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Neopalytoxin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 0874f569-8bae-4778-9f3e-06814cbab792
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
IUPAC Name 5-[(E,3R,4S)-5-[(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-[(E,2S,3S,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-hydroxynonyl]-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]-3,4-dihydroxy-2-methylpent-1-enyl]-N-[(E)-3-(3-hydroxypropylamino)-3-oxoprop-1-enyl]-3-methyloxolane-2-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C129H221N3O53/c1-62(29-33-81(142)107(156)103(152)67(6)47-93-110(159)116(165)109(158)91(179-93)36-35-76(137)82(143)51-73-50-74-53-92(176-73)90(175-74)38-37-89-85(146)52-75(61-130)177-89)23-20-28-78(139)104(153)77(138)26-18-13-16-25-70(135)48-94-111(160)117(166)112(161)97(180-94)55-84(145)83(144)54-95-106(155)87(148)57-96(181-95)105(154)80(141)34-32-69(134)31-30-65(4)88(149)60-129(174)125(172)122(171)114(163)99(183-129)49-71(136)24-15-10-9-11-19-40-128-59-64(3)58-127(8,185-128)100(184-128)44-63(2)22-14-12-17-27-79(140)108(157)115(164)119(168)121(170)124-120(169)118(167)113(162)98(182-124)56-86(147)102(151)66(5)45-72-46-68(7)123(178-72)126(173)132-42-39-101(150)131-41-21-43-133/h13,16,18,20,23,25,30-31,35-36,39,42,45,63-65,67-100,102-125,133-149,151-172,174H,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,131,150)(H,132,173)/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
InChI Key RTVMXMYSQQSLGF-NGURBKPLSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C129H221N3O53
Molecular Weight 2662.10 g/mol
Exact Mass 2661.4723837 g/mol
Topological Polar Surface Area (TPSA) 995.00 Ų
XlogP -5.60
Atomic LogP (AlogP) -7.59
H-Bond Acceptor 54
H-Bond Donor 43
Rotatable Bonds 77

Synonyms

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DTXSID801334022

2D Structure

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2D Structure of Neopalytoxin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7164 71.64%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5749 57.49%
OATP2B1 inhibitior - 0.8643 86.43%
OATP1B1 inhibitior + 0.7947 79.47%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9525 95.25%
P-glycoprotein inhibitior + 0.7417 74.17%
P-glycoprotein substrate + 0.8658 86.58%
CYP3A4 substrate + 0.7670 76.70%
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 + 0.8826 88.26%
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 - 0.5415 54.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7621 76.21%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5011 50.11%
skin sensitisation - 0.8313 83.13%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.5782 57.82%
Acute Oral Toxicity (c) III 0.5955 59.55%
Estrogen receptor binding + 0.7057 70.57%
Androgen receptor binding + 0.7731 77.31%
Thyroid receptor binding + 0.7138 71.38%
Glucocorticoid receptor binding + 0.8057 80.57%
Aromatase binding + 0.6971 69.71%
PPAR gamma + 0.8183 81.83%
Honey bee toxicity - 0.5821 58.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8797 87.97%

Targets

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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 99.55% 91.11%
CHEMBL325 Q13547 Histone deacetylase 1 99.53% 95.92%
CHEMBL1937 Q92769 Histone deacetylase 2 98.14% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 97.94% 90.17%
CHEMBL2581 P07339 Cathepsin D 97.91% 98.95%
CHEMBL204 P00734 Thrombin 97.61% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.42% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 97.07% 97.29%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 96.71% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.26% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 96.24% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 95.97% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.79% 99.17%
CHEMBL2514 O95665 Neurotensin receptor 2 94.66% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 94.52% 89.67%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 94.34% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.48% 98.75%
CHEMBL1829 O15379 Histone deacetylase 3 93.00% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 92.76% 90.08%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 92.65% 95.71%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 92.10% 98.33%
CHEMBL226 P30542 Adenosine A1 receptor 92.05% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.44% 91.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.16% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.01% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.95% 93.56%
CHEMBL4040 P28482 MAP kinase ERK2 90.70% 83.82%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.69% 89.34%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 90.51% 80.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 89.76% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.67% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 89.07% 96.90%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.68% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.42% 91.19%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.20% 93.10%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 86.95% 92.32%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.75% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.78% 85.31%
CHEMBL299 P17252 Protein kinase C alpha 85.50% 98.03%
CHEMBL4581 P52732 Kinesin-like protein 1 85.49% 93.18%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.65% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.64% 98.05%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.59% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.49% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.29% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 84.24% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.11% 91.07%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.84% 89.44%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.70% 94.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.67% 88.56%
CHEMBL1075317 P61964 WD repeat-containing protein 5 83.67% 96.33%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 83.62% 88.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.46% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 83.38% 97.79%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.22% 92.86%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.17% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.64% 95.56%
CHEMBL5028 O14672 ADAM10 82.58% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.23% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.15% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.05% 95.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.87% 97.33%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 81.56% 95.00%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 80.57% 82.05%

Plants that contains it

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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.
There are no matching plants.

Cross-Links

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PubChem 146684854
LOTUS LTS0175786
wikiData Q105245448