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(+) -15-epi Cloprostenol

CAT: 0931-TYD-02766-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TYD-02766-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
54276-22-1
Target
Prostaglandin Receptor
Related Pathways
Immunology/Inflammation, GPCR/G Protein
Bioactivity
(+) -15-epi Cloprostenol is a synthetic analogue of prostaglandin F2α (PGF2α) and functions as a potent FP receptor agonist. The compound (+) -15-epi Cloprostenol is the 15 (S) or 15β-hydroxy enantiomer of (+) - (+) -15-epi Cloprostenol. Compared to the 15 (R) - (+) -15-epi Cloprostenol, this epimer exhibits significantly lower activity as an FP receptor ligand. However, the specific activity of this isomer remains inadequately studied.
Smiles
C(/C=C\CCCC(O)=O)[C@@H]1[C@@H](/C=C/[C@@H](COC2=CC(Cl)=CC=C2)O)[C@H](O)C[C@@H]1O
Molecular Formula
C22H29ClO6
Molecular Weight
424.92
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

15S-Cloprostenol

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CAS Number54276-22-1
PubChem CID13470393
IUPAC Name(Z)-7-[(1R,2R,3R,5S)-2-[(E,3S)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoic acid
Molecular FormulaC22H29ClO6
Molecular Weight424.9
XLogP2.7
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count11
Heavy Atom Count29
Formal Charge0
Complexity551
SMILES
C1[C@@H]([C@@H]([C@H]([C@@H]1O)/C=C/[C@@H](COC2=CC(=CC=C2)Cl)O)C/C=C\CCCC(=O)O)O
InChI
InChI=1S/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/b3-1-,11-10+/t16-,18+,19+,20-,21+/m0/s1
InChIKey
VJGGHXVGBSZVMZ-HBWANGNJSA-N
Chemical Structure
2D Structure
2D structure of 15S-Cloprostenol
CAS: 54276-22-1
CID: 13470393
Formula: C22H29ClO6
MW: 424.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight424.9
XLogP32.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count11
Exact Mass424.1652663
Monoisotopic Mass424.1652663
Topological Polar Surface Area107 Ų
Heavy Atom Count29
Formal Charge0
Complexity551
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

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