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

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 c5f8550f-11a7-4c14-beaa-03244a84c1e8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,3R,5R,7R,10S,11R,14R,15S)-3-acetyloxy-15-[(2R,3R,5S)-2-[(1S)-1,2-dihydroxy-2-methylpropyl]-5-methoxyoxolan-3-yl]-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C(CCC2(C3C1(C45CCC(C4(C5)CC3)C6CC(OC6C(C(C)(C)O)O)OC)C)C)OC(=O)C7=CC=CC=C7)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@H]2[C@](CC[C@H](C2(C)C)OC(=O)C3=CC=CC=C3)([C@@H]4[C@@]1([C@]56CC[C@H]([C@]5(C6)CC4)[C@H]7C[C@H](O[C@H]7[C@@H](C(C)(C)O)O)OC)C)C
InChI InChI=1S/C40H58O8/c1-23(41)46-30-21-28-35(2,3)29(47-34(43)24-12-10-9-11-13-24)16-17-37(28,6)27-15-18-39-22-40(39,38(27,30)7)19-14-26(39)25-20-31(45-8)48-32(25)33(42)36(4,5)44/h9-13,25-33,42,44H,14-22H2,1-8H3/t25-,26+,27-,28+,29-,30-,31+,32-,33+,37-,38+,39-,40-/m1/s1
InChI Key MWSHUTCLELRUJE-ABMMKOHNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H58O8
Molecular Weight 666.90 g/mol
Exact Mass 666.41316880 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 6.70
H-Bond Acceptor 8
H-Bond Donor 2
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)-3-acetyloxy-15-[(2R,3R,5S)-2-[(1S)-1,2-dihydroxy-2-methylpropyl]-5-methoxyoxolan-3-yl]-2,6,6,10-tetramethyl-7-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9412 94.12%
Caco-2 - 0.8377 83.77%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7453 74.53%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8230 82.30%
OATP1B3 inhibitior + 0.9040 90.40%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8613 86.13%
P-glycoprotein inhibitior + 0.7624 76.24%
P-glycoprotein substrate + 0.5735 57.35%
CYP3A4 substrate + 0.7388 73.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition + 0.6442 64.42%
CYP2C9 inhibition - 0.6668 66.68%
CYP2C19 inhibition - 0.6692 66.92%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.7310 73.10%
CYP2C8 inhibition + 0.7891 78.91%
CYP inhibitory promiscuity - 0.9221 92.21%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5725 57.25%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9184 91.84%
Skin irritation - 0.7016 70.16%
Skin corrosion - 0.9161 91.61%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7550 75.50%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5673 56.73%
skin sensitisation - 0.8814 88.14%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6554 65.54%
Acute Oral Toxicity (c) I 0.3343 33.43%
Estrogen receptor binding + 0.7630 76.30%
Androgen receptor binding + 0.7615 76.15%
Thyroid receptor binding - 0.5102 51.02%
Glucocorticoid receptor binding + 0.7608 76.08%
Aromatase binding + 0.7092 70.92%
PPAR gamma + 0.7511 75.11%
Honey bee toxicity - 0.7060 70.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9929 99.29%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.96% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.52% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.23% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.01% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.94% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.89% 97.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.64% 94.23%
CHEMBL5028 O14672 ADAM10 90.19% 97.50%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 88.58% 94.97%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.32% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.30% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.52% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.55% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 86.22% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 85.74% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.18% 89.00%
CHEMBL2535 P11166 Glucose transporter 85.12% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.01% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.88% 82.69%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.73% 83.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.70% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.79% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.31% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.10% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 95.89%

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.
Dysoxylum mollissimum

Cross-Links

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PubChem 122178824
LOTUS LTS0103976
wikiData Q105173754