Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C129H223N3O54 |
| Molecular Weight | 2680.1386 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 64 / 64 |
| E/Z Centers | 7 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]1(C[C@@H](O)[C@H](O)[C@@H](C[C@@H](O)[C@H](O)C[C@H]2O[C@@H](C[C@H](O)\C=C/C=C/C[C@@H](O)[C@H](O)[C@H](O)C\C=C/C(=C)CC[C@H](O)[C@@H](O)[C@H](O)[C@H](C)C[C@H]3O[C@H](\C=C/[C@@H](O)[C@H](O)C[C@@H]4C[C@@H]5C[C@H](O4)[C@@H](CC[C@H]6O[C@H](CN)C[C@H]6O)O5)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)O1)[C@H](O)[C@H](O)CC[C@H](O)\C=C\[C@H](C)[C@@H](O)C[C@]7(O)O[C@H](C[C@@H](O)CCCCCCC[C@@]89C[C@@H](C)C[C@@](C)(O8)[C@@H](C[C@@H](C)CCCCC[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@@]%10([H])O[C@H](C[C@H](O)[C@H](O)C(\C)=C\[C@H](O)C[C@@H](C)[C@H](O)C(=O)N\C=C\C(=O)NCCCO)[C@H](O)[C@@H](O)[C@@H]%10O)O9)[C@H](O)[C@@H](O)[C@H]7O
InChI
InChIKey=CWODDUGJZSCNGB-HQNRRURTSA-N
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
| Molecular Formula | C129H223N3O54 |
| Molecular Weight | 2680.1386 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 64 / 64 |
| E/Z Centers | 7 |
| Optical Activity | UNSPECIFIED |
Palytoxin is the most potent marine toxin known that was isolated from a zoanthid of the genus Palythoa and Cyanobacteria (Trichodesmium). Palytoxin is a potent vasoconstrictor that damages the ionic gradient of the cells, causing cell death. This toxin has a strong potential for toxicity in humans and animals that is why it causes great concern worldwide. It is crucial to remove this toxin and start an aggressive topical therapy as soon as possible.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Light and electron microscopic observation of experimental palytoxin poisoning in mice. | 1992 |
|
| Enhancement of transformed foci and induction of prostaglandins in Balb/c 3T3 cells by palytoxin: in vitro model reproduces carcinogenic responses in animal models regarding the inhibitory effect of indomethacin and reversal of indomethacin's effect by exogenous prostaglandins. | 2006 Jan |
|
| Extracellular signal regulated kinase 5 mediates signals triggered by the novel tumor promoter palytoxin. | 2009 Dec 1 |
|
| Palytoxin toxicity after acute oral administration in mice. | 2009 Dec 15 |
|
| Validation of an in vitro screening test for predicting the tumor promoting potential of chemicals based on gene expression. | 2010 Apr |
|
| Palytoxin induces cell lysis by priming a two-step process in mcf-7 cells. | 2011 Aug 15 |
|
| Effects of the marine toxin palytoxin on human skin keratinocytes: role of ionic imbalance. | 2011 Mar 28 |
|
| Oxidative stress induced by palytoxin in human keratinocytes is mediated by a H+-dependent mitochondrial pathway. | 2013 Jan 1 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:23:55 GMT 2023
by
admin
on
Fri Dec 15 17:23:55 GMT 2023
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| Record UNII |
OQ17NC0MOV
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| Record Status |
Validated (UNII)
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| Record Version |
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77734-91-9
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77734-92-0
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m8370
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11105289
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Palytoxin
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OQ17NC0MOV
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ALTERNATIVE |