has role macrolide toxin oxabicycloalkane thiazolidinone cyclic hemiketal latrunculin A LAT-A CHEBI:43626 InChI=1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1 chebi_ontology NSC 613011 Reaxys:4239363 PMID:9250716 PMID:22492972 0 A bicyclic macrolide natural product consisting of a 16-membered bicyclic lactone attached to the rare 2-thiazolidinone moiety. It is obtained from the Red Sea sponge Latrunculia magnifica and from the Fiji Islands sponge Cacospongia mycofijiensis. Latrunculin A inhibits actin polymerisation, microfilament organsation and microfilament-mediated processes. LATRUNCULIN A DDVBPZROPPMBLW-IZGXTMSKSA-N LatA PMID:3200109 (4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one PMID:20677927 CHEBI:69136 PMID:22498812 (+)-latrunculin A (4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one PMID:17897856 [H][C@]1(CSC(=O)N1)[C@@]1(O)C[C@H]2C[C@@H](CC[C@H](C)\C=C/C=C/CC\C(C)=C/C(=O)O2)O1 C22H31NO5S CAS:76343-93-6 421.55000 421.19229 PDBeChem:LAR PMID:3556584 PMID:12087066 PMID:19528469 PMID:10859320 actin polymerisation inhibitor