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Cloprostenol isopropyl ester

CAT: 0804-HY-100571-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-100571-01Size:1 mg
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Description
Cloprostenol isopropyl ester, a prostaglandin F2α analogs, is the intermediate of (+) -Cloprostenol. Cloprostenol isopropyl ester is a FP receptor agonist with a Ki value of 28 nM[1][2].
CAS Number
157283-66-4
UNSPSC
12352005
Hazard Statement
H302
Target
Prostaglandin Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Endocrinology
Assay Protocol
https://www.medchemexpress.com/cloprostenol-isopropyl-ester.html
Solubility
10 mM in DMSO
Smiles
ClC1=CC=CC(OC[C@H](O)/C=C/[C@@H]2[C@H]([C@H](C[C@H]2O)O)C/C=C\CCCC(OC(C)C)=O)=C1
Molecular Formula
C25H35ClO6
Molecular Weight
466.99
Precautions
P264-P270-P330-P501
References & Citations
[1]Sava A, et, al. Electron microscopic aspects of the effects of certain prostaglandin analogs on mouse testes. Rom J Morphol Embryol. 2015;56 (2 Suppl) :771-5.|[2]Hellberg MR, et, al. Identification and characterization of the ocular hypotensive efficacy of travoprost, a potent and selective FP prostaglandin receptor agonist, and AL-6598, a DP prostaglandin receptor agonist. Surv Ophthalmol. 2002 Aug;47 Suppl 1:S13-33.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
FP

Chemical Information

Isopropyl Cloprostenate
CAS Number157283-66-4
PubChem CID59938277
IUPAC Namepropan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(E,3R)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoate
Molecular FormulaC25H35ClO6
Molecular Weight467.0
XLogP3.8
Topological Polar Surface Area96.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count13
Heavy Atom Count32
Formal Charge0
Complexity607
SMILES
CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](COC2=CC(=CC=C2)Cl)O)O)O
InChI
InChI=1S/C25H35ClO6/c1-17(2)32-25(30)11-6-4-3-5-10-21-22(24(29)15-23(21)28)13-12-19(27)16-31-20-9-7-8-18(26)14-20/h3,5,7-9,12-14,17,19,21-24,27-29H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1
InChIKey
OCNSAYQJDKJOLH-AHTXBMBWSA-N
Chemical Structure
2D Structure
2D structure of Isopropyl Cloprostenate
CAS: 157283-66-4
CID: 59938277
Formula: C25H35ClO6
MW: 467.0
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight467.0
XLogP33.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count13
Exact Mass466.2122165
Monoisotopic Mass466.2122165
Topological Polar Surface Area96.2 Ų
Heavy Atom Count32
Formal Charge0
Complexity607
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes