What is AICAR?
AICAR (5-aminoimidazole-4-carboxamide ribonucleoside) is a nucleoside analog: an imidazole carboxamide base joined to ribose. It is also called AICA riboside. As a drug candidate, it is called acadesine. Cells convert it to ZMP, an AMP mimic. ZMP activates AMP-activated protein kinase (AMPK), the cell's energy sensor (Corton et al., 1995). ZMP is also a natural intermediate of purine synthesis. AICAR became one of the most used AMPK activators.
What the research covers
Published work on AICAR falls into six areas. Each one below lists its model. Most of the work is in cells and animals. In rat hepatocytes, AICAR built up as its monophosphate, ZMP. ZMP mimicked both activating effects of AMP on AMPK. AICAR left the cells' ATP, ADP and AMP unchanged. It almost stopped fatty acid and sterol synthesis (Corton et al., 1995). The riboside enters cells through adenosine transporters. Adenosine kinase then phosphorylates it. ZMP is 40 to 50 times less potent than AMP at AMPK.
What is AICAR?
AICAR (5-aminoimidazole-4-carboxamide ribonucleoside) is a nucleoside analog: an imidazole carboxamide base joined to ribose. It is also called AICA riboside. As a drug candidate, it is called acadesine. Cells convert it to ZMP, an AMP mimic. ZMP activates AMP-activated protein kinase (AMPK), the cell's energy sensor (Corton et al., 1995). ZMP is also a natural intermediate of purine synthesis. AICAR became one of the most used AMPK activators.
Yet many of its effects do not depend on AMPK (Višnjić et al., 2021). As acadesine, it reached cardiac surgery and leukemia trials.
AICAR reference data
| Property | Value |
|---|---|
| Name | AICAR (5-aminoimidazole-4-carboxamide ribonucleoside) |
| Also called | Acadesine, AICA riboside, Z-riboside, GP-1-110, ARA-100, SCH-900395, NSC 105823 (PubChem CID 17513) |
| Structure | 5-amino-1-β-D-ribofuranosylimidazole-4-carboxamide: an imidazole carboxamide base joined to β-D-ribose. It has no amino acids or peptide bonds |
| Compound class | Imidazole ribonucleoside (purine nucleoside analog); AMPK activator through its monophosphate, ZMP |
| Molecular formula | C₉H₁₄N₄O₅ |
| Molecular weight | 258.23 g/mol |
| CAS number | 2627-69-2 (PubChem CID 17513) |
That page lists no formula, weight or CAS number. Those values, the aliases and the structure come from PubChem CID 17513 (acadesine). PubChem notes that "AICAR" also names the phosphorylated ribotide. PubChem's name lookup for AICAR returns that molecule (CID 65110, C₉H₁₅N₄O₈P, 338.21 g/mol). It is ZMP, not the compound in the vial.
What the research covers
Published work on AICAR falls into six areas. Each one below lists its model. Most of the work is in cells and animals.
From AICAR to ZMP to AMPK
In rat hepatocytes, AICAR built up as its monophosphate, ZMP. ZMP mimicked both activating effects of AMP on AMPK. AICAR left the cells' ATP, ADP and AMP unchanged. It almost stopped fatty acid and sterol synthesis (Corton et al., 1995). The riboside enters cells through adenosine transporters. Adenosine kinase then phosphorylates it.
ZMP is 40 to 50 times less potent than AMP at AMPK. It builds up to high levels in the cytoplasm (Višnjić et al., 2021). A study in primary B-cell chronic lymphocytic leukemia (B-CLL) cells blocked nucleoside transport or adenosine kinase. Either block stopped both AMPK phosphorylation and AICAR-induced apoptosis (Campàs et al., 2003). Models: rat liver cells and human leukemia cells.
Effects that do not need AMPK
In rat hepatocytes, AICAR cut oxygen consumption in a concentration-dependent way. It still did so in hepatocytes from mice lacking both AMPK catalytic subunits. In isolated mitochondria, ZMP directly inhibited respiratory-chain complex I (Guigas et al., 2007). A systematic review adds other effects that do not need AMPK.
It notes actions of millimolar ZMP on enzymes such as fructose-1,6-bisphosphatase. It also notes an S-phase arrest in leukemia cell lines that does not need AMPK. It urges caution in reading AICAR-only studies as evidence about AMPK (Višnjić et al., 2021). Models: rat and knockout mouse hepatocytes, mitochondria and cell lines.
Cell, tissue and rodent metabolic studies
In isolated rat adipocytes, AICAR activated AMPK and blunted isoprenaline-stimulated lipolysis. In perfused rat hindlimbs, 2 mM AICAR for 45 minutes activated AMPK and inactivated ACC.
In a third study, rats were given AICAR at 1 mg/g body weight daily for 4 weeks. Their white quadriceps and soleus had higher citrate synthase, succinate dehydrogenase and malate dehydrogenase activity. All three muscles studied had more hexokinase. Quadriceps also had more GLUT-4 (Winder et al., 2000). Models: rat adipocytes, perfused rat muscle and rats.
The 2008 mouse study
This study came from Narkar and colleagues at the Salk Institute. They tested whether drugs acting on AMPK or PPARδ could mimic training-induced changes in mouse muscle. They used sedentary 8-week-old C57BL/6J mice. AICAR at 500 mg/kg/day for 4 weeks raised AMPK and ACC phosphorylation in quadriceps. It also up-regulated 32 genes linked to oxidative metabolism.
On a treadmill test, the AICAR group ran about 23% longer and 44% farther than vehicle controls. In primary muscle cells, AICAR raised oxidative marker genes only when PPARδ was present (Narkar et al., 2008). These are mouse and cell data only. Models: C57BL/6J mice and primary mouse muscle cells.
What remains uncertain
It still did so in hepatocytes from mice lacking both AMPK catalytic subunits. It urges caution in reading AICAR-only studies as evidence about AMPK (Višnjić et al., 2021).
The evidence label describes the linked research, not the suitability of a catalog product for use in people. Formulation, identity, purity, and measured content must be assessed separately.
Sources & studies
5-aminoimidazole-4-carboxamide ribonucleoside. A specific method for activating AMP-activated protein kinase in intact cells? ↗
Corton JM, et al. "5-aminoimidazole-4-carboxamide ribonucleoside. A specific method for activating AMP-activated protein kinase in intact cells?" Eur J Biochem. 1995. PMID 7744080. DOI 10.1111/j.1432-1033.1995.tb20498.x. Rat hepatocytes and adipocytes: AICAR forms ZMP and activates AMPK.
AMP-activated protein kinase-independent inhibition of hepatic mitochondrial oxidative phosphorylation by AICA riboside. ↗
Guigas B, et al. "AMP-activated protein kinase-independent inhibition of hepatic mitochondrial oxidative phosphorylation by AICA riboside." Biochem J. 2007. PMID 17324122. DOI 10.1042/BJ20070105. Rat and AMPK-deficient mouse hepatocytes.
AMPK and PPARdelta agonists are exercise mimetics. ↗
Narkar VA, et al. "AMPK and PPARdelta agonists are exercise mimetics." Cell. 2008. PMID 18674809. DOI 10.1016/j.cell.2008.06.051. Sedentary mice and primary muscle cells.
Effects of acadesine on myocardial infarction, stroke, and death following surgery. A meta-analysis of the 5 international randomized trials. ↗
Mangano DT. "Effects of acadesine on myocardial infarction, stroke, and death following surgery. A meta-analysis of the 5 international randomized trials." JAMA. 1997. PMID 9002496. DOI 10.1001/jama.277.4.325. Meta-analysis of CABG surgery trials.
Effect of adenosine-regulating agent acadesine on morbidity and mortality associated with coronary artery bypass grafting: the RED-CABG randomized controlled trial. ↗
Newman MF, et al. "Effect of adenosine-regulating agent acadesine on morbidity and mortality associated with coronary artery bypass grafting: the RED-CABG randomized controlled trial." JAMA. 2012. PMID 22782417. DOI 10.1001/jama.2012.7633. Stopped early for futility.
Acadesine for patients with relapsed/refractory chronic lymphocytic leukemia (CLL): a multicenter phase I/II study. ↗
Van Den Neste E, et al. "Acadesine for patients with relapsed/refractory chronic lymphocytic leukemia (CLL): a multicenter phase I/II study." Cancer Chemother Pharmacol. 2013. PMID 23228986. DOI 10.1007/s00280-012-2033-5. Open-label phase I/II trial.
Determination of ¹³C/¹² C ratios of endogenous urinary 5-amino-imidazole-4-carboxamide 1β-D-ribofuranoside (AICAR). ↗
Piper T, et al. "Determination of ¹³C/¹² C ratios of endogenous urinary 5-amino-imidazole-4-carboxamide 1β-D-ribofuranoside (AICAR)." Rapid Commun Mass Spectrom. 2014. PMID 24760559. DOI 10.1002/rcm.6891. Isotope ratio test for synthetic AICAR in urine.
Višnjić et al., 2021 ↗
Referenced in the existing DA guide; see the linked record for bibliographic details.
Campàs et al., 2003 ↗
Referenced in the existing DA guide; see the linked record for bibliographic details.
Winder et al., 2000 ↗
Referenced in the existing DA guide; see the linked record for bibliographic details.
17513 ↗
Referenced in the existing DA guide; see the linked record for bibliographic details.
Read the full paper for its design, controls and limitations. A source link is not a claim that its tested material matches a DA formulation.
Catalog formats & documentation
Formats grouped by compound identity. Availability and batch documentation remain on Disguised Alpha.
Original DA reference: AICAR research guide ↗
