(42S-50S)42-hydroxypalytoxin
| Internal ID | be7afc93-8b94-47fa-8afc-c86cffda00ea |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides |
| IUPAC Name | (E,2S,3R,5R,8R,9S)-10-[(2R,3R,4R,5S,6R)-6-[(1S,2R,3S,4S,5R,11S)-12-[(1R,3S,5S,7R)-5-[(8S,9S)-9-[(2R,3R,4R,5R,6S)-6-[(E,2S,3R,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-[(Z,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-enyl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trienyl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-enyl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8,9-dihydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-[(E)-3-(3-hydroxypropylamino)-3-oxoprop-1-enyl]-3,7-dimethyldec-6-enamide |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C129H223N3O55/c1-61(29-33-80(143)106(158)101(153)67(7)47-92-110(162)115(167)109(161)90(181-92)36-35-74(137)81(144)50-71-49-72-52-91(179-71)89(178-72)38-37-88-84(147)51-73(60-130)180-88)23-20-28-76(139)103(155)75(138)25-18-13-15-24-69(135)48-93-111(163)116(168)112(164)96(182-93)54-83(146)82(145)53-94-105(157)86(149)56-95(183-94)104(156)79(142)34-32-68(134)31-30-64(4)87(150)59-129(177)125(175)122(174)121(173)124(186-129)108(160)78(141)27-16-10-9-11-19-40-128-58-63(3)57-127(8,187-128)98(185-128)44-62(2)22-14-12-17-26-77(140)107(159)114(166)118(170)120(172)123-119(171)117(169)113(165)97(184-123)55-85(148)100(152)65(5)45-70(136)46-66(6)102(154)126(176)132-42-39-99(151)131-41-21-43-133/h13,15,18,20,23-24,30-31,35-36,39,42,45,62-64,66-98,100-125,133-150,152-175,177H,1,9-12,14,16-17,19,21-22,25-29,32-34,37-38,40-41,43-44,46-60,130H2,2-8H3,(H,131,151)(H,132,176)/b18-13+,23-20-,24-15-,31-30+,36-35-,42-39+,65-45+/t62-,63-,64+,66+,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+,100+,101+,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 |
| InChI Key | AFGYWOQMAMWZKR-GZTLPNEXSA-N |
| Popularity | 6 references in papers |
| Molecular Formula | C129H223N3O55 |
| Molecular Weight | 2696.10 g/mol |
| Exact Mass | 2695.4778630 g/mol |
| Topological Polar Surface Area (TPSA) | 1050.00 Ų |
| XlogP | -7.00 |
| Atomic LogP (AlogP) | -9.67 |
| H-Bond Acceptor | 56 |
| H-Bond Donor | 46 |
| Rotatable Bonds | 80 |
| DTXSID501046311 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.7164 | 71.64% |
| Caco-2 | - | 0.8584 | 85.84% |
| Blood Brain Barrier | - | 0.8250 | 82.50% |
| Human oral bioavailability | - | 0.6857 | 68.57% |
| Subcellular localzation | Mitochondria | 0.5749 | 57.49% |
| OATP2B1 inhibitior | - | 0.8639 | 86.39% |
| OATP1B1 inhibitior | + | 0.7950 | 79.50% |
| OATP1B3 inhibitior | + | 0.9363 | 93.63% |
| MATE1 inhibitior | - | 0.9012 | 90.12% |
| OCT2 inhibitior | - | 0.9000 | 90.00% |
| BSEP inhibitior | + | 0.9538 | 95.38% |
| P-glycoprotein inhibitior | + | 0.7416 | 74.16% |
| P-glycoprotein substrate | + | 0.8665 | 86.65% |
| CYP3A4 substrate | + | 0.7667 | 76.67% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.8639 | 86.39% |
| CYP3A4 inhibition | - | 0.9257 | 92.57% |
| CYP2C9 inhibition | - | 0.8665 | 86.65% |
| CYP2C19 inhibition | - | 0.8465 | 84.65% |
| CYP2D6 inhibition | - | 0.9186 | 91.86% |
| CYP1A2 inhibition | - | 0.8708 | 87.08% |
| CYP2C8 inhibition | + | 0.8815 | 88.15% |
| CYP inhibitory promiscuity | - | 0.9377 | 93.77% |
| UGT catelyzed | + | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.9600 | 96.00% |
| Carcinogenicity (trinary) | Non-required | 0.4815 | 48.15% |
| Eye corrosion | - | 0.9843 | 98.43% |
| Eye irritation | - | 0.8961 | 89.61% |
| Skin irritation | - | 0.7224 | 72.24% |
| Skin corrosion | - | 0.9172 | 91.72% |
| Ames mutagenesis | - | 0.5615 | 56.15% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7567 | 75.67% |
| Micronuclear | + | 0.6900 | 69.00% |
| Hepatotoxicity | - | 0.5041 | 50.41% |
| skin sensitisation | - | 0.8313 | 83.13% |
| Respiratory toxicity | + | 0.7333 | 73.33% |
| Reproductive toxicity | + | 0.9667 | 96.67% |
| Mitochondrial toxicity | + | 0.9625 | 96.25% |
| Nephrotoxicity | + | 0.5229 | 52.29% |
| Acute Oral Toxicity (c) | III | 0.5955 | 59.55% |
| Estrogen receptor binding | + | 0.7141 | 71.41% |
| Androgen receptor binding | + | 0.7716 | 77.16% |
| Thyroid receptor binding | + | 0.7181 | 71.81% |
| Glucocorticoid receptor binding | + | 0.8055 | 80.55% |
| Aromatase binding | + | 0.6883 | 68.83% |
| PPAR gamma | + | 0.8225 | 82.25% |
| Honey bee toxicity | - | 0.5830 | 58.30% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | - | 0.6300 | 63.00% |
| Fish aquatic toxicity | + | 0.8797 | 87.97% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| No proven targets yet! | |||||
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 99.90% | 91.11% |
| CHEMBL325 | Q13547 | Histone deacetylase 1 | 99.29% | 95.92% |
| CHEMBL2581 | P07339 | Cathepsin D | 99.08% | 98.95% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 98.86% | 96.09% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 97.64% | 94.75% |
| CHEMBL204 | P00734 | Thrombin | 97.36% | 96.01% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 96.66% | 90.17% |
| CHEMBL4657 | Q6V1X1 | Dipeptidyl peptidase VIII | 96.58% | 97.21% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 96.53% | 99.17% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 96.41% | 97.09% |
| CHEMBL4793 | Q86TI2 | Dipeptidyl peptidase IX | 96.26% | 96.95% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 96.17% | 100.00% |
| CHEMBL226 | P30542 | Adenosine A1 receptor | 95.81% | 95.93% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 95.36% | 94.73% |
| CHEMBL2107 | P61073 | C-X-C chemokine receptor type 4 | 94.62% | 93.10% |
| CHEMBL2514 | O95665 | Neurotensin receptor 2 | 94.14% | 100.00% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 94.14% | 97.29% |
| CHEMBL2563 | Q9UQL6 | Histone deacetylase 5 | 93.97% | 89.67% |
| CHEMBL2964 | P36507 | Dual specificity mitogen-activated protein kinase kinase 2 | 93.41% | 80.00% |
| CHEMBL1907602 | P06493 | Cyclin-dependent kinase 1/cyclin B1 | 93.34% | 91.24% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 93.28% | 89.00% |
| CHEMBL4685 | P14902 | Indoleamine 2,3-dioxygenase | 92.89% | 96.38% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 92.73% | 93.56% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 92.22% | 97.14% |
| CHEMBL1795139 | Q8IU80 | Transmembrane protease serine 6 | 92.21% | 98.33% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 91.96% | 95.89% |
| CHEMBL2072 | P35499 | Sodium channel protein type IV alpha subunit | 91.13% | 92.32% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 90.55% | 90.08% |
| CHEMBL2094135 | Q96BI3 | Gamma-secretase | 90.51% | 98.05% |
| CHEMBL236 | P41143 | Delta opioid receptor | 90.48% | 99.35% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.92% | 86.33% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 89.76% | 91.19% |
| CHEMBL220 | P22303 | Acetylcholinesterase | 89.56% | 94.45% |
| CHEMBL2001 | Q9H244 | Purinergic receptor P2Y12 | 88.98% | 96.00% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 88.86% | 85.14% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 88.19% | 89.50% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 87.60% | 96.47% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 87.26% | 96.00% |
| CHEMBL4581 | P52732 | Kinesin-like protein 1 | 87.18% | 93.18% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 86.84% | 91.07% |
| CHEMBL1075317 | P61964 | WD repeat-containing protein 5 | 86.83% | 96.33% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 86.62% | 96.90% |
| CHEMBL3713062 | P10646 | Tissue factor pathway inhibitor | 86.17% | 97.33% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 85.68% | 95.50% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 85.56% | 95.50% |
| CHEMBL299 | P17252 | Protein kinase C alpha | 85.21% | 98.03% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 85.03% | 100.00% |
| CHEMBL3310 | Q96DB2 | Histone deacetylase 11 | 84.89% | 88.56% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 84.17% | 95.56% |
| CHEMBL3776 | Q14790 | Caspase-8 | 84.02% | 97.06% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 83.84% | 95.89% |
| CHEMBL2179 | P04062 | Beta-glucocerebrosidase | 83.74% | 85.31% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 83.57% | 92.50% |
| CHEMBL5678 | P34947 | G protein-coupled receptor kinase 5 | 83.45% | 88.00% |
| CHEMBL3476 | O15111 | Inhibitor of nuclear factor kappa B kinase alpha subunit | 82.64% | 95.83% |
| CHEMBL1744525 | P43490 | Nicotinamide phosphoribosyltransferase | 81.89% | 96.25% |
| CHEMBL5852 | Q96P65 | Pyroglutamylated RFamide peptide receptor | 81.42% | 85.00% |
| CHEMBL2716 | Q8WUI4 | Histone deacetylase 7 | 81.27% | 89.44% |
| CHEMBL3392948 | Q9NP59 | Solute carrier family 40 member 1 | 81.06% | 95.00% |
| CHEMBL5028 | O14672 | ADAM10 | 80.59% | 97.50% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 80.47% | 94.45% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 80.06% | 100.00% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
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| There are no matching plants. |
| PubChem | 146684745 |
| LOTUS | LTS0192033 |
| wikiData | Q104911196 |