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C3305

Sigma-Aldrich

Carbacyclin

≥90% (HPLC)

Synonym(s):

6a-Carba-prostaglandin I2, Carbocyclic PGI2

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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

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

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Charlotte C Jouvene et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(12), 13794-13807 (2019-10-08)
Resolution of inflammation is an active process regulated by specialized proresolving mediators where we identified 3 new pathways producing allylic epoxide-derived mediators that stimulate regeneration [i.e., peptido-conjugates in tissue regeneration (CTRs)]. Here, using self-limited Escherichia coli peritonitis in mice, we
R A Gupta et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(24), 13275-13280 (2000-11-23)
There is evidence from both genetic and pharmacologic studies to suggest that the cyclooxygenase-2 (COX-2) enzyme plays a causal role in the development of colorectal cancer. However, little is known about the identity or role of the eicosanoid receptor pathways
Chuan-Ming Hao et al.
The Journal of biological chemistry, 277(24), 21341-21345 (2002-04-03)
COX2-selective non-steroidal anti-inflammatory drugs (NSAIDs) cause selective apoptosis of renal medullary interstitial cells (RMIC) in vivo and reduce their ability to tolerate hypertonic stress in vitro. To determine the mechanism by which COX2 activity promotes RMIC viability, we examined the
M J Kim et al.
Molecular genetics and metabolism, 74(3), 362-369 (2001-11-16)
We have found that sebaceous epithelial cell (sebocyte) differentiation is induced by cognate ligand-agonists of either peroxisome proliferator-activated receptors (PPARs) or retinoid X receptors (RXRs). In this study, we tested the hypothesis that PPAR-RXR cooperation is used in sebocytes as
A C Maurin et al.
Calcified tissue international, 76(5), 385-392 (2005-05-04)
As previously reported, the age-related association between bone loss and increased marrow adipose volume may involve inhibitory effects of polyunsaturated fatty acids (PUFAs) potentially released by medullary adipocytes on osteoblastic proliferation and cell cycle progression. Because PUFAs have been reported
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