ChemicalBook CAS DataBase List 3031-94-5

3031-94-5

Name	5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
CAS	3031-94-5
EINECS(EC#)	221-212-1
Molecular Formula	C9H15N4O8P
MDL Number	MFCD00057264
Molecular Weight	338.21
MOL File	3031-94-5.mol

Chemical Properties

Appearance	White Powder With Pink Tinge.
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 Rotation	[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

Safety Data

Safety Statements	24/25 less more
WGK Germany	3
HS Code	29349990
Storage Class	11 - Combustible Solids

Hazard Information

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.

storage

-20°C

Spectrum Detail

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