MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 464826 | Name: AMP-CP hydrate
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Adenosine 5'-methylenediphosphate is an inhibitor of ecto-5’-nucleotidase, also known as CD73, with a Ki value of 37 nM.1 It inhibits cAMP accumulation induced by adenosine 5'-monophosphate.

Chemical Structure

AMP-CP hydrate
AMP-CP hydrate
CAS#AMP-CP hydrate

Theoretical Analysis

MedKoo Cat#: 464826

Name: AMP-CP hydrate

CAS#: AMP-CP hydrate

Chemical Formula: C11H19N5O10P2

Exact Mass: 443.0607

Molecular Weight: 443.25

Elemental Analysis: C, 29.81; H, 4.32; N, 15.80; O, 36.10; P, 13.98

Price and Availability

Size Price Availability Quantity
1mg USD 250.00 2 Weeks
5mg USD 550.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
2659222-76-9 (sodium) 3768-14-7 (free acid) AMP-CP hydrate
Synonym
AMP-CP hydrate; AMP CP hydrate; AMP-CP hydrate; AP CP hydrate; AP-CP hydrate; APCP hydrate; 5'-APCP hydrate; 5'APCP hydrate; 5' APCP hydrate; Adenosine 5'-(α,β-methylene)diphosphate hydrate; Adenosine 5'-methylenediphosphate hydrate;
IUPAC/Chemical Name
(((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)methyl)phosphonic acid hydrate
InChi Key
RWQQCDRKMWZMRR-YCSZXMBFSA-N
InChi Code
InChI=1S/C11H17N5O9P2.H2O/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21;/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21);1H2/t5-,7-,8-,11-;/m1./s1
SMILES Code
O[C@H]1[C@]([H])(N2C3=NC=NC(N)=C3N=C2)O[C@H](COP(CP(O)(O)=O)(O)=O)[C@H]1O.O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
Water 50.0 112.80
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 443.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Schneider EH, Hofmeister O, Kälble S, Seifert R. Apoptotic and anti- proliferative effect of guanosine and guanosine derivatives in HuT-78 T lymphoma cells. Naunyn Schmiedebergs Arch Pharmacol. 2020 Jul;393(7):1251-1267. doi: 10.1007/s00210-020-01864-8. Epub 2020 Apr 20. PMID: 32313990; PMCID: PMC7314729. 2: Mohlin C, Säve S, Nilsson M, Persson K. Studies of the extracellular ATP- adenosine pathway in human urinary tract epithelial cells. Pharmacology. 2009;84(4):196-202. doi: 10.1159/000235908. Epub 2009 Sep 2. PMID: 19729987. 3: Arrigoni E, Rosenberg PA. Nitric oxide-induced adenosine inhibition of hippocampal synaptic transmission depends on adenosine kinase inhibition and is cyclic GMP independent. Eur J Neurosci. 2006 Nov;24(9):2471-80. doi: 10.1111/j.1460-9568.2006.05124.x. PMID: 17100836. 4: Song Z, Sladek CD. Does conversion of ATP to adenosine terminate ATP- stimulated vasopressin release from hypothalamo-neurohypophyseal explants? Brain Res. 2005 Jun 14;1047(1):105-11. doi: 10.1016/j.brainres.2005.04.025. PMID: 15893296. 5: Ninomiya H, Otani H, Lu K, Uchiyama T, Kido M, Imamura H. Complementary role of extracellular ATP and adenosine in ischemic preconditioning in the rat heart. Am J Physiol Heart Circ Physiol. 2002 May;282(5):H1810-20. doi: 10.1152/ajpheart.00760.2001. PMID: 11959647. 6: Mackiewicz M, Geiger JD, Pack AI. Simultaneous assessment of ecto- and cytosolic-5'-nucleotidase activities in brain micropunches. J Neurosci Methods. 2000 Dec 15;104(1):9-18. doi: 10.1016/s0165-0270(00)00314-9. PMID: 11163406. 7: Sakaguchi T, Sawa Y, Kitakaze M, Suzuki K, Nishimura M, Kaneda Y, Matsuda H. Ecto-5'-nucleotidase plays a role in the cardioprotective effects of heat shock protein 72 in ischemia-reperfusion injury in rat hearts. Cardiovasc Res. 2000 Jul;47(1):74-80. doi: 10.1016/s0008-6363(00)00070-5. PMID: 10869532. 8: Komamura K, Kitakaze M, Funaya H, Ueda Y, Node K, Minamino T, Kurihara T, Hori M. Ecto-5'-nucleotidase mediates infarct size-limiting effect by ischemic preconditioning in the rabbit heart. J Cardiovasc Pharmacol. 1997 Dec;30(6):775-83. doi: 10.1097/00005344-199712000-00012. PMID: 9436817. 9: Ujházy P, Berleth ES, Pietkiewicz JM, Kitano H, Skaar JR, Ehrke MJ, Mihich E. Evidence for the involvement of ecto-5'-nucleotidase (CD73) in drug resistance. Int J Cancer. 1996 Nov 15;68(4):493-500. doi: 10.1002/(SICI)1097-0215(19961115)68:4<493::AID-IJC15>3.0.CO;2-6. PMID: 8945621. 10: Bengtsson T, Zalavary S, Stendahl O, Grenegård M. Release of oxygen metabolites from chemoattractant-stimulated neutrophils is inhibited by resting platelets: role of extracellular adenosine and actin polymerization. Blood. 1996 May 15;87(10):4411-23. PMID: 8639803. 11: Richards SM, Dora KA, Rattigan S, Colquhoun EQ, Clark MG. Role of extracellular UTP in the release of uracil from vasoconstricted hindlimb. Am J Physiol. 1993 Jan;264(1 Pt 2):H233-7. doi: 10.1152/ajpheart.1993.264.1.H233. PMID: 8430851. 12: Panten U, Heipel C, Rosenberger F, Scheffer K, Zünkler BJ, Schwanstecher C. Tolbutamide-sensitivity of the adenosine 5'-triphosphate-dependent K+ channel in mouse pancreatic B-cells. Naunyn Schmiedebergs Arch Pharmacol. 1990 Nov;342(5):566-74. doi: 10.1007/BF00169047. PMID: 2090953.