ChemicalBook > CAS DataBase List > 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

Product Name
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;acadesine 5'-monophosphate;AICA-Riboside, 5′-Phosphate;5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE;NSC 283955;NSC 292227;AICAR-5'-MP;Acaribonucleotide;AICAR-5'-MP / ZMP;AICAR-5′,-MP
CBNumber
CB3466890
Molecular Formula
C9H15N4O8P
Formula Weight
338.21
MOL File
3031-94-5.mol
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5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Property

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
InChIKey
UDYDDOATBNVEES-UUOKFMHZSA-N
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A1393
Product name
5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Purity
≥93%
Packaging
50mg
Price
$718
Updated
2025/07/31
Sigma-Aldrich
Product number
123041
Product name
AICA-Riboside, 5?-Phosphate
Packaging
25mg
Price
$272
Updated
2025/07/31
Sigma-Aldrich
Product number
06595
Product name
5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Purity
analytical standard
Packaging
25mg
Price
$759
Updated
2025/07/31
Sigma-Aldrich
Product number
A1393
Product name
5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Purity
≥93%
Packaging
100mg
Price
$1270
Updated
2025/07/31
TRC
Product number
A611705
Product name
5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate
Packaging
500mg
Price
$1390
Updated
2021/12/16
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5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Chemical Properties,Usage,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

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5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Suppliers

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View Lastest Price from 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE 3031-94-5
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
Dingwang Technology (Wuhan) Co., Ltd.
Product
AICAR 3031-94-5
Price
US $0.00/g
Min. Order
1g
Purity
99% min
Supply Ability
20 tons
Release date
2024-07-08

3031-94-5, 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATERelated Search:

AICAR 5-Amino-4-imidazolecarboxamide 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE 3-ETHYL-3H-IMIDAZOLE-4-CARBALDEHYDE

  • 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
  • ZMP
  • 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
  • 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
  • 5-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
  • 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-<sc>D</sc>-ribofuranosyl 5′-monophosphate
  • 5'-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl
  • AICAR-5&#8242,-MP
  • AICA-Riboside, 5'-Phosphate,BR
  • 3031-94-5
  • C9H15N4O8P
  • BioChemical
  • Metabolomics
  • Metabolic Pathways
  • Metabolites and Cofactors on the Metabolic Pathways Chart
  • Nucleotide
  • Bases & Related Reagents
  • Carbohydrates & Derivatives
  • Nucleotides