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154566-05-9-SB-201076 SB-201076

SB-201076

For research use only. Not for therapeutic Use.

  • CAT Number: I036046
  • CAS Number: 154566-05-9
  • Molecular Formula: C18H24Cl2O6
  • Molecular Weight: 407.284
  • Purity: 98%
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Related Small Molecules: Azido-PEG3-alcohol     Boc-NH-PEG11-NH2     CI-1044    

SB-201076 is a potent ATP citrate-lyase inhibitor. SB-204990 is the prodrug of SB-201076.


Catalog Number I036046
CAS Number 154566-05-9
Synonyms

SB-201076; SB 201076; SB201076;

Molecular Formula C18H24Cl2O6
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name (S)-(3R*,5S*)-3-Carboxy-11-(2,4-dichlorophenyl)-3,5-dihydroxyundecanoic Acid
InChI InChI=1S/C18H24Cl2O6/c19-13-8-7-12(15(20)9-13)5-3-1-2-4-6-14(21)10-18(26,17(24)25)11-16(22)23/h7-9,14,21,26H,1-6,10-11H2,(H,22,23)(H,24,25)/t14-,18+/m1/s1
InChIKey NPZOIISFQXTCQN-KDOFPFPSSA-N
SMILES O=C(O)C[C@](O)(C(O)=O)C[C@H](O)CCCCCCC1=CC=C(Cl)C=C1Cl
Reference

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6: Chu KY, Lin Y, Hendel A, Kulpa JE, Brownsey RW, Johnson JD. ATP-citrate lyase reduction mediates palmitate-induced apoptosis in pancreatic beta cells. J Biol Chem. 2010 Oct 15;285(42):32606-15. doi: 10.1074/jbc.M110.157172. Epub 2010 Aug 7. PMID: 20693577; PMCID: PMC2952263.
7: Yang L, Wang DX, Zheng QY, Pan J, Huang ZT, Wang MX. Highly efficient and concise synthesis of both antipodes of SB204900, clausenamide, neoclausenamide, homoclausenamide and zeta-clausenamide. Implication of biosynthetic pathways of Clausena alkaloids. Org Biomol Chem. 2009 Jun 21;7(12):2628-34. doi: 10.1039/b901965k. Epub 2009 May 5. PMID: 19503939.
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9: Hatzivassiliou G, Zhao F, Bauer DE, Andreadis C, Shaw AN, Dhanak D, Hingorani SR, Tuveson DA, Thompson CB. ATP citrate lyase inhibition can suppress tumor cell growth. Cancer Cell. 2005 Oct;8(4):311-21. doi: 10.1016/j.ccr.2005.09.008. PMID: 16226706.
10: Michno A, Skibowska A, Raszeja-Specht A, Cwikowska J, Szutowicz A. The role of adenosine triphosphate citrate lyase in the metabolism of acetyl coenzyme a and function of blood platelets in diabetes mellitus. Metabolism. 2004 Jan;53(1):66-72. doi: 10.1016/j.metabol.2003.07.012. PMID: 14681844.
11: Pearce NJ, Yates JW, Berkhout TA, Jackson B, Tew D, Boyd H, Camilleri P, Sweeney P, Gribble AD, Shaw A, Groot PH. The role of ATP citrate-lyase in the metabolic regulation of plasma lipids. Hypolipidaemic effects of SB-204990, a lactone prodrug of the potent ATP citrate-lyase inhibitor SB-201076. Biochem J. 1998 Aug 15;334 ( Pt 1)(Pt 1):113-9. doi: 10.1042/bj3340113. PMID: 9693110; PMCID: PMC1219669.
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