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methyl 2-[(1R,2R,5R,6R,13R,14S,16R)-13,14-diacetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate

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 4f7d6352-b815-4d94-8122-75fec11a8115
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2R,5R,6R,13R,14S,16R)-13,14-diacetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C3CCC4(C(OC(=O)CC4=C3CC1(C2=O)OC(=O)C)C5=COC=C5)C)C)CC(=O)OC)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@]2(CC3=C4CC(=O)O[C@H]([C@@]4(CC[C@H]3[C@@](C2=O)([C@@H](C1(C)C)CC(=O)OC)C)C)C5=COC=C5)OC(=O)C
InChI InChI=1S/C31H38O10/c1-16(32)39-27-28(3,4)22(13-23(34)37-7)30(6)20-8-10-29(5)21(12-24(35)40-25(29)18-9-11-38-15-18)19(20)14-31(27,26(30)36)41-17(2)33/h9,11,15,20,22,25,27H,8,10,12-14H2,1-7H3/t20-,22-,25+,27+,29-,30-,31+/m1/s1
InChI Key LKHIDLGVDXYSHV-TWHXXCBASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O10
Molecular Weight 570.60 g/mol
Exact Mass 570.24649740 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 4.41
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2R,5R,6R,13R,14S,16R)-13,14-diacetyloxy-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9919 99.19%
Caco-2 - 0.7495 74.95%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8180 81.80%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior - 0.6426 64.26%
OATP1B3 inhibitior + 0.8229 82.29%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9792 97.92%
P-glycoprotein inhibitior + 0.8589 85.89%
P-glycoprotein substrate + 0.6119 61.19%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 0.5962 59.62%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition + 0.8237 82.37%
CYP2C9 inhibition - 0.8123 81.23%
CYP2C19 inhibition - 0.8196 81.96%
CYP2D6 inhibition - 0.9178 91.78%
CYP1A2 inhibition - 0.8557 85.57%
CYP2C8 inhibition + 0.7090 70.90%
CYP inhibitory promiscuity - 0.6309 63.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4788 47.88%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8566 85.66%
Skin irritation - 0.6719 67.19%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7196 71.96%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5803 58.03%
skin sensitisation - 0.8545 85.45%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4827 48.27%
Acute Oral Toxicity (c) I 0.6238 62.38%
Estrogen receptor binding + 0.8495 84.95%
Androgen receptor binding + 0.7527 75.27%
Thyroid receptor binding + 0.6323 63.23%
Glucocorticoid receptor binding + 0.8531 85.31%
Aromatase binding + 0.7158 71.58%
PPAR gamma + 0.7798 77.98%
Honey bee toxicity - 0.7781 77.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9958 99.58%

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 98.28% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.02% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.10% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.79% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.38% 95.71%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.95% 91.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.85% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.73% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.13% 99.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.02% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.96% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.38% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.13% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.53% 97.28%
CHEMBL5028 O14672 ADAM10 82.23% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.07% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.73% 94.00%

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.
Khaya senegalensis

Cross-Links

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PubChem 163033385
LOTUS LTS0109650
wikiData Q105153059