Xantholysin A

Details

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Internal ID 2d84dda3-7eb8-417d-876f-c6c474c77ef2
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)-3-butan-2-yl-9,12,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-21-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) CCCCCCCC(CC(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)NC1COC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)C)CC(C)C)CCC(=O)N)CC(C)C)CC(C)C)CCC(=O)N)C(C)CC)O
SMILES (Isomeric) CCCCCCCC(CC(=O)NC(CC(C)C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)NC1COC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)C)CC(C)C)CCC(=O)N)CC(C)C)CC(C)C)CCC(=O)N)C(C)CC)O
InChI InChI=1S/C84H146N18O23/c1-18-20-21-22-23-24-50(103)40-66(108)89-56(35-42(3)4)76(116)94-55(29-34-67(109)110)71(111)90-53(27-32-64(87)106)74(114)100-68(47(13)14)82(122)97-60(39-46(11)12)79(119)92-52(26-31-63(86)105)73(113)99-61-41-125-84(124)70(49(17)19-2)102-75(115)54(28-33-65(88)107)93-77(117)57(36-43(5)6)96-80(120)58(37-44(7)8)95-72(112)51(25-30-62(85)104)91-78(118)59(38-45(9)10)98-83(123)69(48(15)16)101-81(61)121/h42-61,68-70,103H,18-41H2,1-17H3,(H2,85,104)(H2,86,105)(H2,87,106)(H2,88,107)(H,89,108)(H,90,111)(H,91,118)(H,92,119)(H,93,117)(H,94,116)(H,95,112)(H,96,120)(H,97,122)(H,98,123)(H,99,113)(H,100,114)(H,101,121)(H,102,115)(H,109,110)
InChI Key CNAFSPBMMDALIS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C84H146N18O23
Molecular Weight 1776.20 g/mol
Exact Mass 1775.08082298 g/mol
Topological Polar Surface Area (TPSA) 664.00 Ų
XlogP 3.40
Atomic LogP (AlogP) -1.04
H-Bond Acceptor 22
H-Bond Donor 20
Rotatable Bonds 50

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Xantholysin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4739 47.39%
Caco-2 - 0.8573 85.73%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5209 52.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8393 83.93%
OATP1B3 inhibitior + 0.8816 88.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9472 94.72%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.8865 88.65%
CYP3A4 substrate + 0.7212 72.12%
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 + 0.6944 69.44%
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 - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7039 70.39%
Micronuclear + 0.8000 80.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.8685 86.85%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5134 51.34%
Acute Oral Toxicity (c) III 0.7190 71.90%
Estrogen receptor binding - 0.4751 47.51%
Androgen receptor binding + 0.7357 73.57%
Thyroid receptor binding + 0.7092 70.92%
Glucocorticoid receptor binding + 0.7834 78.34%
Aromatase binding + 0.7941 79.41%
PPAR gamma + 0.7877 78.77%
Honey bee toxicity - 0.7478 74.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5565 55.65%
Fish aquatic toxicity + 0.6808 68.08%

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
CHEMBL2581 P07339 Cathepsin D 99.92% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 99.84% 94.45%
CHEMBL3837 P07711 Cathepsin L 99.68% 96.61%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 98.04% 95.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 97.96% 93.56%
CHEMBL4801 P29466 Caspase-1 97.83% 96.85%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.83% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.71% 96.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 97.64% 96.47%
CHEMBL236 P41143 Delta opioid receptor 97.11% 99.35%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.67% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.48% 91.11%
CHEMBL4588 P22894 Matrix metalloproteinase 8 96.21% 94.66%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 95.93% 96.11%
CHEMBL1801 P00747 Plasminogen 95.61% 92.44%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.49% 90.08%
CHEMBL3776 Q14790 Caspase-8 95.45% 97.06%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.32% 97.09%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 95.27% 97.23%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 94.09% 96.00%
CHEMBL299 P17252 Protein kinase C alpha 93.95% 98.03%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 93.80% 90.24%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.89% 89.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.79% 97.25%
CHEMBL4018 P49146 Neuropeptide Y receptor type 2 92.75% 98.94%
CHEMBL2094135 Q96BI3 Gamma-secretase 92.71% 98.05%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 92.67% 92.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.61% 100.00%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 92.54% 88.42%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.91% 93.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 91.69% 92.32%
CHEMBL3468 P55210 Caspase-7 91.62% 95.68%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 91.48% 95.20%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.36% 90.71%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 91.34% 95.71%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 91.20% 93.85%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.16% 95.50%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 91.10% 98.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.65% 96.90%
CHEMBL221 P23219 Cyclooxygenase-1 90.09% 90.17%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 89.89% 94.55%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.83% 97.29%
CHEMBL1937 Q92769 Histone deacetylase 2 89.22% 94.75%
CHEMBL2514 O95665 Neurotensin receptor 2 88.58% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 88.47% 95.38%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 88.28% 91.81%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 86.96% 97.64%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.59% 96.00%
CHEMBL230 P35354 Cyclooxygenase-2 86.24% 89.63%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.24% 97.14%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 85.67% 97.50%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 85.28% 100.00%
CHEMBL1781 P11387 DNA topoisomerase I 84.59% 97.00%
CHEMBL1075317 P61964 WD repeat-containing protein 5 84.02% 96.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.51% 95.89%
CHEMBL1255126 O15151 Protein Mdm4 83.01% 90.20%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.65% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.33% 94.80%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 81.66% 92.50%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.49% 93.10%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.36% 82.38%
CHEMBL2996 Q05655 Protein kinase C delta 81.17% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 80.83% 91.19%
CHEMBL1949 P62937 Cyclophilin A 80.67% 98.57%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.54% 95.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.50% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 80.27% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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Cross-Links

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PubChem 145720589
LOTUS LTS0249230
wikiData Q103817878