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(R, R) -MK 287

CAT: 0804-HY-117811Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-117811Size:1 Each
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Description
(R, R) -MK 287 (L-680574) is a tetrahydrofuran derivative that potently inhibits the binding of [3H]C18-PAF to human platelets, polymorphonuclear leukocytes (PMNs), and lung membranes with Ki values of 6.1, 3.2, and 5.49 nM, respectively. (R, R) -MK 287 potently and selectively inhibits PAF-induced platelet aggregation (ED50=56 nM) and elastase release from PMNs (ED50=4.4 nM) . (R, R) -MK 287 inhibits PAF-induced lethality in mice (ED50=0.8 mg/kg, po) and PAF-induced bronchospasm in guinea pigs (ED50=0.18 mg/kg) [1].
CAS Number
143490-81-7
Product Name Alternative
L-680574
UNSPSC
12352005
Target
Platelet-activating Factor Receptor (PAFR)
Type
Reference compound
Related Pathways
GPCR/G Protein
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/r-r-mk-287.html
Smiles
CCCOC1=C(C=C([C@@H]2O[C@@H](C3=CC(OC)=C(C(OC)=C3)OC)CC2)C=C1OC)S(CCO)(=O)=O
Molecular Formula
C25H34O9S
Molecular Weight
510.60
References & Citations
[1]Hwang S B, et al. MK 287: a potent, specific, and orally active receptor antagonist of platelet-activating factor[J]. Journal of lipid mediators, 1993, 7 (2) : 115-134.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

L 668750
CAS Number143490-81-7
PubChem CID178717
IUPAC Name2-[3-methoxy-2-propoxy-5-[(2R,5R)-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]phenyl]sulfonylethanol
Molecular FormulaC25H34O9S
Molecular Weight510.6
XLogP2.9
Topological Polar Surface Area118
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count12
Heavy Atom Count35
Formal Charge0
Complexity713
SMILES
CCCOC1=C(C=C(C=C1S(=O)(=O)CCO)[C@H]2CC[C@@H](O2)C3=CC(=C(C(=C3)OC)OC)OC)OC
InChI
InChI=1S/C25H34O9S/c1-6-10-33-25-22(31-4)14-17(15-23(25)35(27,28)11-9-26)19-8-7-18(34-19)16-12-20(29-2)24(32-5)21(13-16)30-3/h12-15,18-19,26H,6-11H2,1-5H3/t18-,19-/m1/s1
InChIKey
WXIDMVGKJBAEFP-RTBURBONSA-N
Chemical Structure
2D Structure
2D structure of L 668750
CAS: 143490-81-7
CID: 178717
Formula: C25H34O9S
MW: 510.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight510.6
XLogP32.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count12
Exact Mass510.19235383
Monoisotopic Mass510.19235383
Topological Polar Surface Area118 Ų
Heavy Atom Count35
Formal Charge0
Complexity713
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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