11-beta PGF2α | CAS# 38432-87-0 | human bronchial smooth muscle

MedKoo Cat#: 412683 | Name: 11-beta PGF2α

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Description:

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

11-beta PGF2α is equipotent to PGF2α in inducing human bronchial smooth muscle contractions and inhibition of adipose differentiation.

Chemical Structure

11-beta PGF2α

CAS#38432-87-0

Theoretical Analysis

MedKoo Cat#: 412683

Name: 11-beta PGF2α

CAS#: 38432-87-0

Chemical Formula: C20H34O5

Exact Mass: 354.2406

Molecular Weight: 354.49

Elemental Analysis: C, 67.77; H, 9.67; O, 22.57

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 350.00	2 Weeks
5mg	USD 1,150.00	2 Weeks

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Synonym

11-beta PGF2α; Prostaglandin F2α (11beta epimer)

IUPAC/Chemical Name

(Z)-7-((1R,2R,3S,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxyoct-1-en-1-yl)cyclopentyl)hept-5-enoic acid

InChi Key

PXGPLTODNUVGFL-ZWAKLXPCSA-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

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

>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

More Info

Instruction

View handling instruction

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: Seibert K, Sheller JR, Roberts LJ 2nd. (5Z,13E)-(15S)-9 alpha,11 beta,15-trihydroxyprosta-5,13-dien-1-oic acid (9 alpha,11 beta-prostaglandin F2): formation and metabolism by human lung and contractile effects on human bronchial smooth muscle. Proc Natl Acad Sci U S A. 1987 Jan;84(1):256-60. doi: 10.1073/pnas.84.1.256. PMID: 3467352; PMCID: PMC304182. 2: Hayashi H, Ito S, Tanaka T, Negishi M, Kawabe H, Yokohama H, Watanabe K, Hayaishi O. Determination of 9 alpha, 11 beta-prostaglandin F2 by stereospecific antibody in various rat tissues. Prostaglandins. 1987 Apr;33(4):517-30. doi: 10.1016/0090-6980(87)90275-9. PMID: 3474704. 3: Liston TE, Roberts LJ 2nd. Transformation of prostaglandin D2 to 9 alpha, 11 beta-(15S)-trihydroxyprosta-(5Z,13E)-dien-1-oic acid (9 alpha, 11 beta- prostaglandin F2): a unique biologically active prostaglandin produced enzymatically in vivo in humans. Proc Natl Acad Sci U S A. 1985 Sep;82(18):6030-4. doi: 10.1073/pnas.82.18.6030. PMID: 3862115; PMCID: PMC390693. 4: Beasley CR, Robinson C, Featherstone RL, Varley JG, Hardy CC, Church MK, Holgate ST. 9 alpha,11 beta-prostaglandin F2, a novel metabolite of prostaglandin D2 is a potent contractile agonist of human and guinea pig airways. J Clin Invest. 1987 Mar;79(3):978-83. doi: 10.1172/JCI112909. PMID: 3469218; PMCID: PMC424254. 5: Hayakawa T, Minemura T, Onodera T, Shin J, Okuno Y, Fukuhara A, Otsuki M, Shimomura I. Impact of MR on mature adipocytes in high-fat/high-sucrose diet- induced obesity. J Endocrinol. 2018 Oct 1;239(1):63–71. doi: 10.1530/JOE-18-0026. PMID: 30307154. 6: Giles H, Bolofo ML, Lydford SJ, Martin GR. A comparative study of the prostanoid receptor profile of 9 alpha 11 beta-prostaglandin F2 and prostaglandin D2. Br J Pharmacol. 1991 Oct;104(2):541-9. doi: 10.1111/j.1476-5381.1991.tb12465.x. PMID: 1665742; PMCID: PMC1908534. 7: Misso NL, Aggarwal S, Phelps S, Beard R, Thompson PJ. Urinary leukotriene E4 and 9 alpha, 11 beta-prostaglandin F concentrations in mild, moderate and severe asthma, and in healthy subjects. Clin Exp Allergy. 2004 Apr;34(4):624-31. doi: 10.1111/j.1365-2222.2004.1912.x. PMID: 15080817. 8: Beasley R, Varley J, Robinson C, Holgate ST. Cholinergic-mediated bronchoconstriction induced by prostaglandin D2, its initial metabolite 9 alpha,11 beta-PGF2, and PGF2 alpha in asthma. Am Rev Respir Dis. 1987 Nov;136(5):1140-4. doi: 10.1164/ajrccm/136.5.1140. PMID: 2960256. 9: O'Sullivan S, Dahlén B, Dahlén SE, Kumlin M. Increased urinary excretion of the prostaglandin D2 metabolite 9 alpha, 11 beta-prostaglandin F2 after aspirin challenge supports mast cell activation in aspirin-induced airway obstruction. J Allergy Clin Immunol. 1996 Aug;98(2):421-32. doi: 10.1016/s0091-6749(96)70167-7. PMID: 8757220. 10: Ohara H, Nakayama T, Deyashiki Y, Hara A, Miyabe Y, Tsukada F. Reduction of prostaglandin D2 to 9 alpha,11 beta-prostaglandin F2 by a human liver 3 alpha- hydroxysteroid/dihydrodiol dehydrogenase isozyme. Biochim Biophys Acta. 1994 Nov 17;1215(1-2):59-65. doi: 10.1016/0005-2760(94)90091-4. PMID: 7948008.