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SKU

Size

Availability

Price

Qty

A129749-50mg

50mg

In stock

$48.90

A129749-250mg

250mg

In stock

$220.90

A129749-1g

In stock

$793.90

Basic Description

Synonyms	MLS004774120 \| 5-Amino-1-beta-D-ribofuranosylimidazole-4-carboxamide \| 1H-Imidazole-4-carboxamide, 5-amino-1-.beta.-D-ribofuranosyl- \| 53IEF47846 \| 5-Amino-4-imidazolecarboxamide Riboside \| ACADESINE [MI] \| GP-1-110 \| SCHEMBL219336 \| SRI-4077_04 \| Acadesi
Specifications & Purity	Moligand™, ≥98%
Biochemical and Physiological Mechanisms	AICAR (AICA-Riboside) strongly inhibits the transcription of PPAR&alpha and the coactivation of PPAR&alpha. In adipocyte studies it has been shown to antagonize lipolysis induced by isoprenaline and has been suggested for use in kinase cascade research. A
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads
Grade	Moligand™
Action Type	ACTIVATOR
Mechanism of action	AMP-activated protein kinase, AMPK activator
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description	Acadesine results in accumulation of ZMP, which mimics the stimulating effect of AMP on AMPK and AMPK kinase. An inhibitor of the transcription of PPARα, the coactivation of PPARα.

Product Properties

ALogP	-2.2

Associated Targets(Human)

CCRF-CEM (65223 Activities)

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K562 (73714 Activities)

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MCF7 (126967 Activities)

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MDA-MB-453 (1139 Activities)

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SK-BR-3 (5175 Activities)

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HCT-116 (91556 Activities)

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HEK293 (82097 Activities)

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HEL (6614 Activities)

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HeLa (62764 Activities)

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MDA-MB-231 (73002 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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GSK3A Tclin Glycogen synthase kinase-3 (736 Activities)

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PRKAA2 Tchem AMP-activated protein kinase, AMPK (12273 Activities)

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K-562R (114 Activities)

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Associated Targets(non-human)

Abcb1b P-glycoprotein 1 (174 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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Human alphaherpesvirus 2 (4932 Activities)

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Mus musculus (284745 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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3T3-L1 (3664 Activities)

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L1210 (27553 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Felid alphaherpesvirus 1 (460 Activities)

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

Pubchem Sid	488182399
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488182399
IUPAC Name	5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide
INCHI	InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1
InChi Key	RTRQQBHATOEIAF-UUOKFMHZSA-N
Canonical SMILES	C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N
Isomeric SMILES	C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N
WGK Germany	3
PubChem CID	17513
Molecular Weight	258.23

Database links

CAS Registry No.	2627-69-2
Wikipedia	Acadesine
PubChem CID	17513
ChEMBL Ligand	CHEMBL1551724
DrugBank Ligand	DB04944
DrugCentral Ligand	37
PubChem SID	488182399

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot Number	Certificate Type	Date	Item
H2310075	Certificate of Analysis	Jul 27, 2023	A129749
H2310077	Certificate of Analysis	Jul 27, 2023	A129749
H2310081	Certificate of Analysis	Jul 27, 2023	A129749
H2310090	Certificate of Analysis	Jul 27, 2023	A129749
H2310362	Certificate of Analysis	Jul 27, 2023	A129749
G2322050	Certificate of Analysis	Jun 14, 2023	A129749
I2107188	Certificate of Analysis	Jun 14, 2023	A129749
I2107189	Certificate of Analysis	Jun 14, 2023	A129749
I2107190	Certificate of Analysis	Jun 14, 2023	A129749
C23031369	Certificate of Analysis	Mar 31, 2023	A129749
I1622007	Certificate of Analysis	May 11, 2022	A129749

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Chemical and Physical Properties

Solubility	Soluble in water (9 mg/ml), and DMSO (75 mM).
Sensitivity	Moisture sensitive

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Yisen Cheng, Gaojian Chen, Li Wang, Jiamin Kong, Ji Pan, Yue Xi, Feihai Shen, Zhiying Huang. (2018) Triptolide-induced mitochondrial damage dysregulates fatty acid metabolism in mouse sertoli cells. TOXICOLOGY LETTERS, 292 (136). [PMID:29723566] [10.1016/j.toxlet.2018.04.035]

References

1. Winder WW, Hardie DG. (1999) AMP-activated protein kinase, a metabolic master switch: possible roles in type 2 diabetes.. Am J Physiol, 277 (1 Pt 1): (E1-10). [PMID:10409121] [10.1021/op500134e]
2. Cuthbertson DJ, Babraj JA, Mustard KJ, Towler MC, Green KA, Wackerhage H, Leese GP, Baar K, Thomason-Hughes M, Sutherland C et al.. (2007) 5-aminoimidazole-4-carboxamide 1-beta-D-ribofuranoside acutely stimulates skeletal muscle 2-deoxyglucose uptake in healthy men.. Diabetes, 56 (8): (2078-84). [PMID:17513706] [10.1021/op500134e]
3. Musi N, Goodyear LJ. (2002) Targeting the AMP-activated protein kinase for the treatment of type 2 diabetes.. Curr Drug Targets Immune Endocr Metabol Disord, 2 (2): (119-27). [PMID:12476786] [10.1021/op500134e]
4. Walker J, Jijon HB, Diaz H, Salehi P, Churchill T, Madsen KL. (2005) 5-aminoimidazole-4-carboxamide riboside (AICAR) enhances GLUT2-dependent jejunal glucose transport: a possible role for AMPK.. Biochem J, 385 (Pt 2): (485-91). [PMID:15367103] [10.1021/op500134e]
5. Daval M, Diot-Dupuy F, Bazin R, Hainault I, Viollet B, Vaulont S, Hajduch E, Ferré P, Foufelle F. (2005) Anti-lipolytic action of AMP-activated protein kinase in rodent adipocytes.. J Biol Chem, 280 (26): (25250-7). [PMID:15878856] [10.1021/op500134e]
6. Merrill GF, Kurth EJ, Hardie DG, Winder WW. (1997) AICA riboside increases AMP-activated protein kinase, fatty acid oxidation, and glucose uptake in rat muscle.. Am J Physiol, 273 (6 Pt 1): (E1107-12). [PMID:9435525] [10.1021/op500134e]
7. Kundu A et al.. (2020) 14-3-3 proteins protect AMPK-phosphorylated ten-eleven translocation-2 (TET2) from PP2A-mediated dephosphorylation.. J Biol Chem, 295 (6): (1754-1766). [PMID:31901078]
8. Morishita M et al.. (2017) AICAR induces mitochondrial apoptosis in human osteosarcoma cells through an AMPK-dependent pathway.. Int J Oncol, 50 (23-30). [PMID:27878239]
9. Mustafa Rizvi SH et al.. (2014) Aluminium induced endoplasmic reticulum stress mediated cell death in SH-SY5Y neuroblastoma cell line is independent of p53.. PLoS One, 9 (5): (e98409). [PMID:24878590]
10. Sternlieb T et al.. (2021) An AMP-activated protein kinase complex with two distinctive alpha subunits is involved in nutritional stress responses in Trypanosoma cruzi.. PLoS Negl Trop Dis, 15 (5): (e0009435). [PMID:34029334]
11. Khan M et al.. (2015) Blocking a vicious cycle nNOS/peroxynitrite/AMPK by S-nitrosoglutathione: implication for stroke therapy.. BMC Neurosci, 16 (42). [PMID:26174015]
12. Ji R et al.. (2020) Electric field down-regulates CD9 to promote keratinocytes migration through AMPK pathway.. Int J Med Sci, 17 (7): (865-873). [PMID:32308539]
13. Li F et al.. (2015) G9a Inhibition Induces Autophagic Cell Death via AMPK/mTOR Pathway in Bladder Transitional Cell Carcinoma.. PLoS One, 10 (9): (e0138390). [PMID:26397365]
14. Zibrova D et al.. (2017) GFAT1 phosphorylation by AMPK promotes VEGF-induced angiogenesis.. Biochem J, 474 (6): (983-1001). [PMID:28008135]
15. Gao P et al.. (2020) Inhibition of Mitochondrial Calcium Overload by SIRT3 Prevents Obesity- or Age-Related Whitening of Brown Adipose Tissue.. Diabetes, 69 (2): (165-180). [PMID:31712319]
16. Hanada Y et al.. (2020) MAVS is energized by Mff which senses mitochondrial metabolism via AMPK for acute antiviral immunity.. Nat Commun, 11 (5711). [PMID:33177519]
17. Hawley SA et al.. (2020) Mechanism of Activation of AMPK by Cordycepin.. Cell Chem Biol, 27 (2): (214-222.e4). [PMID:31991096]
18. Gong Y et al.. (2020) Metformin Inhibits Tumor Metastasis through Suppressing Hsp90a Secretion in an AMPKa1-PKC? Dependent Manner.. Cells, 9 [PMID:31936169]
19. Samanta J et al.. (2020) Oleic Acid Protects from Arsenic-Induced Cardiac Hypertrophy via AMPK/FoxO/NFATc3 Pathway.. Cardiovasc Toxicol, 20 (3): (261-280). [PMID:31571030]
20. van Dam AD et al.. (2015) Salsalate activates brown adipose tissue in mice.. Diabetes, 64 (5): (1544-54). [PMID:25475439]
21. Tong X et al.. (2020) Suppression of AMP-activated protein kinase reverses osteoprotegerin-induced inhibition of osteoclast differentiation by reducing autophagy.. Cell Prolif, 53 (e12714). [PMID:31696568]
22. Yisen Cheng, Gaojian Chen, Li Wang, Jiamin Kong, Ji Pan, Yue Xi, Feihai Shen, Zhiying Huang. (2018) Triptolide-induced mitochondrial damage dysregulates fatty acid metabolism in mouse sertoli cells. TOXICOLOGY LETTERS, 292 (136). [PMID:29723566] [10.1016/j.toxlet.2018.04.035]

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Acadesine - ≥98%, high purity , AMP-activated protein kinase, AMPK activator, CAS No.2627-69-2, AMP-activated protein kinase, AMPK activator

Basic Description

Product Properties

Associated Targets(Human)

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Database links

Certificates

Certificate of Analysis(COA)

Show more⌵

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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