FR900359

FR900359 is a cyclic depsipeptide that has been found in A. crenata and is an inhibitor of Galphaq, Galpha11, and Galpha14 (IC50s = 13.18, 10.47, and 10 nM, respectively). It is selective for these Galpha subunits over a panel of additional Galpha subunits, including Galphas and Galphai, in bioluminescence resonance energy transfer (BRET) assays at 1 µM. FR900359 (1 µM) induces relaxation of precontracted isolated mouse tail arteries and inhibits platelet aggregation induced by U-46619 (Cay-16450) in washed isolated human platelets cultured with aspirin (Cay-70260) in a concentration-dependent manner. It induces cell cycle arrest at the G1 phase and reduces proliferation and serum-induced migration of B16 melanoma cells. FR900359 (2.5 µg/animal) inhibits airway hyperresponsiveness in a mouse model of house dust mite-induced allergic asthma.Formal Name: (3R)-N-acetyl-3-hydroxy-L-leucyl-(alphaR)-alpha-hydroxybenzenepropanoyl-2,3-didehydro-N-methylalanyl-L-alanyl-N-methyl-L-alanyl-(3R)-3-[[(2S,3R)-3-hydroxy-4-methyl-1-oxo-2-[(1-oxopropyl)amino]pentyl]oxy]-L-leucyl-N,O-dimethyl-L-threonine, (7->1)-lactone. CAS Number: 107530-18-7. Synonyms: UBO-QIC. Molecular Formula: C49H75N7O15. Formula Weight: 1002.2. Purity: >95%. Formulation: (Request formulation change), A solution in acetonitrile. Solubility: Chloroform: soluble. SMILES: CCC(N[C@@H]([C@H](O)C(C)C)C(O[C@@H]([C@@]1([H])C(N([C@@](C(O[C@@H]([C@@H](C(O[C@@H](C(N(C(C(N[C@H](C(N([C@H](C(N1)=O)C)C)=O)C)=O)=C)C)=O)CC2=CC=CC=C2)=O)NC(C)=O)C(C)C)=O)([H])[C@@H](C)OC)C)=O)C(C)C)=O)=O. InChi Code: InChI=1S/C49H75N7O15/c1-17-34(58)52-35(39(59)24(2)3)47(65)70-40(25(4)5)36-46(64)56(15)38(30(11)68-16)49(67)71-41(26(6)7)37(51-31(12)57)48(66)69-33(23-32-21-19-18-20-22-32)45(63)55(14)28(9)42(60)50-27(8)44(62)54(13)29(10)43(61)53-36/h18-22,24-27,29-30,33,35-41,59H,9,17,23H2,1-8,10-16H3,(H,50,60)(H,51,57)(H,52,58)(H,53,61)/t27-,29-,30+,33+,35-,36-,37-,38-,39+,40+,41+/m0/s1. InChi Key: IMXKHFILKMPFGB-ZWYWTTNJSA-N. Origin: Bacteria.