L659989

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 532063

CAS#: 113787-28-3

Description: L659989 is a PAF receptor antagonist.


Chemical Structure

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L659989
CAS# 113787-28-3

Theoretical Analysis

MedKoo Cat#: 532063
Name: L659989
CAS#: 113787-28-3
Chemical Formula: C24H32O8S
Exact Mass: 480.18
Molecular Weight: 480.572
Elemental Analysis: C, 59.98; H, 6.71; O, 26.63; S, 6.67

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: L659989; L 659989; L-659989.

IUPAC/Chemical Name: (2S,5S)-2-(3-methoxy-5-methylsulfonyl-4-propoxyphenyl)-5-(3,4,5-trimethoxyphenyl)oxolane

InChi Key: NZWPFJNQOZFEDT-ROUUACIJSA-N

InChi Code: InChI=1S/C24H32O8S/c1-7-10-31-24-21(29-4)13-16(14-22(24)33(6,25)26)18-9-8-17(32-18)15-11-19(27-2)23(30-5)20(12-15)28-3/h11-14,17-18H,7-10H2,1-6H3/t17-,18-/m0/s1

SMILES Code: COC1=C(OC)C(OC)=CC([C@@H]2CC[C@@H](C3=CC(S(=O)(C)=O)=C(OCCC)C(OC)=C3)O2)=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: L659989 is a PAF receptor antagonist.
In vitro activity: At concentrations of 30 micrograms/ml, L-659,989 inhibited basal and agonist-stimulated phospholipase D activity by about 55% and 70-100% respectively, through a mechanism that may involve the generation of intracellular ceramides. Furthermore, L-659,989 directly inhibited the activity of bacterial PLD in vitro. Reference: Biochim Biophys Acta. 1999 May 18;1438(2):247-52. https://pubmed.ncbi.nlm.nih.gov/10320807/
In vivo activity: The specific platelet-activating factor receptor antagonist L-659,989 is beneficial to the survival of both pig muscle and skin flap components, a single, prereperfusion local dose of this lipophilic drug remains concentrated within the flap during the early inflammatory phase of reperfusion, and during reperfusion, platelet-activating factor antagonism is able to directly or indirectly diminish the accumulation of acute inflammatory cells in musculocutaneous flaps. Reference: Plast Reconstr Surg. 1997 Jun;99(7):1989-99; discussion 2000-1. https://pubmed.ncbi.nlm.nih.gov/9180723/

Preparing Stock Solutions

The following data is based on the product molecular weight 480.57 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Gómez-Muñoz A, O'Brien L, Steinbrecher UP. The platelet-activating factor receptor antagonist L-659,989 inhibits phospholipase D activity. Biochim Biophys Acta. 1999 May 18;1438(2):247-52. doi: 10.1016/s1388-1981(99)00056-6. PMID: 10320807. 2. Parker AL, Likar LL, Dawicki DD, Rounds S. Mechanism of ATP-induced leukocyte adherence to cultured pulmonary artery endothelial cells. Am J Physiol. 1996 May;270(5 Pt 1):L695-703. doi: 10.1152/ajplung.1996.270.5.L695. PMID: 8967502. 3. Stotland MA, Kerrigan CL. The role of platelet-activating factor in musculocutaneous flap reperfusion injury. Plast Reconstr Surg. 1997 Jun;99(7):1989-99; discussion 2000-1. doi: 10.1097/00006534-199706000-00026. PMID: 9180723. 4. Herbertson MJ, Werner HA, Walley KR. Platelet-activating factor antagonism improves ventricular contractility in endotoxemia. Crit Care Med. 1997 Feb;25(2):221-6. doi: 10.1097/00003246-199702000-00004. PMID: 9034254.
In vitro protocol: 1. Gómez-Muñoz A, O'Brien L, Steinbrecher UP. The platelet-activating factor receptor antagonist L-659,989 inhibits phospholipase D activity. Biochim Biophys Acta. 1999 May 18;1438(2):247-52. doi: 10.1016/s1388-1981(99)00056-6. PMID: 10320807. 2. Parker AL, Likar LL, Dawicki DD, Rounds S. Mechanism of ATP-induced leukocyte adherence to cultured pulmonary artery endothelial cells. Am J Physiol. 1996 May;270(5 Pt 1):L695-703. doi: 10.1152/ajplung.1996.270.5.L695. PMID: 8967502.
In vivo protocol: 1. Stotland MA, Kerrigan CL. The role of platelet-activating factor in musculocutaneous flap reperfusion injury. Plast Reconstr Surg. 1997 Jun;99(7):1989-99; discussion 2000-1. doi: 10.1097/00006534-199706000-00026. PMID: 9180723. 2. Herbertson MJ, Werner HA, Walley KR. Platelet-activating factor antagonism improves ventricular contractility in endotoxemia. Crit Care Med. 1997 Feb;25(2):221-6. doi: 10.1097/00003246-199702000-00004. PMID: 9034254.

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1: Chen J, Giris N. Species differences in PAF receptor binding in the lungs between hamster and guinea pig. J Lipid Mediat Cell Signal. 1997 Jun;16(2):63-74. PubMed PMID: 9172049.

2: Lin Y, Jamieson D. Are leukotrienes or PAF involved in hyperbaric oxygen toxicity? Agents Actions. 1993 Jan;38(1-2):66-75. PubMed PMID: 8386902.

3: Lefkowith JB, Morrison A, Lee V, Rogers M. Manipulation of the acute inflammatory response by dietary polyunsaturated fatty acid modulation. J Immunol. 1990 Sep 1;145(5):1523-9. PubMed PMID: 2166763.