-d-ribofuranosyl 5'-monophosphate, 5-Amino-4-imidazole carboxamide ribonucleotide, NSC 283955, NSC 292227, 5-Aminoimidazole-4-carboxamide ribotide, CHEBI:18406, 5-Amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide, 5-Phosphoribosyl-4-carbamoyl-5-aminoimidazole, 5-Amino-4-imidazolecarboxamide ribonucleoside 5'-monophosphate, AICAR [MART.], 5'-Phospho-ribosyl-5-amino-4-imidazole carboxamide, AICA-Riboside, 5'-Phosphate, CHEMBL483849, 5'-P-ribosyl-5-amino-4-imidazole carboxamide, 5'-phosphoribosyl-5-amino-4-imidazole carboxamide, AMINOIMIDAZOLE 4-CARBOXAMIDE RIBONUCLEOTIDE, 5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide, NSC-283955, NSC-292227, {[(2R,3S,4R,5R)-5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid, AICAR (MART.), Imidazole-4-carboxamide, 5-amino-1-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate), [(2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate, AMZ, UNII-F0X88YW0YK, AICA Ribotide, AICA-Ribotide, 1H-Imidazole-4-carboxamide, 5-amino-1-(5-O-phosphono-.beta.-D-ribofuranosyl)-, (((2R,3S,4R,5R)-5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)phosphonic acid, ((2R,3S,4R,5R)-5-(4-Carbamoyl-5-Aminoimidazol-1-yl)-3,4-Dihydroxyoxolan-2-yl)Methyl Dihydrogen Phosphate, ((2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl)methyl dihydrogen phosphate, [(2R,3S,4R,5R)-5-(4-Carbamoyl-5-Aminoimidazol-1-yl)-3,4-Dihydroxyoxolan-2-yl]Methyl Dihydrogen Phosphate, 5-amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide, AICAR monophosphate, ZMP, SCHEMBL1230585, BDBM22579, DTXSID10904363, AKOS027326505, DB01700, NA07204, Aminoimidazole-4-carboxamide ribonucleotide, 5-Amino-4-imidazolecarboxamide ribonucleotide, 5-aminoimidazole-4-carboxamide ribonucleotide, NS00015007, C04677, G77032, Q2817102, 5'-Phospho-b-D-ribosyl-5-amino-4-imidazolecarboxamide, 5-Amino-1-(5'-phosphofuranoribosyl)-4-imidazolecarboxamide, 5-Amino-1beta-D-ribofuranosylimidazole-4-carboxamide 5'-phosphate, 5-Aminoimidazole-4-carboxamide-1-?-D-Ribofuranosyl 5'-Monophosphate, 5-Amino-1-(5-O-phosphono-b-D-ribofuranosyl)-1H-imidazole-4-carboxamide, 5-Aminoimidazole-4-carboxamide-1-.beta.D-ribofuranosyl 5'-monophosphate, 1H-Imidazole-4-carboxamide, 5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-(9Cl), 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate, >=93%, Imidazole-4-carboxamide, 5-amino-1-b-D-ribofuranosyl-, 5'-phosphate (6CI,7CI), Imidazole-4-carboxamide, 5-amino-1-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate) (8CI), Imidazole-4-carboxamide, 5-amino-1-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate) (8Cl), 5-Aminoimidazole-4-carboxamide-1-, A-D-ribofuranosyl 5 inverted exclamation marka-monophosphate |
|---|---|
| Topological Polar Surface Area | 203.0 |
| Hydrogen Bond Donor Count | 6.0 |
| Heavy Atom Count | 22.0 |
| Description | Aicar, also known as 5'-phosphoribosyl-5-amino-4-imidazolecarboxamide or 5-aminoimidazole-4-carboxamide ribotide, is a member of the class of compounds known as 1-ribosyl-imidazolecarboxamides. 1-ribosyl-imidazolecarboxamides are organic compounds containing the imidazole ring linked to a ribose ring through a 1-2 bond. Aicar is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Aicar can be found in a number of food items such as safflower, greenthread tea, common pea, and wild leek, which makes aicar a potential biomarker for the consumption of these food products. Aicar can be found primarily in saliva, as well as in human skeletal muscle tissue. Aicar exists in all living species, ranging from bacteria to humans. In humans, aicar is involved in few metabolic pathways, which include azathioprine action pathway, mercaptopurine action pathway, purine metabolism, and thioguanine action pathway. Aicar is also involved in several metabolic disorders, some of which include mitochondrial DNA depletion syndrome, purine nucleoside phosphorylase deficiency, xanthinuria type II, and gout or kelley-seegmiller syndrome. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 475.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 4.0 |
| Uniprot Id | P07741, P30566, P31939 |
| Iupac Name | [(2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate |
| Prediction Hob | 0.0 |
| Class | Imidazole ribonucleosides and ribonucleotides |
| Target Id | NPT476, NPT2266 |
| Xlogp | -3.8 |
| Superclass | Nucleosides, nucleotides, and analogues |
| Subclass | 1-ribosyl-imidazolecarboxamides |
| Molecular Formula | C9H15N4O8P |
| Prediction Swissadme | 0.0 |
| Inchi Key | NOTGFIUVDGNKRI-UUOKFMHZSA-N |
| Fcsp3 | 0.5555555555555556 |
| Logs | -1.406 |
| Rotatable Bond Count | 5.0 |
| State | Solid |
| Logd | -1.089 |
| Synonyms | 1-(5'-Phosphoribosyl)-5-amino-4-imidazolecarboxamide, 5'-Phospho-ribosyl-5-amino-4-imidazole carboxamide, 5'-Phosphoribosyl-5-amino-4-imidazolecarboxamide, 5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide, 5-Aminoimidazole-4-carboxamide ribotide, 5-Phosphoribosyl-4-carbamoyl-5-aminoimidazole, Acadesine 5'-monophosphate, AICA-Ribonucleotide, 5-Amino-1-(5-phospho-beta-D-ribosyl)imidazole-4-carboxamide, Acadesine 5'-monophosphoric acid, 5-Amino-1-(5-phospho-b-D-ribosyl)imidazole-4-carboxamide, 5-Amino-1-(5-phospho-β-D-ribosyl)imidazole-4-carboxamide, 5'-p-Ribosyl-5-amino-4-imidazole carboxamide, 5'-Phosphoribosyl-5-amino-4-imidazole carboxamide, 5-Amino-4-imidazolecarboxamide ribotide, AICA Ribonucleotide, Aminoimidazole carboxamide ribonucleotide, Z-Nucleotide, 4-Carboxy-5-aminoimidazole ribotide, 5-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamide monophosphate, 5-Amino-4-imidazolecarboxamide ribofuranoside 5'-monophosphate, AICA Ribonucleotide, (D-ribofuranosyl)-isomer, AICAriboside 5'-monophosphate, CAIR, ZMP, (2R,3S,4R,5R)-5-(4-Carbam0yl-5-aminoimidazol-1-yl)-3,4-dihydroxyoxolan-2-yljmethyl dihydrogen phosphate, 5'-Phospho-beta-D-ribosyl-5-amino-4-imidazolecarboxamide, 5'-Phospho-β-D-ribosyl-5-amino-4-imidazolecarboxamide, 5-Amino-1-(5'-phosphofuranoribosyl)-4-imidazolecarboxamide, 5-Amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide, 5-Amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide, 5-Amino-1-(5’-phosphofuranoribosyl)-4-imidazolecarboxamide, 5-Amino-1beta-D-ribofuranosylimidazole-4-carboxamide 5'-phosphate, 5-Amino-1β-D-ribofuranosylimidazole-4-carboxamide 5'-phosphate, 5-Amino-1β-D-ribofuranosylimidazole-4-carboxamide 5’-phosphate, 5-Amino-4-imidazolecarboxamide ribonucleoside 5'-monophosphate, 5-Amino-4-imidazolecarboxamide ribonucleoside 5’-monophosphate, 5-Amino-4-imidazolecarboxamide ribonucleotide, 5-Amino-4-imidazolecarboxamide riboside 5'-monophosphate, 5-Amino-4-imidazolecarboxamide riboside 5’-monophosphate, 5-Aminoimidazole-4-carboxamide ribonucleotide, 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate, 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5’-monophosphate, 5’-Phospho-β-D-ribosyl-5-amino-4-imidazolecarboxamide, 5’-Phosphoribosyl-5-amino-4-imidazolecarboxamide, AICA Ribotide, AICAR, AICAR (5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate), AICAR (5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5'-monophosphate), AICAR (5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5’-monophosphate), Acadesine 5’-monophosphate, Aminoimidazolecarboxamide ribonucleotide |
| Compound Name | Aicar |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 338.063 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 338.063 |
| Hydrogen Bond Acceptor Count | 10.0 |
| Molecular Weight | 338.21 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 4.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Esol | 0.1715975818181816 |
| Inchi | InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1 |
| Smiles | C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)N |
| Nring | 2.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | 1-ribosyl-imidazolecarboxamides |
- 1. Outgoing r'ship
FOUND_INto/from Arabidopsis Thaliana (Plant) Rel Props:Source_db:cmaup_ingredients