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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 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

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Certificates of Analysis (COA)

Lot/Batch Number
108K1386
120M1748
056K1562
036K1444
108H1220

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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
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
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
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
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
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