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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:palytoxin
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Accession:CHEBI:146207 term browser browse the term
Definition:A polyol marine coelenterate toxin composed of substituted N-3-hydroxypropyl-trans-3-amidoacrylamides and produced by species of Palythoa and Zoanthus soft corals (collectively called zoantharians), either as a defence mechanism or to assist them in capturing prey. An ionophore that forms cation channels through Na+/K+-ATPase, it is a potent vasoconstrictor useful in evaluation of anti-angina agents. It is considered to be one of the most poisonous non-protein substances known, second only to maitotoxin in terms of toxicity in mice.
Synonyms:exact_synonym: (2S,3R,5R,6E,8R,9S)-10-[(2R,3R,4R,5S,6R)-6-{(1S,2R,3S,4S,5R,11S)-12-[(1R,3S,5S,7R)-5-{(8S)-9-[(2R,3R,4R,5R,6S)-6-{(2S,3S,4E,6S,9R,10R)-10-[(2S,4R,5S,6R)-6-{(2R,3R)-4-[(2R,3S,4R,5R,6S)-6-{(2S,3Z,5E,8R,9S,10R,12Z,17S,18R,19R,20R)-21-[(2R,3R,4R,5S,6R)-6-{(1Z,3R,4R)-5-[(1S,3R,5R,7R)-7-{2-[(2R,3R,5S)-5-(aminomethyl)-3-hydroxytetrahydrofuran-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylenehenicosa-3,5,12-trien-1-yl}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-2,3-dihydroxybutyl}-4,5-dihydroxytetrahydro-2H-pyran-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl}-3,4,5,6-tetrahydroxytetrahydro-2H-pyran-2-yl]-8-hydroxynonyl}-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-2,5,8,9-tetrahydroxy-N-{(1E)-3-[(3-hydroxypropyl)amino]-3-oxoprop-1-en-1-yl}-3,7-dimethyldec-6-enamide
 related_synonym: (2S,3R,5R,6E,8R,9S)-10-[(2R,3R,4R,5S,6R)-6-[(1S,2R,3S,4S,5R,11S)-11-{[(1R,3S,5S,7R)-5-[(8S)-9-[(2R,3R,4R,5R,6S)-6-[(2S,3S,4E,6S,9R,10R)-10-[(2S,4R,5S,6R)-6-[(2R,3R)-4-[(2R,3S,4R,5R,6S)-6-[(2S,3Z,5E,8R,9S,10R,12Z,17S,18R,19R,20R)-20-{[(2R,3R,4R,5S,6R)-6-[(1Z,3R,4R)-5-[(1S,3R,5R,7R)-7-{2-[(2R,3R,5S)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]methyl}-2,8,9,10,17,18,19-heptahydroxy-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]methyl}-1,2,3,4,5-pentahydroxydodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-[(1E)-2-[(3-hydroxypropyl)-C-hydroxycarbonimidoyl]eth-1-en-1-yl]-3,7-dimethyldec-6-enimidic acid;   Formula=C129H223N3O54;   InChI=1S/C129H223N3O54/c1-62(29-33-81(143)108(158)103(153)68(7)47-93-111(161)117(167)110(160)91(180-93)36-35-76(138)82(144)51-73-50-74-53-92(178-73)90(177-74)38-37-89-85(147)52-75(61-130)179-89)23-20-28-78(140)105(155)77(139)26-18-13-16-25-70(135)48-94-112(162)118(168)113(163)97(181-94)55-84(146)83(145)54-95-107(157)87(149)57-96(182-95)106(156)80(142)34-32-69(134)31-30-65(4)88(150)60-129(176)125(174)123(173)115(165)99(184-129)49-71(136)24-15-10-9-11-19-40-128-59-64(3)58-127(8,186-128)100(185-128)44-63(2)22-14-12-17-27-79(141)109(159)116(166)120(170)122(172)124-121(171)119(169)114(164)98(183-124)56-86(148)102(152)66(5)45-72(137)46-67(6)104(154)126(175)132-42-39-101(151)131-41-21-43-133/h13,16,18,20,23,25,30-31,35-36,39,42,45,63-65,67-100,102-125,133-150,152-174,176H,1,9-12,14-15,17,19,21-22,24,26-29,32-34,37-38,40-41,43-44,46-61,130H2,2-8H3,(H,131,151)(H,132,175)/b18-13+,23-20-,25-16-,31-30+,36-35-,42-39+,66-45+/t63-,64-,65-,67+,68+,69+,70+,71-,72-,73-,74+,75-,76+,77+,78+,79+,80+,81-,82+,83+,84+,85+,86-,87+,88-,89+,90+,91+,92-,93+,94-,95+,96-,97+,98+,99+,100+,102+,103+,104-,105-,106+,107-,108+,109-,110+,111-,112-,113+,114-,115-,116-,117-,118+,119+,120+,121-,122-,123+,124-,125+,127+,128-,129-/m0/s1;   InChIKey=CWODDUGJZSCNGB-HQNRRURTSA-N;   PLTX;   PTX;   SMILES=[C@H]1([C@@H](C[C@H](O1)CN)O)CC[C@@H]2[C@H]3O[C@@H](C[C@@H](O2)C3)C[C@H]([C@H](O)/C=C\\[C@H]4O[C@@H]([C@@H]([C@H]([C@@H]4O)O)O)C[C@H]([C@@H](O)[C@H](O)[C@H](CCC(/C=C\\C[C@H]([C@@H](O)[C@@H](C/C=C/C=C\\[C@@H](O)C[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C[C@H]([C@@H](C[C@@H]6[C@H]([C@@H](C[C@](O6)([C@@H]([C@H](O)CC[C@@H](\\C=C\\[C@@H]([C@H](C[C@@]7(O)[C@@H]([C@@H]([C@H]([C@@H](C[C@H](CCCCCCC[C@]89C[C@H](C[C@]([C@H](O8)C[C@H](CCCCC[C@@H](O)[C@@H]([C@@H]([C@H]([C@@H]([C@@]%10([C@H]([C@@H]([C@H]([C@H](O%10)C[C@@H]([C@@H](\\C(=C\\[C@@H](C[C@H]([C@@H](C(N\\C=C\\C(NCCCO)=O)=O)O)C)O)\\C)O)O)O)O)O)[H])O)O)O)O)C)(O9)C)C)O)O7)O)O)O)O)C)O)O)[H])O)O)O)O)O)O)O)O)O)=C)O)C)O
 xref: CAS:11077-03-5;   CAS:77734-91-9
 xref_mesh: MESH:C010272
 xref: PMID:1354900;   PMID:23442788;   PMID:26489638;   PMID:26587298;   PMID:26861356;   PMID:27129894;   PMID:27343702;   PMID:27793603;   PMID:27816587;   PMID:27843763;   PMID:28648045;   PMID:28843098;   PMID:29110038;   PMID:29611245;   PMID:29657808;   PMID:29902540;   PMID:30090423;   PMID:30110919;   PMID:30475097;   PMID:30528507;   PMID:30558165;   PMID:30956217;   PMID:31664144;   PMID:32056831



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palytoxin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abi1 abl-interactor 1 increases expression ISO palytoxin results in increased expression of ABI1 protein CTD PMID:20025956 NCBI chr17:85,098,837...85,179,829
Ensembl chr17:85,098,550...85,179,792
JBrowse link
G Angpt2 angiopoietin 2 increases expression ISO palytoxin results in increased expression of ANGPT2 mRNA CTD PMID:26436198 NCBI chr16:71,088,364...71,138,805
Ensembl chr16:71,088,364...71,138,804
JBrowse link
G Ca13 carbonic anhydrase 13 increases expression ISO palytoxin results in increased expression of CAR13 protein CTD PMID:20025956 NCBI chr 2:86,928,401...86,959,525
Ensembl chr 2:86,928,383...86,959,525
JBrowse link
G Ccnb1 cyclin B1 increases expression ISO palytoxin results in increased expression of CCNB1 protein CTD PMID:20025956 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Cybb cytochrome b-245 beta chain increases expression ISO palytoxin results in increased expression of CYBB mRNA CTD PMID:23142474 NCBI chr  X:13,360,583...13,392,517
Ensembl chr  X:13,359,430...13,392,586
JBrowse link
G Egr2 early growth response 2 increases expression ISO palytoxin results in increased expression of EGR2 mRNA CTD PMID:26436198 NCBI chr20:21,051,270...21,056,322
Ensembl chr20:21,051,277...21,055,562
JBrowse link
G Fam78b family with sequence similarity 78, member B increases expression ISO palytoxin results in increased expression of FAM78B mRNA CTD PMID:26436198 NCBI chr13:79,162,405...79,250,958 JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions
increases expression
ISO MAPK7 mutant form inhibits the reaction [palytoxin results in increased expression of FOS mRNA]; U 0126 inhibits the reaction [palytoxin results in increased expression of FOS mRNA] CTD PMID:19716839 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Fosl1 FOS like 1, AP-1 transcription factor subunit increases expression ISO palytoxin results in increased expression of FOSL1 protein CTD PMID:20025956 NCBI chr 1:202,754,549...202,763,057
Ensembl chr 1:202,754,529...202,764,930
JBrowse link
G Gpr12 G protein-coupled receptor 12 increases expression ISO palytoxin results in increased expression of GPR12 mRNA CTD PMID:26436198 NCBI chr12:8,522,709...8,525,875
Ensembl chr12:8,522,953...8,527,973
JBrowse link
G Hells helicase, lymphoid specific increases expression ISO palytoxin results in increased expression of HELLS protein CTD PMID:20025956 NCBI chr 1:236,701,704...236,748,239
Ensembl chr 1:236,701,758...236,746,844
JBrowse link
G Il1rl1 interleukin 1 receptor-like 1 increases expression ISO palytoxin results in increased expression of IL1RL1 protein CTD PMID:20025956 NCBI chr 9:42,661,694...42,727,266
Ensembl chr 9:42,697,192...42,727,256
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases expression ISO palytoxin results in increased expression of JUN protein CTD PMID:20025956 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Lgi1 leucine-rich, glioma inactivated 1 increases expression ISO palytoxin results in increased expression of LGI1 mRNA CTD PMID:26436198 NCBI chr 1:236,043,376...236,084,270
Ensembl chr 1:236,042,954...236,084,616
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases activity
ISO U 0126 inhibits the reaction [palytoxin results in increased activity of MAPK1 protein] CTD PMID:19716839 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
increases activity
ISO U 0126 inhibits the reaction [palytoxin results in increased activity of MAPK3 protein] CTD PMID:19716839 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk7 mitogen-activated protein kinase 7 multiple interactions ISO MAPK7 mutant form inhibits the reaction [palytoxin results in increased expression of FOS mRNA]; Ouabain inhibits the reaction [palytoxin results in increased phosphorylation of and results in increased activity of MAPK7 protein]; palytoxin results in increased phosphorylation of and results in increased activity of MAPK7 protein CTD PMID:19716839 NCBI chr10:46,170,264...46,176,262
Ensembl chr10:46,170,167...46,176,267
JBrowse link
G Mcm3 minichromosome maintenance complex component 3 increases expression ISO palytoxin results in increased expression of MCM3 protein CTD PMID:20025956 NCBI chr 9:23,219,169...23,237,314
Ensembl chr 9:23,219,169...23,237,314
JBrowse link
G Megf10 multiple EGF-like domains 10 increases expression ISO palytoxin results in increased expression of MEGF10 mRNA CTD PMID:26436198 NCBI chr18:50,605,231...50,755,441
Ensembl chr18:50,605,656...50,754,456
JBrowse link
G Nos1 nitric oxide synthase 1 increases expression ISO palytoxin results in increased expression of NOS1 mRNA CTD PMID:23142474 NCBI chr12:38,615,111...38,795,492
Ensembl chr12:38,626,714...38,710,945
JBrowse link
G Nos2 nitric oxide synthase 2 increases expression ISO palytoxin results in increased expression of NOS2 mRNA; palytoxin results in increased expression of NOS2 protein CTD PMID:23142474 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nos3 nitric oxide synthase 3 increases expression ISO palytoxin results in increased expression of NOS3 mRNA CTD PMID:23142474 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
JBrowse link
G Nup54 nucleoporin 54 increases expression ISO palytoxin results in increased expression of NUP54 protein CTD PMID:20025956 NCBI chr14:15,617,630...15,636,029
Ensembl chr14:15,617,679...15,636,028
JBrowse link
G Orm1 orosomucoid 1 increases expression ISO palytoxin results in increased expression of ORM1 protein CTD PMID:20025956 NCBI chr 5:76,766,637...76,776,149
Ensembl chr 5:76,772,941...76,776,154
JBrowse link
G Pik3r5 phosphoinositide-3-kinase, regulatory subunit 5 increases expression ISO palytoxin results in increased expression of PIK3R5 protein CTD PMID:20025956 NCBI chr10:53,132,585...53,200,663
Ensembl chr10:53,132,603...53,199,374
JBrowse link
G Prkg2 protein kinase cGMP-dependent 2 increases expression ISO palytoxin results in increased expression of PRKG2 mRNA CTD PMID:26436198 NCBI chr14:10,559,882...10,668,479
Ensembl chr14:10,559,882...10,666,888
JBrowse link
G Rad51ap1 RAD51 associated protein 1 increases expression ISO palytoxin results in increased expression of RAD51AP1 protein CTD PMID:20025956 NCBI chr 4:159,759,454...159,772,524
Ensembl chr 4:159,759,459...159,772,524
JBrowse link
G Rif1 replication timing regulatory factor 1 increases expression ISO palytoxin results in increased expression of RIF1 protein CTD PMID:20025956 NCBI chr 3:36,554,689...36,607,961
Ensembl chr 3:36,554,697...36,603,617
JBrowse link
G Slc2a1 solute carrier family 2 member 1 increases expression ISO palytoxin results in increased expression of SLC2A1 protein CTD PMID:20025956 NCBI chr 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416
JBrowse link
G Tfrc transferrin receptor increases expression ISO palytoxin results in increased expression of TFRC protein CTD PMID:20025956 NCBI chr11:68,163,413...68,185,257
Ensembl chr11:68,163,413...68,185,257
JBrowse link
G Vegfa vascular endothelial growth factor A increases expression ISO palytoxin results in increased expression of VEGFA protein CTD PMID:20025956 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link
G Xdh xanthine dehydrogenase increases expression ISO palytoxin results in increased expression of XDH mRNA CTD PMID:23142474 NCBI chr 6:21,530,463...21,592,172
Ensembl chr 6:21,530,113...21,592,268
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19823
    role 19773
      biological role 19773
        poison 18322
          toxin 15407
            palytoxin 32
Path 2
Term Annotations click to browse term
  CHEBI ontology 19823
    subatomic particle 19821
      composite particle 19821
        hadron 19821
          baryon 19821
            nucleon 19821
              atomic nucleus 19821
                atom 19821
                  main group element atom 19720
                    p-block element atom 19720
                      chalcogen 19471
                        oxygen atom 19447
                          oxygen molecular entity 19447
                            hydroxides 19175
                              organic hydroxy compound 18666
                                polyol 8078
                                  palytoxin 32
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