Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

C3305

Sigma-Aldrich

Carbacyclin

≥90% (HPLC)

Synonym(s):

6a-Carba-prostaglandin I2, Carbocyclic PGI2

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C21H34O4
CAS Number:
69552-46-1
Molecular Weight:
350.49
MDL number:
MFCD00210824
UNSPSC Code:
12352211
PubChem Substance ID:
24892602
Pricing and availability is not currently available.

Assay

≥90% (HPLC)

storage temp.

−20°C

SMILES string

[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)CCCCC)[C@@]1([H])CC(\C2)=C\CCCC(O)=O

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

InChI key

XZFRIPGNUQRGPI-WBQKLGIQSA-N

Gene Information

human ... PPARA(5465) , PPARD(5467) , PPARG(5468)

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
108K1386
120M1748
056K1562
036K1444
104H0870

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

M J Mason et al.
The Journal of physiology, 533(Pt 1), 175-183 (2001-05-15)
Using simultaneous whole-cell patch-clamp and fluorescence measurements of [Ca2+]i in rat megakaryocytes we have investigated the requirement for functional inositol 1,4,5-trisphosphate (IP3) receptors in Ca2+ release induced by membrane depolarization during agonist stimulation. Voltage-dependent Ca2+ release was observed during application
K Noguchi et al.
Oral microbiology and immunology, 15(5), 299-304 (2001-01-12)
In the present study, we examined whether prostaglandin (PG) E2 and PGI2 regulated intercellular adhesion molecule-1 (ICAM-1) expression in human oral gingival epithelial cells stimulated with tumor necrosis factor alpha (TNF alpha). TNF alpha potently induced ICAM-1 expression in a
Tadashi Kuroda et al.
Journal of molecular and cellular cardiology, 43(1), 54-62 (2007-06-02)
Prostacyclin (PGI2) and its analogues exert cardioprotective effects via the rhodopsin type membrane PGI2 receptor, IP. Peroxisome proliferator-activated receptor (PPAR) delta is a nuclear receptor abundantly expressed in cardiomyocytes and plays a pivotal role in maintaining constitutive mitochondrial fatty acid
Mikhail Kim et al.
The Journal of organic chemistry, 71(12), 4642-4650 (2006-06-06)
A fully stereocontrolled synthesis of 3-oxacarbacyclin (3) and a formal synthesis of carbacyclin (2) are described. The syntheses are based on the conjugate addition-azoalkene-asymmetric olefination strategy. Its key features are (1) the stereoselective establishment of the complete omega-side chain of
K B Chow et al.
British journal of pharmacology, 134(7), 1375-1384 (2001-11-29)
1. Chinese hamster ovary (CHO) cells were transiently transfected with the mouse prostacyclin (mIP) receptor to examine IP agonist-mediated stimulation of [(3)H]-cyclic AMP and [(3)H]-inositol phosphate production. 2. The prostacyclin analogues, cicaprost, iloprost, carbacyclin and prostaglandin E(1), stimulated adenylyl cyclase
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service