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

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 78cad4a5-aedf-4d2f-9b5f-01bedf258adc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,5R,6R,13S,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)CC(=O)OC)C)C)C5=COC=C5
SMILES (Isomeric) CCCC(=O)O[C@@H]1[C@@H]2CC3=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
InChI InChI=1S/C31H40O8/c1-7-8-23(32)38-28-19-13-18-20(31(5,26(19)35)22(29(28,2)3)15-24(33)36-6)9-11-30(4)21(18)14-25(34)39-27(30)17-10-12-37-16-17/h10,12,16,19-20,22,27-28H,7-9,11,13-15H2,1-6H3/t19-,20+,22+,27+,28-,30-,31-/m1/s1
InChI Key UCKBVDWGUXXBQK-WEFQPQBFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H40O8
Molecular Weight 540.60 g/mol
Exact Mass 540.27231823 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 5.51
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9957 99.57%
Caco-2 - 0.6678 66.78%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7922 79.22%
OATP2B1 inhibitior - 0.7227 72.27%
OATP1B1 inhibitior - 0.4804 48.04%
OATP1B3 inhibitior + 0.9700 97.00%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9787 97.87%
P-glycoprotein inhibitior + 0.8332 83.32%
P-glycoprotein substrate + 0.6280 62.80%
CYP3A4 substrate + 0.6879 68.79%
CYP2C9 substrate - 0.5962 59.62%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition + 0.8444 84.44%
CYP2C9 inhibition - 0.7567 75.67%
CYP2C19 inhibition - 0.7324 73.24%
CYP2D6 inhibition - 0.9191 91.91%
CYP1A2 inhibition - 0.8381 83.81%
CYP2C8 inhibition + 0.7405 74.05%
CYP inhibitory promiscuity + 0.5282 52.82%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5297 52.97%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.6878 68.78%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8056 80.56%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5285 52.85%
skin sensitisation - 0.8386 83.86%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6543 65.43%
Acute Oral Toxicity (c) I 0.4389 43.89%
Estrogen receptor binding + 0.8606 86.06%
Androgen receptor binding + 0.7033 70.33%
Thyroid receptor binding + 0.5804 58.04%
Glucocorticoid receptor binding + 0.8851 88.51%
Aromatase binding + 0.7412 74.12%
PPAR gamma + 0.7703 77.03%
Honey bee toxicity - 0.7715 77.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.01% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 96.71% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 93.94% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.64% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.61% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 90.58% 98.59%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.95% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.78% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.73% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.96% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.66% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.67% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.00% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.30% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.66% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.57% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.12% 92.88%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.85% 94.80%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.43% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.30% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.19% 91.19%

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 ivorensis

Cross-Links

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PubChem 162892478
LOTUS LTS0141977
wikiData Q105269961