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methyl (2S)-2-acetyloxy-2-[(1R,2S,5R,6R,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-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 b73bb013-5b60-4150-a822-41a3ebc1b4de
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-acetyloxy-2-[(1R,2S,5R,6R,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-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)O)C5=COC=C5)C)C)C(C(=O)OC)OC(=O)C)(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)[C@@H](C(=O)OC)OC(=O)C)C)C)C5=COC=C5)O
InChI InChI=1S/C31H38O11/c1-15(32)40-22(25(35)38-7)23-28(3,4)27(41-16(2)33)31(37)13-18-19(30(23,6)26(31)36)8-10-29(5)20(18)12-21(34)42-24(29)17-9-11-39-14-17/h9,11,14,19,22-24,27,37H,8,10,12-13H2,1-7H3/t19-,22-,23-,24-,27-,29+,30+,31-/m0/s1
InChI Key IIMNVYONHWBCNL-AHPYDNBMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H38O11
Molecular Weight 586.60 g/mol
Exact Mass 586.24141202 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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1220508-32-6
Methyl (alphaS,4R,4aR,6aS,7R,8S,10S,11R)-alpha,10-bis(acetyloxy)-4-(3-furanyl)-1,4,4a,5,6,6a,7,8,9,10,11,12-dodecahydro-11-hydroxy-4a,7,9,9-tetramethyl-2,13-dioxo-7,11-methano-2H-cycloocta[f][2]benzopyran-8-acetate

2D Structure

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2D Structure of methyl (2S)-2-acetyloxy-2-[(1R,2S,5R,6R,13R,14S,16S)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-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 + 0.9915 99.15%
Caco-2 - 0.7741 77.41%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8176 81.76%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior - 0.3874 38.74%
OATP1B3 inhibitior + 0.8727 87.27%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9528 95.28%
P-glycoprotein inhibitior + 0.8148 81.48%
P-glycoprotein substrate + 0.6101 61.01%
CYP3A4 substrate + 0.7110 71.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8544 85.44%
CYP3A4 inhibition + 0.8557 85.57%
CYP2C9 inhibition - 0.8232 82.32%
CYP2C19 inhibition - 0.8859 88.59%
CYP2D6 inhibition - 0.9200 92.00%
CYP1A2 inhibition - 0.8386 83.86%
CYP2C8 inhibition + 0.6166 61.66%
CYP inhibitory promiscuity - 0.9089 90.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4433 44.33%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8719 87.19%
Skin irritation - 0.5988 59.88%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4634 46.34%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8474 84.74%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5285 52.85%
Acute Oral Toxicity (c) I 0.6914 69.14%
Estrogen receptor binding + 0.8163 81.63%
Androgen receptor binding + 0.7296 72.96%
Thyroid receptor binding + 0.6033 60.33%
Glucocorticoid receptor binding + 0.8431 84.31%
Aromatase binding + 0.6997 69.97%
PPAR gamma + 0.7551 75.51%
Honey bee toxicity - 0.7280 72.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9904 99.04%

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 98.75% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.51% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.78% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.02% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.18% 82.69%
CHEMBL3038469 P24941 CDK2/Cyclin A 90.13% 91.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.88% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.83% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.31% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 86.91% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.91% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.75% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.72% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.42% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.31% 95.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.23% 92.88%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.99% 97.25%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 84.47% 92.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.44% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.08% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.41% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.02% 97.14%
CHEMBL5028 O14672 ADAM10 80.50% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.30% 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 46210592
LOTUS LTS0145246
wikiData Q105113611