Carboprostacyclin

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

MedKoo CAT#: 412292

CAS#: 69552-46-1

Description: Carboprostacyclin is a potent stable prostacyclin analog which inhibits platelet aggretation.


Chemical Structure

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Carboprostacyclin
CAS# 69552-46-1

Theoretical Analysis

MedKoo Cat#: 412292
Name: Carboprostacyclin
CAS#: 69552-46-1
Chemical Formula: C21H34O4
Exact Mass: 350.2457
Molecular Weight: 350.49
Elemental Analysis: C, 71.96; H, 9.78; O, 18.26

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Carboprostacyclin; Carbacyclin

IUPAC/Chemical Name: Pentanoic acid, 5-((3aS,4R,5R,6aS)-hexahydro-5-hydroxy-4-((1E,3S)-3-hydroxy-1-octenyl)-2(1H)-pentalenylidene)-, (5E)-

InChi Key: XZFRIPGNUQRGPI-WBQKLGIQSA-N

InChi Code: InChI=1S/C21H34O4/c1-2-3-4-8-17(22)10-11-18-19-13-15(7-5-6-9-21(24)25)12-16(19)14-20(18)23/h7,10-11,16-20,22-23H,2-6,8-9,12-14H2,1H3,(H,24,25)/b11-10+,15-7+/t16-,17-,18+,19-,20+/m0/s1

SMILES Code: O=C(O)CCC/C=C1C[C@@]2([H])C[C@@H](O)[C@H](/C=C/[C@@H](O)CCCCC)[C@@]2([H])C\1

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

Preparing Stock Solutions

The following data is based on the product molecular weight 350.49 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.

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

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1: Fang C, Schmaier AH. Novel anti-thrombotic mechanisms mediated by Mas receptor as result of balanced activities between the kallikrein/kinin and the renin-angiotensin systems. Pharmacol Res. 2020 Jul 24;160:105096. doi: 10.1016/j.phrs.2020.105096. Epub ahead of print. PMID: 32712319; PMCID: PMC7378497.

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6: Priestley JR, Buelow MW, McEwen ST, Weinberg BD, Delaney M, Balus SF, Hoeppner C, Dondlinger L, Lombard JH. Reduced angiotensin II levels cause generalized vascular dysfunction via oxidant stress in hamster cheek pouch arterioles. Microvasc Res. 2013 Sep;89:134-45. doi: 10.1016/j.mvr.2013.04.004. Epub 2013 Apr 27. PMID: 23628292; PMCID: PMC3758804.

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8: Barbieri SS, Amadio P, Gianellini S, Zacchi E, Weksler BB, Tremoli E. Tobacco smoke regulates the expression and activity of microsomal prostaglandin E synthase-1: role of prostacyclin and NADPH-oxidase. FASEB J. 2011 Oct;25(10):3731-40. doi: 10.1096/fj.11-181776. Epub 2011 Jul 7. PMID: 21737615.

9: Kang HJ, Hwang SJ, Yoon JA, Jun JH, Lim HJ, Yoon TK, Song H. Activation of peroxisome proliferators-activated receptor δ (PPARδ) promotes blastocyst hatching in mice. Mol Hum Reprod. 2011 Oct;17(10):653-60. doi: 10.1093/molehr/gar030. Epub 2011 Apr 20. PMID: 21511721.

10: Kurtz M, Capobianco E, Martínez N, Fernández J, Higa R, White V, Jawerbaum A. Carbaprostacyclin, a PPARdelta agonist, ameliorates excess lipid accumulation in diabetic rat placentas. Life Sci. 2010 May 22;86(21-22):781-90. doi: 10.1016/j.lfs.2010.03.008. Epub 2010 Mar 22. PMID: 20338185.

11: Di Francesco L, Totani L, Dovizio M, Piccoli A, Di Francesco A, Salvatore T, Pandolfi A, Evangelista V, Dercho RA, Seta F, Patrignani P. Induction of prostacyclin by steady laminar shear stress suppresses tumor necrosis factor- alpha biosynthesis via heme oxygenase-1 in human endothelial cells. Circ Res. 2009 Feb 27;104(4):506-13. doi: 10.1161/CIRCRESAHA.108.191114. Epub 2009 Jan 2. PMID: 19122175.

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13: Kamio K, Sato T, Liu X, Sugiura H, Togo S, Kobayashi T, Kawasaki S, Wang X, Mao L, Ahn Y, Holz O, Magnussen H, Rennard SI. Prostacyclin analogs stimulate VEGF production from human lung fibroblasts in culture. Am J Physiol Lung Cell Mol Physiol. 2008 Jun;294(6):L1226-32. doi: 10.1152/ajplung.00129.2007. Epub 2008 Apr 18. PMID: 18424619.

14: El-Haroun H, Clarke DL, Deacon K, Bradbury D, Clayton A, Sutcliffe A, Knox AJ. IL-1beta, BK, and TGF-beta1 attenuate PGI2-mediated cAMP formation in human pulmonary artery smooth muscle cells by multiple mechanisms involving p38 MAP kinase and PKA. Am J Physiol Lung Cell Mol Physiol. 2008 Mar;294(3):L553-62. doi: 10.1152/ajplung.00044.2006. Epub 2007 Dec 21. PMID: 18156442.

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19: Zhou W, Lu T, Spector AA, Lee HC. Inhibition of PGI2 signaling by miconazole in vascular smooth muscle cells. Prostaglandins Other Lipid Mediat. 2006 Jul;80(1-2):28-34. doi: 10.1016/j.prostaglandins.2006.03.005. Epub 2006 May 11. PMID: 16846784.

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