Xantholysin B
| Internal ID | 78389118-f59f-4029-95cc-9c3ca357ed33 |
| Taxonomy | Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides |
| IUPAC Name | 5-[[5-amino-1-[[1-[[1-[[5-amino-1-[[6,15-bis(3-amino-3-oxopropyl)-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3,21-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-[[2-(3-hydroxydecanoylamino)-4-methylpentanoyl]amino]-5-oxopentanoic acid |
| SMILES (Canonical) | |
| SMILES (Isomeric) | |
| InChI | InChI=1S/C83H144N18O23/c1-18-19-20-21-22-23-49(102)39-65(107)88-55(34-41(2)3)75(115)93-54(28-33-66(108)109)70(110)89-52(26-31-63(86)105)73(113)99-67(46(12)13)81(121)96-59(38-45(10)11)78(118)91-51(25-30-62(85)104)72(112)98-60-40-124-83(123)69(48(16)17)101-74(114)53(27-32-64(87)106)92-76(116)56(35-42(4)5)95-79(119)57(36-43(6)7)94-71(111)50(24-29-61(84)103)90-77(117)58(37-44(8)9)97-82(122)68(47(14)15)100-80(60)120/h41-60,67-69,102H,18-40H2,1-17H3,(H2,84,103)(H2,85,104)(H2,86,105)(H2,87,106)(H,88,107)(H,89,110)(H,90,117)(H,91,118)(H,92,116)(H,93,115)(H,94,111)(H,95,119)(H,96,121)(H,97,122)(H,98,112)(H,99,113)(H,100,120)(H,101,114)(H,108,109) |
| InChI Key | UBFQXDNOBHOEFV-UHFFFAOYSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C83H144N18O23 |
| Molecular Weight | 1762.10 g/mol |
| Exact Mass | 1761.06517291 g/mol |
| Topological Polar Surface Area (TPSA) | 664.00 Ų |
| XlogP | 3.00 |
| Atomic LogP (AlogP) | -1.43 |
| H-Bond Acceptor | 22 |
| H-Bond Donor | 20 |
| Rotatable Bonds | 49 |
| RefChem:195143 |
| 4-((2-((1,3-dihydroxydecylidene)amino)-1-hydroxy-4-methylpentylidene)amino)-4-((1-((1-((1-((1-((5,8,11,14,17,20,23-heptahydroxy-6,15-bis(2-(C-hydroxycarbonimidoyl)ethyl)-9,12,18-tris(2-methylpropyl)-2-oxo-3,21-bis(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-24-yl)-C-hydroxycarbonimidoyl)-3-(C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)-3-methylbutyl)-C-hydroxycarbonimidoyl)-2-methylpropyl)-C-hydroxycarbonimidoyl)-3-(C-hydroxycarbonimidoyl)propyl)-C-hydroxycarbonimidoyl)butanoate |
| 4-({2-[(1,3-dihydroxydecylidene)amino]-1-hydroxy-4-methylpentylidene}amino)-4-{[1-({1-[(1-{[1-({5,8,11,14,17,20,23-heptahydroxy-6,15-bis[2-(C-hydroxycarbonimidoyl)ethyl]-9,12,18-tris(2-methylpropyl)-2-oxo-3,21-bis(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-24-yl}-C-hydroxycarbonimidoyl)-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}-3-methylbutyl)-C-hydroxycarbonimidoyl]-2-methylpropyl}-C-hydroxycarbonimidoyl)-3-(C-hydroxycarbonimidoyl)propyl]-C-hydroxycarbonimidoyl}butanoate |
| 5-((5-amino-1-((1-((1-((5-amino-1-((6,15-bis(3-amino-3-oxopropyl)-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3,21-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl)amino)-1,5-dioxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)amino)-1,5-dioxopentan-2-yl)amino)-4-((2-(3-hydroxydecanoylamino)-4-methylpentanoyl)amino)-5-oxopentanoic acid |
| 5-[[5-amino-1-[[1-[[1-[[5-amino-1-[[6,15-bis(3-amino-3-oxopropyl)-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3,21-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-4-[[2-(3-hydroxydecanoylamino)-4-methylpentanoyl]amino]-5-oxopentanoic acid |
| SCHEMBL31094320 |
| CHEBI:221326 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.4739 | 47.39% |
| Caco-2 | - | 0.8576 | 85.76% |
| Blood Brain Barrier | - | 0.8750 | 87.50% |
| Human oral bioavailability | - | 0.6714 | 67.14% |
| Subcellular localzation | Mitochondria | 0.5209 | 52.09% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.8470 | 84.70% |
| OATP1B3 inhibitior | + | 0.8816 | 88.16% |
| MATE1 inhibitior | - | 0.9600 | 96.00% |
| OCT2 inhibitior | - | 0.9000 | 90.00% |
| BSEP inhibitior | + | 0.9569 | 95.69% |
| P-glycoprotein inhibitior | + | 0.7419 | 74.19% |
| P-glycoprotein substrate | + | 0.8886 | 88.86% |
| CYP3A4 substrate | + | 0.7150 | 71.50% |
| CYP2C9 substrate | - | 0.5928 | 59.28% |
| CYP2D6 substrate | - | 0.8621 | 86.21% |
| CYP3A4 inhibition | - | 0.6052 | 60.52% |
| CYP2C9 inhibition | - | 0.9389 | 93.89% |
| CYP2C19 inhibition | - | 0.9278 | 92.78% |
| CYP2D6 inhibition | - | 0.9299 | 92.99% |
| CYP1A2 inhibition | - | 0.9345 | 93.45% |
| CYP2C8 inhibition | + | 0.6656 | 66.56% |
| CYP inhibitory promiscuity | - | 0.9881 | 98.81% |
| UGT catelyzed | - | 0.6000 | 60.00% |
| Carcinogenicity (binary) | - | 0.8500 | 85.00% |
| Carcinogenicity (trinary) | Non-required | 0.6390 | 63.90% |
| Eye corrosion | - | 0.9855 | 98.55% |
| Eye irritation | - | 0.8954 | 89.54% |
| Skin irritation | - | 0.7942 | 79.42% |
| Skin corrosion | - | 0.9352 | 93.52% |
| Ames mutagenesis | - | 0.7600 | 76.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7024 | 70.24% |
| Micronuclear | + | 0.8000 | 80.00% |
| Hepatotoxicity | - | 0.5198 | 51.98% |
| skin sensitisation | - | 0.8685 | 86.85% |
| Respiratory toxicity | + | 0.7667 | 76.67% |
| Reproductive toxicity | + | 0.7444 | 74.44% |
| Mitochondrial toxicity | + | 0.7875 | 78.75% |
| Nephrotoxicity | + | 0.4578 | 45.78% |
| Acute Oral Toxicity (c) | III | 0.7190 | 71.90% |
| Estrogen receptor binding | + | 0.5310 | 53.10% |
| Androgen receptor binding | + | 0.7392 | 73.92% |
| Thyroid receptor binding | + | 0.7016 | 70.16% |
| Glucocorticoid receptor binding | + | 0.7881 | 78.81% |
| Aromatase binding | + | 0.7899 | 78.99% |
| PPAR gamma | + | 0.7922 | 79.22% |
| Honey bee toxicity | - | 0.7729 | 77.29% |
| Biodegradation | - | 0.7750 | 77.50% |
| Crustacea aquatic toxicity | + | 0.5765 | 57.65% |
| Fish aquatic toxicity | + | 0.6808 | 68.08% |
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 |
|---|---|---|---|---|
| CHEMBL2581 | P07339 | Cathepsin D | 99.91% | 98.95% |
| CHEMBL3837 | P07711 | Cathepsin L | 99.62% | 96.61% |
| CHEMBL220 | P22303 | Acetylcholinesterase | 99.56% | 94.45% |
| CHEMBL3392948 | Q9NP59 | Solute carrier family 40 member 1 | 98.08% | 95.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 98.00% | 99.17% |
| CHEMBL4801 | P29466 | Caspase-1 | 97.86% | 96.85% |
| CHEMBL3359 | P21462 | Formyl peptide receptor 1 | 97.81% | 93.56% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 97.64% | 96.09% |
| CHEMBL236 | P41143 | Delta opioid receptor | 97.62% | 99.35% |
| CHEMBL3130 | O00329 | PI3-kinase p110-delta subunit | 97.53% | 96.47% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 97.05% | 91.11% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 96.67% | 94.45% |
| CHEMBL4296 | Q15858 | Sodium channel protein type IX alpha subunit | 96.54% | 96.11% |
| CHEMBL5103 | Q969S8 | Histone deacetylase 10 | 96.26% | 90.08% |
| CHEMBL4588 | P22894 | Matrix metalloproteinase 8 | 96.11% | 94.66% |
| CHEMBL1907594 | P30926 | Neuronal acetylcholine receptor; alpha3/beta4 | 95.23% | 97.23% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 95.17% | 97.09% |
| CHEMBL3468 | P55210 | Caspase-7 | 94.85% | 95.68% |
| CHEMBL3776 | Q14790 | Caspase-8 | 94.65% | 97.06% |
| CHEMBL2208 | P49137 | MAP kinase-activated protein kinase 2 | 93.72% | 95.20% |
| CHEMBL230 | P35354 | Cyclooxygenase-2 | 93.64% | 89.63% |
| CHEMBL4462 | Q8IXJ6 | NAD-dependent deacetylase sirtuin 2 | 93.33% | 90.24% |
| CHEMBL2001 | Q9H244 | Purinergic receptor P2Y12 | 93.05% | 96.00% |
| CHEMBL2072 | P35499 | Sodium channel protein type IV alpha subunit | 92.93% | 92.32% |
| CHEMBL1801 | P00747 | Plasminogen | 92.81% | 92.44% |
| CHEMBL299 | P17252 | Protein kinase C alpha | 92.62% | 98.03% |
| CHEMBL4227 | P25090 | Lipoxin A4 receptor | 92.61% | 100.00% |
| CHEMBL2413 | P32246 | C-C chemokine receptor type 1 | 92.53% | 89.50% |
| CHEMBL1795139 | Q8IU80 | Transmembrane protease serine 6 | 92.34% | 98.33% |
| CHEMBL2492 | P36544 | Neuronal acetylcholine receptor protein alpha-7 subunit | 92.11% | 88.42% |
| CHEMBL4769 | O95749 | Geranylgeranyl pyrophosphate synthetase | 92.09% | 92.08% |
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor | 91.95% | 97.25% |
| CHEMBL5845 | P23415 | Glycine receptor subunit alpha-1 | 91.67% | 90.71% |
| CHEMBL4018 | P49146 | Neuropeptide Y receptor type 2 | 91.61% | 98.94% |
| CHEMBL2094135 | Q96BI3 | Gamma-secretase | 91.58% | 98.05% |
| CHEMBL4187 | Q99250 | Sodium channel protein type II alpha subunit | 91.21% | 95.50% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 90.90% | 90.17% |
| CHEMBL259 | P32245 | Melanocortin receptor 4 | 90.77% | 95.38% |
| CHEMBL5163 | Q9NY46 | Sodium channel protein type III alpha subunit | 90.32% | 96.90% |
| CHEMBL3807 | P17706 | T-cell protein-tyrosine phosphatase | 90.22% | 93.00% |
| CHEMBL3892 | Q99500 | Sphingosine 1-phosphate receptor Edg-3 | 89.36% | 97.29% |
| CHEMBL3267 | P48736 | PI3-kinase p110-gamma subunit | 89.23% | 95.71% |
| CHEMBL2514 | O95665 | Neurotensin receptor 2 | 88.54% | 100.00% |
| CHEMBL5043 | Q6P179 | Endoplasmic reticulum aminopeptidase 2 | 88.28% | 91.81% |
| CHEMBL1907589 | P17787 | Neuronal acetylcholine receptor; alpha4/beta2 | 87.35% | 94.55% |
| CHEMBL2693 | Q9UIQ6 | Cystinyl aminopeptidase | 87.19% | 97.64% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 86.40% | 85.14% |
| CHEMBL4478 | Q00975 | Voltage-gated N-type calcium channel alpha-1B subunit | 85.82% | 97.14% |
| CHEMBL1944495 | P28065 | Proteasome subunit beta type-9 | 85.42% | 97.50% |
| CHEMBL1781 | P11387 | DNA topoisomerase I | 85.38% | 97.00% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 85.22% | 96.00% |
| CHEMBL4662 | P28074 | Proteasome Macropain subunit MB1 | 85.19% | 93.85% |
| CHEMBL1075317 | P61964 | WD repeat-containing protein 5 | 85.00% | 96.33% |
| CHEMBL3891 | P07384 | Calpain 1 | 84.62% | 93.04% |
| CHEMBL1937 | Q92769 | Histone deacetylase 2 | 84.59% | 94.75% |
| CHEMBL1907591 | P30926 | Neuronal acetylcholine receptor; alpha4/beta4 | 84.31% | 100.00% |
| CHEMBL1907603 | Q05586 | Glutamate NMDA receptor; GRIN1/GRIN2B | 84.04% | 95.89% |
| CHEMBL340 | P08684 | Cytochrome P450 3A4 | 82.99% | 91.19% |
| CHEMBL2107 | P61073 | C-X-C chemokine receptor type 4 | 82.88% | 93.10% |
| CHEMBL2274 | Q9H228 | Sphingosine 1-phosphate receptor Edg-8 | 82.65% | 100.00% |
| CHEMBL5255 | O00206 | Toll-like receptor 4 | 81.81% | 92.50% |
| CHEMBL213 | P08588 | Beta-1 adrenergic receptor | 81.56% | 95.56% |
| CHEMBL1949 | P62937 | Cyclophilin A | 81.54% | 98.57% |
| CHEMBL2996 | Q05655 | Protein kinase C delta | 81.22% | 97.79% |
| CHEMBL4581 | P52732 | Kinesin-like protein 1 | 81.02% | 93.18% |
| CHEMBL4481 | P35228 | Nitric oxide synthase, inducible | 80.69% | 94.80% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 80.50% | 95.56% |
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| PubChem | 145720590 |
| LOTUS | LTS0203708 |
| wikiData | Q104198019 |