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methyl 2-[(1S,2R,3S,5R,7S,8R,9R,10S,15S,16R,17S)-15-(acetyloxymethyl)-7-(furan-3-yl)-2,9-dihydroxy-2,8,15,17-tetramethyl-14-oxo-4,11-dioxapentacyclo[8.7.0.03,5.03,8.012,17]heptadec-12-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 dbc430f7-5164-4f72-ac25-cab5602d8d8a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1S,2R,3S,5R,7S,8R,9R,10S,15S,16R,17S)-15-(acetyloxymethyl)-7-(furan-3-yl)-2,9-dihydroxy-2,8,15,17-tetramethyl-14-oxo-4,11-dioxapentacyclo[8.7.0.03,5.03,8.012,17]heptadec-12-en-16-yl]acetate
SMILES (Canonical) CC(=O)OCC1(C(C2(C3C(C(C4(C(CC5C4(C3(C)O)O5)C6=COC=C6)C)O)OC2=CC1=O)C)CC(=O)OC)C
SMILES (Isomeric) CC(=O)OC[C@@]1([C@@H]([C@]2([C@H]3[C@@H]([C@@H]([C@]4([C@@H](C[C@@H]5[C@@]4([C@]3(C)O)O5)C6=COC=C6)C)O)OC2=CC1=O)C)CC(=O)OC)C
InChI InChI=1S/C29H36O10/c1-14(30)37-13-25(2)17(10-21(32)35-6)26(3)19(11-18(25)31)38-22-23(26)28(5,34)29-20(39-29)9-16(15-7-8-36-12-15)27(29,4)24(22)33/h7-8,11-12,16-17,20,22-24,33-34H,9-10,13H2,1-6H3/t16-,17-,20+,22-,23+,24-,25+,26+,27+,28+,29+/m0/s1
InChI Key SSBUNXSELYWXIC-LOAFHAHDSA-N
Popularity 3 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) 145.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 10
H-Bond Donor 2
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,3S,5R,7S,8R,9R,10S,15S,16R,17S)-15-(acetyloxymethyl)-7-(furan-3-yl)-2,9-dihydroxy-2,8,15,17-tetramethyl-14-oxo-4,11-dioxapentacyclo[8.7.0.03,5.03,8.012,17]heptadec-12-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 + 0.9651 96.51%
Caco-2 - 0.7600 76.00%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7825 78.25%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior - 0.4069 40.69%
OATP1B3 inhibitior + 0.9106 91.06%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9793 97.93%
P-glycoprotein inhibitior + 0.7338 73.38%
P-glycoprotein substrate + 0.7066 70.66%
CYP3A4 substrate + 0.7214 72.14%
CYP2C9 substrate - 0.8080 80.80%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition + 0.5453 54.53%
CYP2C9 inhibition - 0.8140 81.40%
CYP2C19 inhibition - 0.8642 86.42%
CYP2D6 inhibition - 0.9254 92.54%
CYP1A2 inhibition - 0.8726 87.26%
CYP2C8 inhibition + 0.6686 66.86%
CYP inhibitory promiscuity - 0.6178 61.78%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.4741 47.41%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.6801 68.01%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4314 43.14%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5690 56.90%
skin sensitisation - 0.8532 85.32%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5569 55.69%
Acute Oral Toxicity (c) I 0.6980 69.80%
Estrogen receptor binding + 0.7692 76.92%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding + 0.5937 59.37%
Glucocorticoid receptor binding + 0.7795 77.95%
Aromatase binding + 0.6778 67.78%
PPAR gamma + 0.6896 68.96%
Honey bee toxicity - 0.7435 74.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9883 98.83%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.39% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.91% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.08% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.57% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.66% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.81% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.66% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.56% 91.49%
CHEMBL299 P17252 Protein kinase C alpha 85.19% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.74% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.71% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.54% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.33% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.30% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.98% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.84% 96.00%
CHEMBL5028 O14672 ADAM10 81.69% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.68% 97.28%
CHEMBL4040 P28482 MAP kinase ERK2 81.08% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.50% 99.23%

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.
Toona ciliata

Cross-Links

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PubChem 23624915
LOTUS LTS0272240
wikiData Q104400690