5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate
- CAS No.
- 3031-94-5
- Chemical Name:
- 5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate
- Synonyms
- ZMP;5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE;acadesine 5'-monophosphate;AICA-Riboside, 5′-Phosphate;NSC 283955;NSC 292227;AICAR-5'-MP;Acaribonucleotide;AICAR-5'-MP / ZMP;AICAR-5′,-MP
- CBNumber:
- CB3466890
- Molecular Formula:
- C9H15N4O8P
- Molecular Weight:
- 338.21
- MDL Number:
- MFCD00057264
- MOL File:
- 3031-94-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 198-202°C dec. |
|---|---|
| Boiling point | 845.3±75.0 °C(Predicted) |
| Density | 2.30±0.1 g/cm3(Predicted) |
| storage temp. | -20°C |
| solubility | DMSO (Slightly, Heated, Sonicated), Methanol (Slightly), Water (Slightly) |
| form | White to light pink solid |
| pka | 1.86±0.10(Predicted) |
| color | White to Pink |
| optical activity | [α]/D -69.0±3.0°, c = 0.1 in sodium bicarbonate |
| Water Solubility |
water: 1mg/mL DMSO: 30mg/mL |
| Stability | Hygroscopic |
| 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 |
| InChIKey | UDYDDOATBNVEES-UUOKFMHZSA-N |
| SMILES | O[C@H]1[C@@H](O)[C@H](N2C=NC(C(N)=O)=C2N)O[C@@H]1COP(O)(O)=O |
| FDA UNII | F0X88YW0YK |
| UNSPSC Code | 41116107 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| PPE | Eyeshields, Gloves, type N95 (US) |
|---|---|
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A1393 | 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate ≥93% | 3031-94-5 | 50mg | $769 | 2026-04-30 | Buy |
| Sigma-Aldrich | 123041 | AICA-Riboside, 5?-Phosphate | 3031-94-5 | 25mg | $292 | 2026-04-30 | Buy |
| Sigma-Aldrich | 06595 | 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate analytical standard | 3031-94-5 | 25mg | $795 | 2026-04-30 | Buy |
| Cayman Chemical | 33907 | AICA Ribonucleotide ≥95% | 3031-94-5 | 1mg | $36 | 2026-04-30 | Buy |
| Cayman Chemical | 33907 | AICA Ribonucleotide ≥95% | 3031-94-5 | 5mg | $128 | 2026-04-30 | Buy |
5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate Chemical Properties, Uses, Production
Chemical Properties
White Powder With Pink Tinge.
Uses
AICAR monophosphate is a 5′′-phosphorylated analog of cell permeable AICAR that mimics AMP. AICAR is an adenosine monophophate (AMP)-activated protein kinase (AMPK) activator/agonist.
Definition
ChEBI: AICA ribonucleotide is a 1-(phosphoribosyl)imidazolecarboxamide that is acadesine in which the hydroxy group at the 5' position has been converted to its monophosphate derivative. It has a role as a cardiovascular drug, a plant metabolite, a human metabolite, an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a 1-(phosphoribosyl)imidazolecarboxamide and an aminoimidazole. It is functionally related to an acadesine. It is a conjugate acid of a 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2-).
General Description
5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate (AICAR monophosphate) is an intermediate metabolite in the purine de novo synthesis pathway and a potent activator of the human AMP-activated protein kinase (AMPK) activity in vitro. It can play an important regulatory role.
Biochem/physiol Actions
A 5′-phosphorylated analog of cell permeable AICAR that mimics adenosine monophosphate (AMP). It is an AMP-activated protein kinase (AMPK) activator.In humans, 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate (AICAR) is found to be accumulated in numerous metabolic diseases. It can increase the endurance of sedentary mice. AICAR exhibits antiproliferative effects. It can induce apoptosis of aneuploid cells.
5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate Preparation Products And Raw materials
Raw materials
Preparation Products
5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Chemsky(shanghai)International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| S.Z. PhyStandard Bio-Tech. Co., Ltd. | 0755-83725681-603 | China | 4484 | 50 | |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Shanghai Jizhi Biochemical Technology Co. Ltd. | 021-4009004166/18616739031 18616739031 | 3007523370@qq.com | China | 40000 | 58 |
| ROSEWA HOLDING GROUP CO.,LIMITED | +86-023-62871537 | sales@rosewachem.com | China | 2812 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
View Latest Price from 5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-07-15 | AICAR monophosphate
3031-94-5
|
$85.00-303.00 | 99.80% | 10g | TargetMol Chemicals Inc. | ||
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2025-08-22 | AICAR
3031-94-5
|
1g | 99% min | 20 tons | Dingwang Technology (Wuhan) Co., Ltd. | ||
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2025-04-04 | 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
3031-94-5
|
1KG | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. |
-

- AICAR monophosphate
3031-94-5
- $85.00-303.00
- 99.80%
- TargetMol Chemicals Inc.
-

- AICAR
3031-94-5
- $0.00
- 99% min
- Dingwang Technology (Wuhan) Co., Ltd.
-

- 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
3031-94-5
- 98%
- Henan Aochuang Chemical Co.,Ltd.




