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[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-15-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbutanoate

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 66b869fd-72e1-4939-a173-1beba78b93f1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,3R,5R,7R,10S,11R,14R,15S)-15-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1CCC2(C3CCC45CC4(C3(C(CC2C1(C)C)O)C)CCC5C6CC(OC6OC)C(C(C)(C)O)O)C
SMILES (Isomeric) CC(C)CC(=O)O[C@@H]1CC[C@@]2([C@H]3CC[C@]45C[C@@]4([C@@]3([C@@H](C[C@H]2C1(C)C)O)C)CC[C@H]5[C@@H]6C[C@@H](O[C@H]6OC)[C@@H](C(C)(C)O)O)C
InChI InChI=1S/C36H60O7/c1-20(2)16-28(38)43-27-12-13-33(7)24-11-14-35-19-36(35,34(24,8)26(37)18-25(33)31(27,3)4)15-10-22(35)21-17-23(42-30(21)41-9)29(39)32(5,6)40/h20-27,29-30,37,39-40H,10-19H2,1-9H3/t21-,22-,23+,24+,25-,26+,27+,29-,30+,33+,34-,35+,36+/m0/s1
InChI Key YUOHVPKPBAEEQI-WJOOOHSESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O7
Molecular Weight 604.90 g/mol
Exact Mass 604.43390425 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.86
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,5R,7R,10S,11R,14R,15S)-15-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-3-hydroxy-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9627 96.27%
Caco-2 - 0.7950 79.50%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7282 72.82%
OATP2B1 inhibitior - 0.5774 57.74%
OATP1B1 inhibitior + 0.8256 82.56%
OATP1B3 inhibitior + 0.8245 82.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6416 64.16%
P-glycoprotein inhibitior + 0.7229 72.29%
P-glycoprotein substrate + 0.5479 54.79%
CYP3A4 substrate + 0.7499 74.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition + 0.5941 59.41%
CYP2C9 inhibition - 0.5794 57.94%
CYP2C19 inhibition - 0.6353 63.53%
CYP2D6 inhibition - 0.9484 94.84%
CYP1A2 inhibition - 0.7803 78.03%
CYP2C8 inhibition + 0.6335 63.35%
CYP inhibitory promiscuity - 0.9195 91.95%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6334 63.34%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.6257 62.57%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4106 41.06%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6982 69.82%
skin sensitisation - 0.8666 86.66%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8425 84.25%
Acute Oral Toxicity (c) I 0.4140 41.40%
Estrogen receptor binding + 0.6012 60.12%
Androgen receptor binding + 0.7644 76.44%
Thyroid receptor binding - 0.5265 52.65%
Glucocorticoid receptor binding + 0.6868 68.68%
Aromatase binding + 0.6935 69.35%
PPAR gamma + 0.6446 64.46%
Honey bee toxicity - 0.6639 66.39%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9703 97.03%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.63% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.52% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.46% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 94.28% 98.10%
CHEMBL204 P00734 Thrombin 93.16% 96.01%
CHEMBL299 P17252 Protein kinase C alpha 92.74% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.55% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.80% 89.05%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.19% 98.75%
CHEMBL2996 Q05655 Protein kinase C delta 91.01% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.98% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.79% 96.47%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.49% 95.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.32% 96.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.79% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.42% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.89% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.10% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.04% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.44% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.97% 82.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.92% 100.00%
CHEMBL1871 P10275 Androgen Receptor 85.63% 96.43%
CHEMBL5028 O14672 ADAM10 85.48% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.70% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.42% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.25% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.97% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.96% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.90% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.74% 91.07%
CHEMBL236 P41143 Delta opioid receptor 83.19% 99.35%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.83% 93.04%
CHEMBL2581 P07339 Cathepsin D 82.55% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.12% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.04% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.03% 95.71%
CHEMBL233 P35372 Mu opioid receptor 80.66% 97.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.40% 97.21%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.37% 97.28%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.08% 91.03%

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.
Toona sinensis

Cross-Links

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PubChem 11657301
LOTUS LTS0239916
wikiData Q105364267