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53527-28-9
  • names:

    (4aS,4bR,6S,6aS,7R,10aS,10bR,12aS)-7,8-diformyl-1,1,4a,6a,10b-pentamethyl-1,2,3,4,4a,4b,5,6,6a,7,10,10a,10b,11,12,12a-hexadecahydrochrysen-6-yl acetate

  • CAS号:

    53527-28-9

    MDL Number:
  • MF(分子式): C27H40O4 MW(分子量): 428.61
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Scalaradial
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中文别名 (4aS,4bR,6S,6aS,7R,10aS,10bR,12aS)-7,8-diformyl-1,1,4a,6a,10b-pentamethyl-1,2,3,4,4a,4b,5,6,6a,7,10,10a,10b,11,12,12a-hexadecahydrochrysen-6-yl acetate
英文别名 Scalaradial;
CAS号 53527-28-9
Inchi InChI=1S/C27H40O4/c1-17(30)31-23-14-22-25(4)12-7-11-24(2,3)20(25)10-13-26(22,5)21-9-8-18(15-28)19(16-29)27(21,23)6/h8,15-16,19-23H,7,9-14H2,1-6H3/t19-,20-,21-,22+,23-,25-,26-,27+/m0/s1
InchiKey ADWFEADZGIHPDE-QGERINELSA-N
分子式 Formula C27H40O4
分子量 Molecular Weight 428.61
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 Scalaradial(CAS:53527-28-9):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionScalaradial is a marine sesterterpenoid isolated from the sponge Cacospongia mollior with anti-inflammatory effects.
Application1
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[1]Cassiano C, Margarucci L, Esposito R, Riccio R, Tosco A, Casapullo A, Monti MC. In cell scalaradial interactome profiling using a bio-orthogonal clickable probe. Chem Commun (Camb). 2014 Jun 7;50(45):6043-5. doi: 10.1039/c4cc00989d. Epub 2014 Apr 28. PubMed PMID: 24769547.
[2]De Stefano D, Tommonaro G, Malik SA, Iodice C, De Rosa S, Maiuri MC, Carnuccio R. Cacospongionolide and scalaradial, two marine sesterterpenoids as potent apoptosis-inducing factors in human carcinoma cell lines. PLoS One. 2012;7(4):e33031. doi: 10.1371/journal.pone.0033031. Epub 2012 Apr 3. PubMed PMID: 22509253; PubMed Central PMCID: PMC3317917.
[3] Margarucci L, Monti MC, Chini MG, Tosco A, Riccio R, Bifulco G, Casapullo A. The inactivation mechanism of human group IIA phospholipase A(2) by Scalaradial. Chembiochem. 2012 Oct 15;13(15):2259-64. doi: 10.1002/cbic.201200453. Epub 2012 Sep 24. PubMed PMID: 23008213.
[4] Torregrosa G, Pérez-Asensio FJ, Burguete MC, Castelló-Ruiz M, Salom JB, Alborch E. Chronic intracerebroventricular delivery of the secretory phospholipase A2 inhibitor, 12-epi-scalaradial, does not improve outcome after focal cerebral ischemia-reperfusion in rats. Exp Brain Res. 2007 Jan;176(2):248-59. PubMed PMID: 16874515.
[5] Monti MC, Casapullo A, Cavasotto CN, Napolitano A, Riccio R. Scalaradial, a dialdehyde-containing marine metabolite that causes an unexpected noncovalent PLA2 Inactivation. Chembiochem. 2007 Sep 3;8(13):1585-91. PubMed PMID: 17691073.
6: de Carvalho MS, Jacobs RS. Two-step inactivation of bee venom phospholipase A2 by scalaradial. Biochem Pharmacol. 1991 Sep 27;42(8):1621-6. PubMed PMID: 1930288.7: Marshall LA, Winkler JD, Griswold DE, Bolognese B, Roshak A, Sung CM, Webb EF, Jacobs R. Effects of scalaradial, a type II phospholipase A2 inhibitor, on human neutrophil arachidonic acid mobilization and lipid mediator formation. J Pharmacol Exp Ther. 1994 Feb;268(2):709-17. PubMed PMID: 8113982.8: Barnette MS, Rush J, Marshall LA, Foley JJ, Schmidt DB, Sarau HM. Effects of scalaradial, a novel inhibitor of 14 kDa phospholipase A2, on human neutrophil function. Biochem Pharmacol. 1994 Apr 29;47(9):1661-7. PubMed PMID: 8185681.9: Monti MC, Casapullo A, Riccio R, Gomez-Paloma L. The inactivation of phospholipase A2 by scalaradial: a biomimetic study by electrospray mass spectrometry. Rapid Commun Mass Spectrom. 2005;19(3):303-8. PubMed PMID: 15645482.10: Xie Y, Yu Z, Liu L, Guo Y, Lou L. Biphasic regulation of extracellular signal-regulated kinases by scalaradial, a secretory phospholipase A(2) inhibitor. Cancer Biol Ther. 2006 Aug;5(8):988-92. Epub 2006 Aug 3. PubMed PMID: 16760675.1
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