Synonym
PGF2α; Prostaglandin F2α
IUPAC/Chemical Name
(Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)cyclopentyl)hept-5-enoic acid
InChi Key
PXGPLTODNUVGFL-YNNPMVKQSA-N
InChi Code
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1
SMILES Code
O[C@@H]1C[C@H](O)[C@H](C/C=C\CCCC(O)=O)[C@H]1/C=C/[C@@H](O)CCCCC
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
>3 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
354.49
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.
| 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: Sharif NA, Klimko PG. Prostaglandin FP receptor antagonists: discovery, pharmacological characterization and therapeutic utility. Br J Pharmacol. 2019 Apr;176(8):1059-1078. doi: 10.1111/bph.14335. Epub 2018 Jun 7. PMID: 29679483; PMCID: PMC6451070.
2: Agas D, Marchetti L, Hurley MM, Sabbieti MG. Prostaglandin F2α: a bone remodeling mediator. J Cell Physiol. 2013 Jan;228(1):25-9. doi: 10.1002/jcp.24117. PMID: 22585670.
3: Ginther OJ, Domingues RR, Kennedy VC, Dangudubiyyam SV. Endogenous and exogenous effects of PGF2α during luteolysis in mares. Theriogenology. 2019 Jul 1;132:45-52. doi: 10.1016/j.theriogenology.2019.04.004. Epub 2019 Apr 9. PMID: 30991168.
4: Yang J, Pan M, Reinach PS, Chen R, Yu L, Zhou F, Zhang S, Qu J, Zhou X. Prostaglandin F2α Receptor Modulation Affects Eye Development in Guinea Pigs. Basic Clin Pharmacol Toxicol. 2018 Sep;123(3):263-270. doi: 10.1111/bcpt.13017. Epub 2018 May 29. PMID: 29604230.
5: Haimerl P, Heuwieser W, Arlt S. Short communication: Meta-analysis on therapy of bovine endometritis with prostaglandin F2α-An update. J Dairy Sci. 2018 Nov;101(11):10557-10564. doi: 10.3168/jds.2018-14933. Epub 2018 Aug 30. PMID: 30172399.
6: Pate JL, Johnson-Larson CJ, Ottobre JS. Life or death decisions in the corpus luteum. Reprod Domest Anim. 2012 Aug;47 Suppl 4:297-303. doi: 10.1111/j.1439-0531.2012.02089.x. PMID: 22827384.
7: Ucar EH, Cetin H, Atli MO. Effect of multiple low-dose PGF2α injections on the mature corpus luteum in non-pregnant bitches. Theriogenology. 2018 Jun;113:34-43. doi: 10.1016/j.theriogenology.2018.01.018. Epub 2018 Feb 22. PMID: 29454296.
8: Oosthuizen N, Lansford AC, Canal LB, Fontes PLP, Sanford CD, Dahlen CR, DiLorenzo N, Funston RN, Lamb GC. Comparison of two alternate PGF2α products in two estrus synchronization protocols in beef heifers. J Anim Sci. 2018 Apr 14;96(4):1388-1395. doi: 10.1093/jas/sky059. PMID: 29648600; PMCID: PMC6140874.
9: Colomo N, López-Siguero JP, Leiva I, Fuentes N, Rubio-Martín E, Omiste A, Guerrero M, Tapia MJ, Martín-Tejedor B, Ruiz de Adana MS, Olveira G. Relationship between glucose control, glycemic variability, and oxidative stress in children with type 1 diabetes. Endocrinol Diabetes Nutr. 2019 Nov;66(9):540-549. English, Spanish. doi: 10.1016/j.endinu.2018.12.010. Epub 2019 Mar 8. PMID: 30853269.
10: Ginther OJ, Beg MA. Dynamics of circulating progesterone concentrations before and during luteolysis: a comparison between cattle and horses. Biol Reprod. 2012 Jun 7;86(6):170. doi: 10.1095/biolreprod.112.099820. PMID: 22460665.
