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Cicaprost

CAT: 0804-HY-19583Size: InquireDry Ice: NoHazardous: No
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CAS Number
94079-80-8
UNSPSC Description
Cicaprost (ZK 96480) is a prostacyclin receptor (IP) agonist. Cicaprost causes a concentration-dependent relaxation of the artery with an EC50 of 5.8 nM [1].
Target Antigen
Prostaglandin Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein
Applications
Cancer-programmed cell death
Field of Research
Cancer; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/cicaprost.html
Solubility
10 mM in DMSO
Smiles
CCC#CC[C@H](C)[C@H](O)C#C[C@@H]1[C@]2([H])[C@@](C[C@H]1O)([H])C/C(C2)=C\COCC(O)=O
Molecular Weight
374.47
References & Citations
[1]Nicole Ferko, et al. NO synergism with cicaprost in the canine pulmonary artery. BioPharm Journal ONLINE 2:2 (1998).|[2]Lucie H Clapp, et al. Differential effects of stable prostacyclin analogs on smooth muscle proliferation and cyclic AMP generation in human pulmonary artery. Am J Respir Cell Mol Biol. 2002 Feb;26(2):194-201.|[3]Kevin B S Chow, et al. Protein kinase A-dependent coupling of mouse prostacyclin receptors to Gi is cell-type dependent. Eur J Pharmacol. 2003 Aug 1;474(1):7-13.|[4]T Murata, et al. Altered pain perception and inflammatory response in mice lacking prostacyclin receptor. Nature. 1997 Aug 14;388(6643):678-82.
Shipping Conditions
Room temperature
Clinical Information
Launched

Chemical Information

Cicaprost

Cicaprost is a monoterpenoid.

CAS Number94079-80-8
PubChem CID5311044
IUPAC Name2-[(2E)-2-[(3aS,4S,5R,6aS)-5-hydroxy-4-[(3S,4S)-3-hydroxy-4-methylnona-1,6-diynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]ethoxy]acetic acid
Molecular FormulaC22H30O5
Molecular Weight374.5
XLogP2.1
Topological Polar Surface Area87
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count27
Formal Charge0
Complexity682
SMILES
CCC#CC[C@H](C)[C@@H](C#C[C@H]1[C@@H](C[C@H]2[C@@H]1C/C(=C/COCC(=O)O)/C2)O)O
InChI
InChI=1S/C22H30O5/c1-3-4-5-6-15(2)20(23)8-7-18-19-12-16(9-10-27-14-22(25)26)11-17(19)13-21(18)24/h9,15,17-21,23-24H,3,6,10-14H2,1-2H3,(H,25,26)/b16-9+/t15-,17-,18+,19-,20+,21+/m0/s1
InChIKey
ARUGKOZUKWAXDS-SEWALLKFSA-N
Chemical Structure
2D Structure
2D structure of Cicaprost
CAS: 94079-80-8
CID: 5311044
Formula: C22H30O5
MW: 374.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight374.5
XLogP32.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass374.20932405
Monoisotopic Mass374.20932405
Topological Polar Surface Area87 Ų
Heavy Atom Count27
Formal Charge0
Complexity682
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
T61526-01Cicaprost

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