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Syringotoxin B

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 d1c228c3-cba4-4856-9881-8133ff3b6531
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 2-[(9Z)-24-(2-aminoethyl)-15-(3-aminopropyl)-3-(2-chloro-1-hydroxyethyl)-9-ethylidene-12-(1-hydroxyethyl)-18-(2-hydroxyethyl)-27-(3-hydroxytetradecanoylamino)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid
SMILES (Canonical) CCCCCCCCCCCC(CC(=O)NC1COC(=O)C(NC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC1=O)CCN)CCO)CCCN)C(C)O)C(C(=O)O)O)C(CCl)O)O
SMILES (Isomeric) CCCCCCCCCCCC(CC(=O)NC1COC(=O)C(NC(=O)C(NC(=O)/C(=C/C)/NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC1=O)CCN)CCO)CCCN)C(C)O)C(C(=O)O)O)C(CCl)O)O
InChI InChI=1S/C48H82ClN11O18/c1-4-6-7-8-9-10-11-12-13-15-27(63)22-34(65)54-32-25-78-48(77)37(33(64)23-49)59-46(74)38(39(67)47(75)76)60-41(69)28(5-2)55-45(73)36(26(3)62)58-43(71)29(16-14-19-50)56-42(70)31(18-21-61)53-35(66)24-52-40(68)30(17-20-51)57-44(32)72/h5,26-27,29-33,36-39,61-64,67H,4,6-25,50-51H2,1-3H3,(H,52,68)(H,53,66)(H,54,65)(H,55,73)(H,56,70)(H,57,72)(H,58,71)(H,59,74)(H,60,69)(H,75,76)/b28-5-
InChI Key GFIQMTUSPKSFSY-XNUQMYNASA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82ClN11O18
Molecular Weight 1136.70 g/mol
Exact Mass 1135.5527825 g/mol
Topological Polar Surface Area (TPSA) 479.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -5.36
H-Bond Acceptor 19
H-Bond Donor 17
Rotatable Bonds 25

Synonyms

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65547-14-0
2-[(9Z)-24-(2-aminoethyl)-15-(3-aminopropyl)-3-(2-chloro-1-hydroxyethyl)-9-ethylidene-12-(1-hydroxyethyl)-18-(2-hydroxyethyl)-27-(3-hydroxytetradecanoylamino)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid
Syringotoxin

2D Structure

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2D Structure of Syringotoxin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5774 57.74%
Caco-2 - 0.8595 85.95%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4866 48.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8151 81.51%
OATP1B3 inhibitior + 0.9185 91.85%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8461 84.61%
P-glycoprotein inhibitior + 0.7410 74.10%
P-glycoprotein substrate + 0.8695 86.95%
CYP3A4 substrate + 0.7272 72.72%
CYP2C9 substrate - 0.8013 80.13%
CYP2D6 substrate - 0.8530 85.30%
CYP3A4 inhibition - 0.7329 73.29%
CYP2C9 inhibition - 0.8833 88.33%
CYP2C19 inhibition - 0.8609 86.09%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.8636 86.36%
CYP2C8 inhibition + 0.7370 73.70%
CYP inhibitory promiscuity - 0.9805 98.05%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.7500 75.00%
Carcinogenicity (trinary) Non-required 0.5061 50.61%
Eye corrosion - 0.9825 98.25%
Eye irritation - 0.8969 89.69%
Skin irritation - 0.7526 75.26%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6464 64.64%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5603 56.03%
skin sensitisation - 0.8413 84.13%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.9106 91.06%
Acute Oral Toxicity (c) III 0.6593 65.93%
Estrogen receptor binding + 0.7462 74.62%
Androgen receptor binding + 0.6889 68.89%
Thyroid receptor binding - 0.4946 49.46%
Glucocorticoid receptor binding + 0.5747 57.47%
Aromatase binding + 0.6627 66.27%
PPAR gamma + 0.7127 71.27%
Honey bee toxicity - 0.7319 73.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5192 51.92%
Fish aquatic toxicity + 0.6775 67.75%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.91% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.74% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 97.85% 89.63%
CHEMBL2581 P07339 Cathepsin D 97.16% 98.95%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 96.90% 96.11%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 96.53% 92.88%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 96.53% 97.29%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 96.15% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 95.50% 96.47%
CHEMBL2208 P49137 MAP kinase-activated protein kinase 2 95.24% 95.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.70% 99.17%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 94.42% 95.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 94.34% 89.34%
CHEMBL236 P41143 Delta opioid receptor 94.18% 99.35%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.07% 94.80%
CHEMBL226 P30542 Adenosine A1 receptor 93.99% 95.93%
CHEMBL299 P17252 Protein kinase C alpha 93.78% 98.03%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 93.74% 92.86%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 93.60% 96.90%
CHEMBL3038469 P24941 CDK2/Cyclin A 92.49% 91.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.03% 96.61%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.85% 93.10%
CHEMBL4588 P22894 Matrix metalloproteinase 8 91.27% 94.66%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.00% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.74% 98.75%
CHEMBL4581 P52732 Kinesin-like protein 1 90.46% 93.18%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.82% 95.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.13% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.08% 90.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.45% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.12% 90.71%
CHEMBL2885 P07451 Carbonic anhydrase III 86.89% 87.45%
CHEMBL221 P23219 Cyclooxygenase-1 86.58% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.76% 91.24%
CHEMBL3384 Q16512 Protein kinase N1 85.65% 80.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.32% 96.38%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.23% 92.32%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.50% 91.03%
CHEMBL1801 P00747 Plasminogen 84.32% 92.44%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.24% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 83.83% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.77% 95.56%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 83.63% 90.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.27% 97.25%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 82.86% 94.55%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.41% 88.56%
CHEMBL2514 O95665 Neurotensin receptor 2 82.09% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.82% 97.14%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.39% 96.33%
CHEMBL3837 P07711 Cathepsin L 80.72% 96.61%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.69% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.53% 94.33%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.23% 92.29%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 80.00% 97.64%

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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There are no matching plants.

Cross-Links

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PubChem 6437367
LOTUS LTS0160043
wikiData Q105007561