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methyl 2-[(1R,2S,5R,6R,13R,16S)-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,14,17-trioxo-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 208a82bf-3adb-4d72-a098-d7b5ab13dfad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2S,5R,6R,13R,16S)-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,14,17-trioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
SMILES (Canonical) CC1(C(C2(C3CCC4(C(OC(=O)CC4=C3CC(C1=O)(C2=O)O)C5=COC=C5)C)C)CC(=O)OC)C
SMILES (Isomeric) C[C@@]12CC[C@H]3C(=C1CC(=O)O[C@H]2C4=COC=C4)C[C@@]5(C(=O)[C@]3([C@H](C(C5=O)(C)C)CC(=O)OC)C)O
InChI InChI=1S/C27H32O8/c1-24(2)18(11-19(28)33-5)26(4)16-6-8-25(3)17(15(16)12-27(32,22(24)30)23(26)31)10-20(29)35-21(25)14-7-9-34-13-14/h7,9,13,16,18,21,32H,6,8,10-12H2,1-5H3/t16-,18-,21-,25+,26+,27+/m0/s1
InChI Key LTPQVOUDFKKUSP-KIULOPOQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O8
Molecular Weight 484.50 g/mol
Exact Mass 484.20971797 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2S,5R,6R,13R,16S)-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,14,17-trioxo-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 + 0.9908 99.08%
Caco-2 - 0.6844 68.44%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8121 81.21%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior - 0.5918 59.18%
OATP1B3 inhibitior - 0.2984 29.84%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8994 89.94%
P-glycoprotein inhibitior + 0.7295 72.95%
P-glycoprotein substrate + 0.5275 52.75%
CYP3A4 substrate + 0.6832 68.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8544 85.44%
CYP3A4 inhibition + 0.8654 86.54%
CYP2C9 inhibition - 0.7981 79.81%
CYP2C19 inhibition - 0.8872 88.72%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition - 0.8839 88.39%
CYP2C8 inhibition + 0.6777 67.77%
CYP inhibitory promiscuity - 0.8585 85.85%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4282 42.82%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.8912 89.12%
Skin irritation - 0.5913 59.13%
Skin corrosion - 0.9292 92.92%
Ames mutagenesis - 0.7540 75.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7009 70.09%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6803 68.03%
skin sensitisation - 0.8574 85.74%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6378 63.78%
Acute Oral Toxicity (c) I 0.7528 75.28%
Estrogen receptor binding + 0.8745 87.45%
Androgen receptor binding + 0.7148 71.48%
Thyroid receptor binding + 0.6567 65.67%
Glucocorticoid receptor binding + 0.8638 86.38%
Aromatase binding + 0.7698 76.98%
PPAR gamma + 0.7618 76.18%
Honey bee toxicity - 0.8670 86.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9908 99.08%

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 97.79% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.14% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.07% 94.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.22% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 86.02% 90.17%
CHEMBL255 P29275 Adenosine A2b receptor 85.73% 98.59%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.45% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.21% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.21% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.98% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.33% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.16% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.77% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.52% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.07% 91.24%
CHEMBL4208 P20618 Proteasome component C5 82.05% 90.00%
CHEMBL5028 O14672 ADAM10 81.08% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.89% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 80.50% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.12% 94.00%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 80.11% 97.25%

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 102317087
LOTUS LTS0217564
wikiData Q105157083