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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
Last updated:2026-09-12 18:52:03

5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate Properties

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
Product number Packaging Price Buy
A1393 50mg $769 Buy
123041 25mg $292 Buy
06595 25mg $795 Buy
33907 1mg $36 Buy
33907 5mg $128 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

Global Suppliers ( 96)
Supplier Tel Email 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
AICAR monophosphate pictures 2026-07-15 AICAR monophosphate
3031-94-5
$85.00-303.00 99.80% 10g TargetMol Chemicals Inc.
AICAR pictures 2025-08-22 AICAR
3031-94-5
1g 99% min 20 tons Dingwang Technology (Wuhan) Co., Ltd.
5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE pictures 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 pictures
  • AICAR
    3031-94-5
  • $0.00
  • 99% min
  • Dingwang Technology (Wuhan) Co., Ltd.

5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate Spectrum

AICAR monophosphate, ZMP, N1-(β-D-5μ-Phosphoribofuranosyl)-5-aminoimidazole-4-carboxamide 1-(5-O-Phosphono-β-D-ribofuranosyl)-5-amino-1H-imidazole-4-carboxamide 5-Amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide 5-Amino-4-imidazolecarboxamide ribonucleotide 5'-Phosphoribosyl-4-carboxamide-5-aminoimidazole 5-Aino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide 5-Aminomidazole-4-carboxamide-1-β-D-ribofuranosyl 5-Monophosphate Acaribonucleotide 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5'-monophosphate ,98% 5-Aminoimidazole-4-carboxamide-1-b-D-ribofuranose 5'-monophosphate ((2R,3S,4R,5R)-5-(5-aMino-4-carbaMoyl-1H-iMidazol-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate N1-(β-D-5′-Phosphoribofuranosyl)-5-aminoimidazole-4-carboxamide NSC 283955 NSC 292227 AICA-Riboside, 5′-Phosphate AICAR MONOPHOSPHATE AICAR MONOPHOSPHATE, N1-[BETA-D-5'-PHOSPHORIBOFURANOSYL]-5-AMINOIMIDAZOLE-4-CARBOXAMIDE 5-Aminoimidazole-4-Carboxamide-1-b-D-Ribofuranosyl 5Monophosphate 5-aminoimidazole-4-carboxamide-1-β-d-ribofuranosyl 5'-monophosphate [(2R,3R,4R,5R)-5-(5-amino-4-carbamoyl-imidazol-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid aicaribonucleotide 5-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide AICAR-5'-MP / ZMP 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 1H-Imidazole-4-carboxamide, 5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)- 5-Aminoimidazole-4-carboxamide-1-β-D-Ribofuranosyl 5’-Monophosphate Aminoimidazole Carboxamide Ribonucleoside 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE USP/EP/BP 1H-Imidazole-4-carboxamide,5-amino-1-(5-O-phosphono-b-D-ribofuranosyl)- acadesine 5'-monophosphate AICAR-5'-MP 5-aminoimidazole-4-carboxamide ribonucleotide 1H-?Imidazole-?4-?carboxamide,5-?amino-?1-?(5-?O-?phosphono-?β-?D-?ribofuranosyl)?- AICA-Ribotide (NSC 283955) AICAR monophosphate, 10 mM in DMSO 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate 5'-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl AICAR-5′,-MP AICA-Riboside, 5'-Phosphate,BR 5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE ZMP 5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate 3031-94-5 C9H15N4O8P BioChemical Metabolomics Metabolic Pathways Metabolites and Cofactors on the Metabolic Pathways Chart Nucleotide Bases & Related Reagents Carbohydrates & Derivatives Nucleotides