MedKoo Cat#: 412292 | Name: Carboprostacyclin

Description:

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

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

Chemical Structure

Carboprostacyclin
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 currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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
More Info

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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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. 12: Lymboussaki A, Gemelli C, Testa A, Facchini G, Ferrari F, Mavilio F, Grande A. PPARdelta is a ligand-dependent negative regulator of vitamin D3-induced monocyte differentiation. Carcinogenesis. 2009 Feb;30(2):230-7. doi: 10.1093/carcin/bgn272. Epub 2008 Dec 4. PMID: 19056929. 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. 15: Stitham J, Arehart E, Gleim SR, Li N, Douville K, Hwa J. New insights into human prostacyclin receptor structure and function through natural and synthetic mutations of transmembrane charged residues. 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