Karmitoxin

{{Use dmy dates|date=October 2024}}

{{Chembox

| ImageFile = Karmitoxin.svg

| ImageSize = 300px

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| IUPACName =(2E,4E,8E,22E,26S,27R,28S,29R,33R,34R,35R)-1-amino-36-((2R,3S,4R,5S,6R)-6-((5R,6R)-6-((2S,4S,5S,6S)-6-((1R,2R,3E,15E)-1,2-dihydroxyoctadeca-3,15,17-trien-1-yl)-4,5-dihydroxytetrahydro-2H-pyran-2-yl)-1,5,6-trihydroxy-4-methylenehexyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-6,12,16,20,24,27,28,29,34,35-decahydroxy-26,33-dimethylhexatriaconta-2,4,8,22-tetraen-14-one

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| Section1={{Chembox Identifiers

| CASNo =

| StdInChI=1S/C73H127NO23/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-23-36-56(82)66(90)73-67(91)59(85)45-60(97-73)68(92)63(87)47(3)38-39-57(83)72-71(95)70(94)69(93)61(96-72)44-58(84)62(86)46(2)28-25-37-55(81)65(89)64(88)48(4)41-51(77)34-26-32-50(76)33-27-35-53(79)43-54(80)42-52(78)31-21-18-20-29-49(75)30-22-19-24-40-74/h5-7,18-20,22-24,26,30,34,36,46,48-53,55-73,75-79,81-95H,1,3,8-17,21,25,27-29,31-33,35,37-45,74H2,2,4H3/b7-6+,20-18+,24-19+,30-22+,34-26+,36-23+/t46-,48+,49?,50?,51?,52?,53?,55-,56-,57?,58-,59+,60+,61-,62-,63-,64-,65+,66-,67+,68+,69-,70-,71+,72-,73-/m1/s1

| StdInChIKey = OWONYFGWIVVTML-QNVGQBNPSA-N

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 61708674

| PubChem = 163112076

| SMILES =NC/C=C/C=C/C(C/C=C/CCC(CC(CC(CCCC(C/C=C/C(C[C@@H]([C@@H](O)[C@@H](O)[C@@H](CCC[C@@H](C)[C@@H](O)[C@@H](C[C@]1([H])[C@@H](O)[C@@H](O)[C@H](O)[C@](C(CCC([C@H]([C@H]([C@]2([H])C[C@H](O)[C@H](O)[C@@]([H])([C@H](O)[C@@H](/C=C/CCCCCCCCCC/C=C/C=C)O)O2)O)O)=C)O)([H])O1)O)O)C)O)O)O)=O)O)O }}

| Section2={{Chembox Properties

| C=73|H=127|N=1|O=23

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| Section3={{Chembox Hazards

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Karmitoxin is an amine-containing polyhydroxy-polyene toxin isolated from Karlodinium armiger strain K-0668.{{cite journal |last1=Rasmussen |first1=Silas Anselm |last2=Binzer |first2=Sofie Bjørnholt |last3=Hoeck |first3=Casper |last4=Meier |first4=Sebastian |last5=de Medeiros |first5=Livia Soman |last6=Andersen |first6=Nikolaj Gedsted |last7=Place |first7=Allen |last8=Nielsen |first8=Kristian Fog |last9=Hansen |first9=Per Juel | last10=Larsen | first10=Thomas Ostenfeld |title=Karmitoxin: An Amine-Containing Polyhydroxy-Polyene Toxin from the Marine Dinoflagellate Karlodinium armiger |journal=Journal of Natural Products |publisher=American Chemical Society (ACS) |volume=80 |issue=5 |date=5 April 2017 |issn=0163-3864 |doi=10.1021/acs.jnatprod.6b00860 |pages=1287–1293 |pmid=28379705 |pmc=6446557}} It is structurally related to amphidinols, luteophanols, lingshuiols, carteraols, and karlotoxins.{{cite book | title=Studies in Natural Products Chemistry: Bioactive Natural Products | publisher=Elsevier Science | series=ISSN | year=2020 | isbn=978-0-12-817906-2 | url=https://books.google.com/books?id=G-XEDwAAQBAJ&pg=PA158 | access-date=1 October 2024 | page=158 |quote=... is a macrolide isolated in 2016 from the dinoflagellate Karlodinium armiger. Its structure is related to those of the amphidinols and karlotoxins.}}