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[13-Acetyloxy-6-(furan-3-yl)-11-hydroxy-16-(2-methoxy-2-oxoethyl)-5,15,15-trimethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] 2-methylpropanoate

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 e847264f-d375-45c2-a050-6b8e55fbfaf1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [13-acetyloxy-6-(furan-3-yl)-11-hydroxy-16-(2-methoxy-2-oxoethyl)-5,15,15-trimethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C(C(C2C3CCC4(C(OC(=O)C=C4C3(CC1(C2=O)OC(=O)C)O)C5=COC=C5)C)CC(=O)OC)(C)C
SMILES (Isomeric) CC(C)C(=O)OC1C(C(C2C3CCC4(C(OC(=O)C=C4C3(CC1(C2=O)OC(=O)C)O)C5=COC=C5)C)CC(=O)OC)(C)C
InChI InChI=1S/C32H40O11/c1-16(2)27(37)42-28-29(4,5)20(12-22(34)39-7)24-19-8-10-30(6)21(13-23(35)41-26(30)18-9-11-40-14-18)31(19,38)15-32(28,25(24)36)43-17(3)33/h9,11,13-14,16,19-20,24,26,28,38H,8,10,12,15H2,1-7H3
InChI Key NBVHJDYRVKSYBM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O11
Molecular Weight 600.70 g/mol
Exact Mass 600.25706209 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [13-Acetyloxy-6-(furan-3-yl)-11-hydroxy-16-(2-methoxy-2-oxoethyl)-5,15,15-trimethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9900 99.00%
Caco-2 - 0.7856 78.56%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8405 84.05%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior - 0.4102 41.02%
OATP1B3 inhibitior - 0.4033 40.33%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9861 98.61%
P-glycoprotein inhibitior + 0.8296 82.96%
P-glycoprotein substrate + 0.7041 70.41%
CYP3A4 substrate + 0.7215 72.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition + 0.7863 78.63%
CYP2C9 inhibition - 0.7021 70.21%
CYP2C19 inhibition - 0.7936 79.36%
CYP2D6 inhibition - 0.9208 92.08%
CYP1A2 inhibition - 0.8215 82.15%
CYP2C8 inhibition + 0.7307 73.07%
CYP inhibitory promiscuity - 0.8099 80.99%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4622 46.22%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8803 88.03%
Skin irritation - 0.5764 57.64%
Skin corrosion - 0.9307 93.07%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6499 64.99%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5427 54.27%
skin sensitisation - 0.8710 87.10%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4537 45.37%
Acute Oral Toxicity (c) I 0.7637 76.37%
Estrogen receptor binding + 0.8162 81.62%
Androgen receptor binding + 0.7927 79.27%
Thyroid receptor binding + 0.6353 63.53%
Glucocorticoid receptor binding + 0.8631 86.31%
Aromatase binding + 0.6722 67.22%
PPAR gamma + 0.7801 78.01%
Honey bee toxicity - 0.7176 71.76%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9928 99.28%

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 99.28% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.97% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.82% 97.25%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 92.54% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.56% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 89.54% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.57% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.54% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.25% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.75% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.61% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.40% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.59% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.39% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.30% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.50% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.47% 100.00%
CHEMBL5028 O14672 ADAM10 81.57% 97.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.42% 94.80%
CHEMBL221 P23219 Cyclooxygenase-1 81.04% 90.17%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.48% 85.30%

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.
Carapa guianensis

Cross-Links

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PubChem 163092914
LOTUS LTS0212090
wikiData Q105177017