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S- (+) -Ketoprofen

CAT: 0804-HY-B2137-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B2137-01Size:100 mg
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Description
S- (+) -Ketoprofen is a potent inhibitor of both COX-1 and COX-2 with IC50s of 1.9 and 27 nM, respectively.
CAS Number
22161-81-5
Product Name Alternative
(S) -Ketoprofen; Dexketoprofen
UNSPSC
12352005
Hazard Statement
H301, H315, H319, H335, H400
Target
COX
Type
Reference compound
Related Pathways
Immunology/Inflammation
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/S-__addition__-Ketoprofen.html
Purity
99.93
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1=CC=CC([C@@H](C(O)=O)C)=C1)C2=CC=CC=C2
Molecular Formula
C16H14O3
Molecular Weight
254.28
Precautions
H301, H315, H319, H335, H400
References & Citations
[1]Palomer A, et al. Modeling cyclooxygenase inhibition. Implication of active site hydration on the selectivity ofketoprofen analogues. J Med Chem. 2000 Jun 1;43 (11) :2280-4.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
COX-1; COX-2

Chemical Information

Dexketoprofen

Dexketoprofen is a monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, a cyclooxygenase 2 inhibitor and a cyclooxygenase 1 inhibitor. It is a member of benzophenones and a monocarboxylic acid. It is functionally related to a (S)-hydratropic acid.

CAS Number22161-81-5
PubChem CID667550
IUPAC Name(2S)-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-/m0/s1
InChIKey
DKYWVDODHFEZIM-NSHDSACASA-N
Chemical Structure
2D Structure
2D structure of Dexketoprofen
CAS: 22161-81-5
CID: 667550
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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