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MedKoo Cat#: 531429 | Name: AH13205

Description:

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

AH13205 is an EP2 prostanoid receptor agonist.

Chemical Structure

AH13205
AH13205
CAS# 148436-63-9

Theoretical Analysis

MedKoo Cat#: 531429

Name: AH13205

CAS#: 148436-63-9

Chemical Formula: C24H36O4

Exact Mass: 388.2614

Molecular Weight: 388.55

Elemental Analysis: Chemical Formula: C24H36O4 Exact Mass: 388.2614 Molecular Weight: 388.5480 Elemental Analysis: C, 74.19; H, 9.34; O, 16.47

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Synonym
AH13205; AH 13205; AH-13205;
IUPAC/Chemical Name
7-[2-[4-(1-hydroxyhexyl)phenyl]-5-oxocyclopentyl]heptanoic acid
InChi Key
XMQKDOCUWFCMEJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H36O4/c1-2-3-6-10-22(25)19-14-12-18(13-15-19)20-16-17-23(26)21(20)9-7-4-5-8-11-24(27)28/h12-15,20-22,25H,2-11,16-17H2,1H3,(H,27,28)
SMILES Code
O=C(O)CCCCCCC1C(C2=CC=C(C(O)CCCCC)C=C2)CCC1=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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 388.55 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: Dennis S, Hasan I, Pulver LJ, Wilson I, Zwar N. Experiences and views of a brokerage model for primary care for Aboriginal people. Aust Health Rev. 2015 Feb;39(1):26-32. PubMed PMID: 25318845. 2: Kay LJ, Gilbert M, Pullen N, Skerratt S, Farrington J, Seward EP, Peachell PT. Characterization of the EP receptor subtype that mediates the inhibitory effects of prostaglandin E2 on IgE-dependent secretion from human lung mast cells. Clin Exp Allergy. 2013 Jul;43(7):741-51. doi: 10.1111/cea.12142. PubMed PMID: 23786281. 3: Buckley J, Birrell MA, Maher SA, Nials AT, Clarke DL, Belvisi MG. EP4 receptor as a new target for bronchodilator therapy. Thorax. 2011 Dec;66(12):1029-35. doi: 10.1136/thx.2010.158568. PubMed PMID: 21606476; PubMed Central PMCID: PMC3221321. 4: Bate C, Tayebi M, Williams A. Phospholipase A2 inhibitors protect against prion and Abeta mediated synapse degeneration. Mol Neurodegener. 2010 Apr 8;5:13. doi: 10.1186/1750-1326-5-13. PubMed PMID: 20374666; PubMed Central PMCID: PMC2865460. 5: Ohmiya H, Yorimitsu H, Oshima K. Cobalt(diamine)-catalyzed cross-coupling reaction of alkyl halides with arylmagnesium reagents: stereoselective constructions of arylated asymmetric carbons and application to total synthesis of AH13205. J Am Chem Soc. 2006 Feb 15;128(6):1886-9. PubMed PMID: 16464089. 6: Stumpff F, Boxberger M, Krauss A, Rosenthal R, Meissner S, Choritz L, Wiederholt M, Thieme H. Stimulation of cannabinoid (CB1) and prostanoid (EP2) receptors opens BKCa channels and relaxes ocular trabecular meshwork. Exp Eye Res. 2005 May;80(5):697-708. PubMed PMID: 15862177. 7: Kobayashi Y, Nakata K, Ainai T. New reagent system for attaining high regio- and stereoselectivities in allylic displacement of 4-cyclopentene-1,3-diol monoacetate with aryl- and alkenylmagnesium bromides. Org Lett. 2005 Jan 20;7(2):183-6. PubMed PMID: 15646953. 8: Richter M, Krauss AH, Woodward DF, Lütjen-Drecoll E. Morphological changes in the anterior eye segment after long-term treatment with different receptor selective prostaglandin agonists and a prostamide. Invest Ophthalmol Vis Sci. 2003 Oct;44(10):4419-26. PubMed PMID: 14507888. 9: Guan Y, Stillman BA, Zhang Y, Schneider A, Saito O, Davis LS, Redha R, Breyer RM, Breyer MD. Cloning and expression of the rabbit prostaglandin EP2 receptor. BMC Pharmacol. 2002 Jun 27;2:14. PubMed PMID: 12097143; PubMed Central PMCID: PMC117438. 10: Hu DN, McCormick SA, Woodward DF. A functional study on prostanoid receptors involved in cultured human iridal melanocyte stimulation. Exp Eye Res. 2001 Jul;73(1):93-100. PubMed PMID: 11428866. 11: Hillock CJ, Crankshaw DJ. Inhibitory prostanoid EP receptors in human non-pregnant myometrium. Eur J Pharmacol. 1999 Jul 28;378(1):99-108. PubMed PMID: 10478569. 12: Madhu C, Rix P, Nguyen T, Chien DS, Woodward DF, Tang-Liu DD. Penetration of natural prostaglandins and their ester prodrugs and analogs across human ocular tissues in vitro. J Ocul Pharmacol Ther. 1998 Oct;14(5):389-99. PubMed PMID: 9811228. 13: Spicuzza L, Giembycz MA, Barnes PJ, Belvisi MG. Prostaglandin E2 suppression of acetylcholine release from parasympathetic nerves innervating guinea-pig trachea by interacting with prostanoid receptors of the EP3-subtype. Br J Pharmacol. 1998 Mar;123(6):1246-52. PubMed PMID: 9559911; PubMed Central PMCID: PMC1565272. 14: Kiriyama M, Ushikubi F, Kobayashi T, Hirata M, Sugimoto Y, Narumiya S. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol. 1997 Sep;122(2):217-24. PubMed PMID: 9313928; PubMed Central PMCID: PMC1564924. 15: Meja KK, Barnes PJ, Giembycz MA. Characterization of the prostanoid receptor(s) on human blood monocytes at which prostaglandin E2 inhibits lipopolysaccharide-induced tumour necrosis factor-alpha generation. Br J Pharmacol. 1997 Sep;122(1):149-57. PubMed PMID: 9298541; PubMed Central PMCID: PMC1564914. 16: Teixeira MM, al-Rashed S, Rossi AG, Hellewell PG. Characterization of the prostanoid receptors mediating inhibition of PAF-induced aggregation of guinea-pig eosinophils. Br J Pharmacol. 1997 May;121(1):77-82. PubMed PMID: 9146890; PubMed Central PMCID: PMC1564656. 17: Krauss AH, Wiederholt M, Sturm A, Woodward DF. Prostaglandin effects on the contractility of bovine trabecular meshwork and ciliary muscle. Exp Eye Res. 1997 Mar;64(3):447-53. PubMed PMID: 9196397. 18: Lydford SJ, McKechnie KC, Dougall IG. Pharmacological studies on prostanoid receptors in the rabbit isolated saphenous vein: a comparison with the rabbit isolated ear artery. Br J Pharmacol. 1996 Jan;117(1):13-20. PubMed PMID: 8825337; PubMed Central PMCID: PMC1909359. 19: Armstrong RA. Investigation of the inhibitory effects of PGE2 and selective EP agonists on chemotaxis of human neutrophils. Br J Pharmacol. 1995 Dec;116(7):2903-8. PubMed PMID: 8680723; PubMed Central PMCID: PMC1909222. 20: De Vries GW, Guarino P, McLaughlin A, Chen J, Andrews S, Woodward DF. An EP receptor with a novel pharmacological profile in the T-cell line Jurkat. Br J Pharmacol. 1995 Aug;115(7):1231-4. PubMed PMID: 7582550; PubMed Central PMCID: PMC1908800.