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methyl 2-[(1S,2R,5R,6R,11S,13R,14S,16R)-13,14-diacetyloxy-6-(furan-3-yl)-11-hydroxy-5,15,15-trimethyl-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 d65fb34e-15d1-4293-b3a3-60ff9579c966
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1S,2R,5R,6R,11S,13R,14S,16R)-13,14-diacetyloxy-6-(furan-3-yl)-11-hydroxy-5,15,15-trimethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-16-yl]acetate
SMILES (Canonical) CC(=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(=O)O[C@@H]1[C@@]2(C[C@@]3([C@H](CC[C@@]4(C3=CC(=O)O[C@H]4C5=COC=C5)C)[C@@H](C2=O)[C@H](C1(C)C)CC(=O)OC)O)OC(=O)C
InChI InChI=1S/C30H36O11/c1-15(31)39-26-27(3,4)19(11-21(33)37-6)23-18-7-9-28(5)20(12-22(34)40-25(28)17-8-10-38-13-17)29(18,36)14-30(26,24(23)35)41-16(2)32/h8,10,12-13,18-19,23,25-26,36H,7,9,11,14H2,1-6H3/t18-,19-,23-,25+,26+,28-,29+,30+/m1/s1
InChI Key IDHAEGGAHIYKHO-DQBSLPNVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H36O11
Molecular Weight 572.60 g/mol
Exact Mass 572.22576196 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,2R,5R,6R,11S,13R,14S,16R)-13,14-diacetyloxy-6-(furan-3-yl)-11-hydroxy-5,15,15-trimethyl-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 + 0.9900 99.00%
Caco-2 - 0.7547 75.47%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8405 84.05%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior - 0.4570 45.70%
OATP1B3 inhibitior - 0.4033 40.33%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9837 98.37%
P-glycoprotein inhibitior + 0.8301 83.01%
P-glycoprotein substrate + 0.6778 67.78%
CYP3A4 substrate + 0.7194 71.94%
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 + 0.7437 74.37%
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 - 0.8757 87.57%
Skin irritation - 0.5764 57.64%
Skin corrosion - 0.9307 93.07%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6953 69.53%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8710 87.10%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5911 59.11%
Acute Oral Toxicity (c) I 0.7637 76.37%
Estrogen receptor binding + 0.8533 85.33%
Androgen receptor binding + 0.7889 78.89%
Thyroid receptor binding + 0.6614 66.14%
Glucocorticoid receptor binding + 0.8867 88.67%
Aromatase binding + 0.6816 68.16%
PPAR gamma + 0.7676 76.76%
Honey bee toxicity - 0.7600 76.00%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6400 64.00%
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 98.97% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.44% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.74% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.47% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.12% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 87.42% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.29% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.91% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.56% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.22% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.88% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.39% 94.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.35% 97.28%
CHEMBL4040 P28482 MAP kinase ERK2 82.34% 83.82%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.55% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.46% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.44% 92.62%
CHEMBL5028 O14672 ADAM10 80.22% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.08% 82.69%

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 162959896
LOTUS LTS0116665
wikiData Q105111364