leptomycin leptomycin leptomycins are secondary metabolites produced by streptomyces spp. leptomycin b names preferred iupac name (2e,5s,6r,7s,9r,10e,12e,15r,16z,18e)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19--8-oxononadeca-2,10,12,16,18-pentaenoic acid identifiers cas number 87081-35-4 y 3d model (jsmol) interactive image chemspider 21106330 y echa infocard 100.125.530 pubchem cid 6917907 unii y031i2n1eo y comptox dashboard (epa) dtxsid9036698 inchi inchi=1s/c33h48o6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38h,9,12,18h2,1-8h3,(h,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19+/t22-,24+,25-,26+,27-,29+,33-/m1/s1 ykey: yachgfweqxfsbs-rjxcbbhpsa-n yinchi=1/c33h48o6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38h,9,12,18h2,1-8h3,(h,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19+/t22-,24+,25-,26+,27-,29+,33-/m1/s1key: yachgfweqxfsbs-rjxcbbhpbe smiles oc(=o)\c=c(/c)c(c)(o)(c)c(=o)(c)/c=c(\c)/c=c/c(c)\c=c(/cc)\c=c\1oc(=o)/c=c\1c properties chemical formula c33h48o6 molar mass 540.741 g·mol−1 density 1.072 g/ml except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). y verify (what is yn ?) infobox references leptomycin b (lmb) was originally discovered as a potent antifungal compound. leptomycin b was found to cause cell elongation of the fission yeast schizosaccharomyces pombe. since then this elongation effect has been used for the bioassay of leptomycin. however, recent data shows that leptomycin causes g1 cell cycle arrest in mammalian cells and is a potent anti-tumor agent against murine experimental tumors in combination therapy. leptomycin b has been shown to be a potent and specific nuclear export inhibitor in human and the fission yeast s. pombe. leptomycin b alkylates and inhibits crm1 (chromosomal region maintenance)/exportin 1 (xpo1), a protein required for nuclear export of proteins containing a nuclear export sequence (nes), by glycosylating a cysteine residue (cysteine 529 in s. pombe). in addition to antifungal and antibacterial activities, leptomycin b blocks the cell cycle and is a potent anti-tumor agent. at low nm concentrations, leptomycin b blocks the nuclear export of many proteins including hiv-1 rev, mapk/erk, and nf-κb/iκb, and it inhibits the inactivation of p53. leptomycin b also inhibits the export and translation of many rnas, including cox-2 and c-fos mrnas, by inhibiting export of ribonucleoproteins. leptomycin a (lpa) was discovered together with lmb. lmb is twice as potent as lpa.