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MedKoo Cat#: 596604 | Name: L 658758

Description:

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

L 658758 is a Serine Proteinase Inhibitor.

Chemical Structure

L 658758
L 658758
CAS#116507-04-1

Theoretical Analysis

MedKoo Cat#: 596604

Name: L 658758

CAS#: 116507-04-1

Chemical Formula: C16H20N2O9S

Exact Mass: 416.0890

Molecular Weight: 416.40

Elemental Analysis: C, 46.15; H, 4.84; N, 6.73; O, 34.58; S, 7.70

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
L 658758; L-658758; L658758; L-658,758; L 658,758; L658,758;
IUPAC/Chemical Name
((6R,7S)-3-(acetoxymethyl)-7-methoxy-5,5-dioxido-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyl)-L-proline
InChi Key
SMZXYXKZTNLAKY-ITDIGPHOSA-N
InChi Code
InChI=1S/C16H20N2O9S/c1-8(19)27-6-9-7-28(24,25)15-12(26-2)14(21)18(15)11(9)13(20)17-5-3-4-10(17)16(22)23/h10,12,15H,3-7H2,1-2H3,(H,22,23)/t10-,12-,15+/m0/s1
SMILES Code
O=C(O)[C@H]1N(C(C(N2C3=O)=C(COC(C)=O)CS([C@]2([H])[C@H]3OC)(=O)=O)=O)CCC1
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

Preparing Stock Solutions

The following data is based on the product molecular weight 416.40 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
1: Kawai M, Harada N, Takeyama H, Okajima K. Neutrophil elastase contributes to the development of ischemia/reperfusion-induced liver injury by decreasing the production of insulin-like growth factor-I in rats. Transl Res. 2010 Jun;155(6):294-304. doi: 10.1016/j.trsl.2010.02.003. Epub 2010 Mar 19. PubMed PMID: 20478544. 2: Harada N, Okajima K, Isobe H. Role of neutrophil elastase in development of pulmonary vascular injury and septic shock in rats. Shock. 2008 Oct;30(4):379-87. doi: 10.1097/SHK.0b013e3181673e2c. Erratum in: Shock. 2012 Oct;38(4):446. PubMed PMID: 18323746. 3: Okajima K, Harada N, Uchiba M, Mori M. Neutrophil elastase contributes to the development of ischemia-reperfusion-induced liver injury by decreasing endothelial production of prostacyclin in rats. Am J Physiol Gastrointest Liver Physiol. 2004 Dec;287(6):G1116-23. Epub 2004 Jul 8. PubMed PMID: 15246960. 4: Liu W, Okajima K, Murakami K, Harada N, Isobe H, Irie T. Role of neutrophil elastase in stress-induced gastric mucosal injury in rats. J Lab Clin Med. 1998 Nov;132(5):432-9. PubMed PMID: 9823937. 5: Carden D, Xiao F, Moak C, Willis BH, Robinson-Jackson S, Alexander S. Neutrophil elastase promotes lung microvascular injury and proteolysis of endothelial cadherins. Am J Physiol. 1998 Aug;275(2 Pt 2):H385-92. PubMed PMID: 9683424. 6: Taoka Y, Okajima K, Murakami K, Johno M, Naruo M. Role of neutrophil elastase in compression-induced spinal cord injury in rats. Brain Res. 1998 Jul 20;799(2):264-9. Erratum in: Brain Res. 2011 Aug 23;1408:98. PubMed PMID: 9675307. 7: Rees DD, Brain JD, Wohl ME, Humes JL, Mumford RA. Inhibition of neutrophil elastase in CF sputum by L-658,758. J Pharmacol Exp Ther. 1997 Dec;283(3):1201-6. PubMed PMID: 9399994. 8: Murakami K, Okajima K, Uchiba M, Harada N, Liu W, Okabe H, Takatsuki K. Role of granulocyte elastase in indomethacin-induced gastric mucosal lesion formation in rats. J Lab Clin Med. 1997 Sep;130(3):307-13. PubMed PMID: 9341991. 9: Carden DL, Korthuis RJ. Protease inhibition attenuates microvascular dysfunction in postischemic skeletal muscle. Am J Physiol. 1996 Nov;271(5 Pt 2):H1947-52. PubMed PMID: 8945913. 10: Fletcher DS, Osinga DG, Keenan K, Bonney RJ, Doherty JB, Finke PE, Shah SK, Davies P. An inhibitor of leukocyte elastase prevents immune complex-mediated hemorrhage in the rat lung. J Pharmacol Exp Ther. 1995 Jul;274(1):548-54. PubMed PMID: 7616444. 11: Yoshida N, Cepinskas G, Granger DN, Anderson DC, Wolf RE, Kvietys PR. Aspirin-induced, neutrophil-mediated injury to vascular endothelium. Inflammation. 1995 Jun;19(3):297-312. PubMed PMID: 7628860. 12: Pacholok SG, Davies P, Dorn C, Finke P, Hanlon WA, Mumford RA, Humes JL. Formation of polymorphonuclear leukocyte elastase: alpha 1 proteinase inhibitor complex and A alpha (1-21) fibrinopeptide in human blood stimulated with the calcium ionophore A23187. A model to characterize inhibitors of polymorphonuclear leukocyte elastase. Biochem Pharmacol. 1995 May 17;49(10):1513-20. PubMed PMID: 7763294. 13: Bienvenu K, Harris N, Granger DN. Modulation of leukocyte migration in mesenteric interstitium. Am J Physiol. 1994 Oct;267(4 Pt 2):H1573-7. PubMed PMID: 7943404. 14: Donovan KL, Davies M, Coles GA, Williams JD. Relative roles of elastase and reactive oxygen species in the degradation of human glomerular basement membrane by intact human neutrophils. Kidney Int. 1994 Jun;45(6):1555-61. PubMed PMID: 7933803. 15: Woodman RC, Reinhardt PH, Kanwar S, Johnston FL, Kubes P. Effects of human neutrophil elastase (HNE) on neutrophil function in vitro and in inflamed microvessels. Blood. 1993 Oct 1;82(7):2188-95. PubMed PMID: 8400269. 16: Kubes P, Smith R, Grisham MD, Granger DN. Neutrophil-mediated proteolysis. Differential roles for cathepsin G and elastase. Inflammation. 1993 Jun;17(3):321-32. PubMed PMID: 8330930. 17: Finke PE, Shah SK, Ashe BM, Ball RG, Blacklock TJ, Bonney RJ, Brause KA, Chandler GO, Cotton M, Davies P, et al. Inhibition of human leukocyte elastase. 4. Selection of a substituted cephalosporin (L-658,758) as a topical aerosol. J Med Chem. 1992 Oct 16;35(21):3731-44. PubMed PMID: 1433188. 18: Stolk J, Rudolphus A, Davies P, Osinga D, Dijkman JH, Agarwal L, Keenan KP, Fletcher D, Kramps JA. Induction of emphysema and bronchial mucus cell hyperplasia by intratracheal instillation of lipopolysaccharide in the hamster. J Pathol. 1992 Jul;167(3):349-56. PubMed PMID: 1517904. 19: Knight WB, Maycock AL, Green BG, Ashe BM, Gale P, Weston H, Finke PE, Hagmann WK, Shah SK, Doherty JB. Mechanism of inhibition of human leukocyte elastase by two cephalosporin derivatives. Biochemistry. 1992 Jun 2;31(21):4980-6. PubMed PMID: 1599924. 20: Rosengren S, Arfors KE. Polycations induce microvascular leakage of macromolecules in hamster cheek pouch. Inflammation. 1991 Jun;15(3):159-72. PubMed PMID: 1937692.