Syringopeptin SP508 A

Details

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Internal ID 375dcf32-5cfb-48e5-ae09-fe57dd1d93cb
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name N-[1-[[1-[[1-[[1-[[1-[[1-[[1-[[1-[[1-[[1-[[1-[[(Z)-1-[[(15Z,24S,25S)-6,9-bis(2-aminoethyl)-15-ethylidene-21-(hydroxymethyl)-3-[(4-hydroxyphenyl)methyl]-12,18,25-trimethyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1-oxobut-2-en-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-1-[(Z)-2-(3-hydroxydodecanoylamino)but-2-enoyl]pyrrolidine-2-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C104H170N24O27/c1-24-28-29-30-31-32-33-35-67(131)49-78(132)115-70(27-4)103(153)128-45-34-36-77(128)98(148)126-81(55(13)14)101(151)121-73(46-51(5)6)95(145)111-56(15)83(133)108-60(19)89(139)120-74(47-52(7)8)96(146)125-80(54(11)12)100(150)114-58(17)85(135)109-63(22)90(140)124-79(53(9)10)99(149)113-57(16)84(134)107-59(18)86(136)117-69(26-3)92(142)127-82-64(23)155-104(154)75(48-65-37-39-66(130)40-38-65)122-94(144)72(42-44-106)119-93(143)71(41-43-105)118-88(138)62(21)110-91(141)68(25-2)116-87(137)61(20)112-97(147)76(50-129)123-102(82)152/h25-27,37-40,51-64,67,71-77,79-82,129-131H,24,28-36,41-50,105-106H2,1-23H3,(H,107,134)(H,108,133)(H,109,135)(H,110,141)(H,111,145)(H,112,147)(H,113,149)(H,114,150)(H,115,132)(H,116,137)(H,117,136)(H,118,138)(H,119,143)(H,120,139)(H,121,151)(H,122,144)(H,123,152)(H,124,140)(H,125,146)(H,126,148)(H,127,142)/b68-25-,69-26-,70-27-/t56?,57?,58?,59?,60?,61?,62?,63?,64-,67?,71?,72?,73?,74?,75?,76?,77?,79?,80?,81?,82-/m0/s1
InChI Key HHDQRNAQGXUIRL-ZUVLKGGBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C104H170N24O27
Molecular Weight 2188.60 g/mol
Exact Mass 2188.2700811 g/mol
Topological Polar Surface Area (TPSA) 770.00 Ų
XlogP 4.30
Atomic LogP (AlogP) -3.54
H-Bond Acceptor 29
H-Bond Donor 26
Rotatable Bonds 52

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Syringopeptin SP508 A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8036 80.36%
Caco-2 - 0.8603 86.03%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4196 41.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8076 80.76%
OATP1B3 inhibitior + 0.9181 91.81%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9806 98.06%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.8895 88.95%
CYP3A4 substrate + 0.7589 75.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition + 0.5149 51.49%
CYP2C9 inhibition - 0.8806 88.06%
CYP2C19 inhibition - 0.8713 87.13%
CYP2D6 inhibition - 0.8957 89.57%
CYP1A2 inhibition - 0.9018 90.18%
CYP2C8 inhibition + 0.8400 84.00%
CYP inhibitory promiscuity - 0.9215 92.15%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5609 56.09%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.8954 89.54%
Skin irritation - 0.7666 76.66%
Skin corrosion - 0.9141 91.41%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7179 71.79%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8548 85.48%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.8557 85.57%
Acute Oral Toxicity (c) III 0.5545 55.45%
Estrogen receptor binding - 0.4914 49.14%
Androgen receptor binding + 0.7632 76.32%
Thyroid receptor binding + 0.7550 75.50%
Glucocorticoid receptor binding + 0.8194 81.94%
Aromatase binding + 0.7869 78.69%
PPAR gamma + 0.7901 79.01%
Honey bee toxicity - 0.6536 65.36%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6173 61.73%
Fish aquatic toxicity + 0.9583 95.83%

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 99.93% 98.95%
CHEMBL3837 P07711 Cathepsin L 99.89% 96.61%
CHEMBL230 P35354 Cyclooxygenase-2 99.78% 89.63%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 99.68% 93.10%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.98% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.47% 97.09%
CHEMBL4072 P07858 Cathepsin B 98.46% 93.67%
CHEMBL2514 O95665 Neurotensin receptor 2 98.21% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.15% 96.09%
CHEMBL236 P41143 Delta opioid receptor 98.14% 99.35%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.00% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 97.70% 93.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 97.56% 97.64%
CHEMBL4588 P22894 Matrix metalloproteinase 8 97.51% 94.66%
CHEMBL5103 Q969S8 Histone deacetylase 10 97.19% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.16% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.93% 94.45%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 96.41% 98.33%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 96.28% 90.93%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 96.15% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 95.34% 97.14%
CHEMBL3468 P55210 Caspase-7 95.13% 95.68%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 95.13% 82.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.99% 90.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 94.98% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.73% 96.47%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 94.30% 95.20%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 94.16% 92.86%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.82% 95.56%
CHEMBL321 P14780 Matrix metalloproteinase 9 93.72% 92.12%
CHEMBL340 P08684 Cytochrome P450 3A4 93.30% 91.19%
CHEMBL3038469 P24941 CDK2/Cyclin A 93.01% 91.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 92.70% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.67% 100.00%
CHEMBL301 P24941 Cyclin-dependent kinase 2 92.37% 91.23%
CHEMBL237 P41145 Kappa opioid receptor 92.05% 98.10%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.54% 97.29%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.55% 94.80%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.03% 95.50%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 89.67% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.02% 98.05%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 89.01% 97.23%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 88.56% 92.32%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 88.27% 85.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 88.00% 95.00%
CHEMBL1293287 P14735 Insulin-degrading enzyme 87.96% 88.10%
CHEMBL268 P43235 Cathepsin K 87.73% 96.85%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.31% 95.89%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 87.22% 91.81%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.05% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 86.79% 95.38%
CHEMBL4801 P29466 Caspase-1 85.65% 96.85%
CHEMBL242 Q92731 Estrogen receptor beta 85.42% 98.35%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.23% 88.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.73% 92.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.64% 93.03%
CHEMBL1075317 P61964 WD repeat-containing protein 5 84.33% 96.33%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 83.94% 96.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.84% 94.33%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 83.72% 92.38%
CHEMBL299 P17252 Protein kinase C alpha 83.54% 98.03%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 83.16% 88.42%
CHEMBL3176 O43603 Galanin receptor 2 83.14% 98.89%
CHEMBL4581 P52732 Kinesin-like protein 1 82.69% 93.18%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.63% 93.00%
CHEMBL4123 P30989 Neurotensin receptor 1 81.22% 96.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.12% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.98% 95.83%
CHEMBL227 P30556 Type-1 angiotensin II receptor 80.29% 99.53%

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 139583175
LOTUS LTS0251922
wikiData Q75055288