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[(2S)-2-[5-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-1H-indol-3-yl]-3-hydroxy-3-methylbutyl] hexadecanoate

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 51fb5bb2-78c7-45d9-b21e-28b2ce9ce061
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name [(2S)-2-[5-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-1H-indol-3-yl]-3-hydroxy-3-methylbutyl] hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OCC(C1=CNC2=C1C=C(C=C2)CC3C(O3)(C)C)C(C)(C)O
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OC[C@H](C1=CNC2=C1C=C(C=C2)C[C@H]3C(O3)(C)C)C(C)(C)O
InChI InChI=1S/C34H55NO4/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-32(36)38-25-29(33(2,3)37)28-24-35-30-21-20-26(22-27(28)30)23-31-34(4,5)39-31/h20-22,24,29,31,35,37H,6-19,23,25H2,1-5H3/t29-,31+/m1/s1
InChI Key XAXMUUPQRQFKJI-VEEOACQBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H55NO4
Molecular Weight 541.80 g/mol
Exact Mass 541.41310924 g/mol
Topological Polar Surface Area (TPSA) 74.80 Ų
XlogP 9.80
Atomic LogP (AlogP) 8.77
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 20

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S)-2-[5-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-1H-indol-3-yl]-3-hydroxy-3-methylbutyl] hexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9850 98.50%
Caco-2 - 0.7170 71.70%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6407 64.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8536 85.36%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9739 97.39%
P-glycoprotein inhibitior + 0.6768 67.68%
P-glycoprotein substrate + 0.6961 69.61%
CYP3A4 substrate + 0.6564 65.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8295 82.95%
CYP3A4 inhibition + 0.6160 61.60%
CYP2C9 inhibition - 0.5833 58.33%
CYP2C19 inhibition - 0.6214 62.14%
CYP2D6 inhibition - 0.9039 90.39%
CYP1A2 inhibition - 0.5956 59.56%
CYP2C8 inhibition + 0.6683 66.83%
CYP inhibitory promiscuity + 0.6577 65.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6029 60.29%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.8037 80.37%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7387 73.87%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.7426 74.26%
skin sensitisation - 0.8483 84.83%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.9347 93.47%
Acute Oral Toxicity (c) III 0.5599 55.99%
Estrogen receptor binding + 0.6842 68.42%
Androgen receptor binding + 0.6660 66.60%
Thyroid receptor binding - 0.5235 52.35%
Glucocorticoid receptor binding + 0.6690 66.90%
Aromatase binding + 0.5836 58.36%
PPAR gamma - 0.4867 48.67%
Honey bee toxicity - 0.8178 81.78%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7528 75.28%
Fish aquatic toxicity + 0.9851 98.51%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.46% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.86% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.03% 99.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.80% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 95.14% 97.79%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 94.39% 92.08%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.68% 92.88%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.47% 97.29%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.37% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.33% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.25% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.19% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 88.91% 94.73%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.76% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.00% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.94% 96.90%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.73% 85.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.25% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.03% 86.33%
CHEMBL2535 P11166 Glucose transporter 85.01% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.81% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.20% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.14% 92.86%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.54% 94.62%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 83.19% 92.68%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.67% 83.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.31% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 81.83% 91.49%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.66% 93.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.39% 92.29%

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.
Hexalobus crispiflorus
Xanthium strumarium subsp. strumarium

Cross-Links

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PubChem 10053067
NPASS NPC261657
LOTUS LTS0107396
wikiData Q105324195