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Methyl 2-acetyloxy-2-[6-(furan-3-yl)-11,14-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-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 f24292e2-0761-4220-bbb7-7d88f7ba8357
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-acetyloxy-2-[6-(furan-3-yl)-11,14-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-16-yl]acetate
SMILES (Canonical) CC(=O)OC(C1C(C(C2CC3(C(C1(C2=O)C)CCC4(C3=CC(=O)OC4C5=COC=C5)C)O)O)(C)C)C(=O)OC
SMILES (Isomeric) CC(=O)OC(C1C(C(C2CC3(C(C1(C2=O)C)CCC4(C3=CC(=O)OC4C5=COC=C5)C)O)O)(C)C)C(=O)OC
InChI InChI=1S/C29H36O10/c1-14(30)38-20(25(34)36-6)21-26(2,3)22(32)16-12-29(35)17(28(21,5)23(16)33)7-9-27(4)18(29)11-19(31)39-24(27)15-8-10-37-13-15/h8,10-11,13,16-17,20-22,24,32,35H,7,9,12H2,1-6H3
InChI Key DBEIKCGJKSRRBJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O10
Molecular Weight 544.60 g/mol
Exact Mass 544.23084734 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 2-acetyloxy-2-[6-(furan-3-yl)-11,14-dihydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-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 + 0.9884 98.84%
Caco-2 - 0.7558 75.58%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8241 82.41%
OATP2B1 inhibitior - 0.8570 85.70%
OATP1B1 inhibitior - 0.3446 34.46%
OATP1B3 inhibitior + 0.9153 91.53%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.8994 89.94%
P-glycoprotein inhibitior + 0.6974 69.74%
P-glycoprotein substrate + 0.5758 57.58%
CYP3A4 substrate + 0.7177 71.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition + 0.7158 71.58%
CYP2C9 inhibition - 0.7703 77.03%
CYP2C19 inhibition - 0.8516 85.16%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.7772 77.72%
CYP2C8 inhibition + 0.6719 67.19%
CYP inhibitory promiscuity - 0.8664 86.64%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4728 47.28%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8956 89.56%
Skin irritation - 0.5825 58.25%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6486 64.86%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8549 85.49%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6139 61.39%
Acute Oral Toxicity (c) I 0.7872 78.72%
Estrogen receptor binding + 0.8083 80.83%
Androgen receptor binding + 0.7146 71.46%
Thyroid receptor binding + 0.6108 61.08%
Glucocorticoid receptor binding + 0.8498 84.98%
Aromatase binding + 0.6538 65.38%
PPAR gamma + 0.7462 74.62%
Honey bee toxicity - 0.6923 69.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9927 99.27%

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 98.61% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.29% 96.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 94.51% 91.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.48% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.74% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.44% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.85% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.37% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.59% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.08% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.85% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 86.66% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.93% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.60% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.50% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.92% 97.25%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.63% 93.03%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.58% 92.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.39% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.78% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.41% 96.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.49% 92.62%

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.
Xylocarpus granatum

Cross-Links

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PubChem 163008852
LOTUS LTS0014039
wikiData Q104974313