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(R) -Ketoprofen

CAT: 0804-HY-W322573-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W322573-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
(R) -Ketoprofen is an orally active nonsteroidal anti-inflammatory drug (NSAID) with analgesic properties. (R) -Ketoprofen does not significantly amplify the increase of inflammatory cytokines (such as tumor necrosis factor (TNF) and interleukin-1 (IL-1) ) induced by LPS, but it can inhibit the anti-inflammatory activity of (S) -Ketoprofen[1][2].
CAS Number
56105-81-8
UNSPSC
12352005
Hazard Statement
H302
Target
COX
Type
Reference compound
Related Pathways
Immunology/Inflammation
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/r-ketoprofen.html
Purity
95.0
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
C[C@H](C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O
Molecular Formula
C16H14O3
Molecular Weight
254.28
Precautions
H302
References & Citations
[1]Estrada-Valenzuela D, et al. Lipase Assisted (S) -Ketoprofen Resolution from Commercially Available Racemic Mixture. Pharmaceuticals (Basel) . 2021 Sep 29;14 (10) :996. |[2]Ghezzi P, et al. Differential contribution of R and SIsomers in ketoprofen anti-inflammatory activity: role of cytokine modulation[J]. Journal of Pharmacology and Experimental Therapeutics, 1998, 287 (3) : 969-974.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Ketoprofen, (R)-
CAS Number56105-81-8
PubChem CID180540
IUPAC Name(2R)-2-(3-benzoylphenyl)propanoic acid
Molecular FormulaC16H14O3
Molecular Weight254.28
XLogP3.1
Topological Polar Surface Area54.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count19
Formal Charge0
Complexity331
SMILES
C[C@H](C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O
InChI
InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/m1/s1
InChIKey
DKYWVDODHFEZIM-LLVKDONJSA-N
Chemical Structure
2D Structure
2D structure of Ketoprofen, (R)-
CAS: 56105-81-8
CID: 180540
Formula: C16H14O3
MW: 254.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight254.28
XLogP33.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass254.094294304
Monoisotopic Mass254.094294304
Topological Polar Surface Area54.4 Ų
Heavy Atom Count19
Formal Charge0
Complexity331
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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