methyl 2-[(1S,2R,5S,6S,10S,11R,12R,13R,14R,16S)-12-acetyloxy-6-(furan-3-yl)-10-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]acetate

Details

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Internal ID d4cb1499-a207-437d-aabc-7fe1e625e3be
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1S,2R,5S,6S,10S,11R,12R,13R,14R,16S)-12-acetyloxy-6-(furan-3-yl)-10-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]acetate
SMILES (Canonical) CC(=O)OC1C2C3C(C(C(C2=O)(C4C1(O3)C5(CC(=O)OC(C5(CC4)C)C6=COC=C6)O)C)CC(=O)OC)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]2[C@@H]3C([C@@H]([C@](C2=O)([C@@H]4[C@]1(O3)[C@@]5(CC(=O)O[C@H]([C@@]5(CC4)C)C6=COC=C6)O)C)CC(=O)OC)(C)C
InChI InChI=1S/C29H36O10/c1-14(30)37-24-20-21(33)27(5)16-7-9-26(4)22(15-8-10-36-13-15)38-19(32)12-28(26,34)29(16,24)39-23(20)25(2,3)17(27)11-18(31)35-6/h8,10,13,16-17,20,22-24,34H,7,9,11-12H2,1-6H3/t16-,17+,20-,22+,23-,24-,26+,27-,28+,29-/m1/s1
InChI Key IKMMHMVDQZYOPF-JSTZNRCYSA-N
Popularity 0 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) 139.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,2R,5S,6S,10S,11R,12R,13R,14R,16S)-12-acetyloxy-6-(furan-3-yl)-10-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-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 + 0.9682 96.82%
Caco-2 - 0.7475 74.75%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7867 78.67%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior - 0.5664 56.64%
OATP1B3 inhibitior - 0.5948 59.48%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8360 83.60%
P-glycoprotein inhibitior + 0.7840 78.40%
P-glycoprotein substrate + 0.6487 64.87%
CYP3A4 substrate + 0.7183 71.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8469 84.69%
CYP3A4 inhibition + 0.5809 58.09%
CYP2C9 inhibition - 0.7337 73.37%
CYP2C19 inhibition - 0.7930 79.30%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.7461 74.61%
CYP inhibitory promiscuity - 0.9366 93.66%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5896 58.96%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8748 87.48%
Skin irritation - 0.6885 68.85%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7905 79.05%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5604 56.04%
skin sensitisation - 0.9039 90.39%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.5351 53.51%
Estrogen receptor binding + 0.8050 80.50%
Androgen receptor binding + 0.7462 74.62%
Thyroid receptor binding + 0.6272 62.72%
Glucocorticoid receptor binding + 0.8103 81.03%
Aromatase binding + 0.7662 76.62%
PPAR gamma + 0.7114 71.14%
Honey bee toxicity - 0.7503 75.03%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9782 97.82%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.20% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.17% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.47% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.97% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.64% 92.62%
CHEMBL255 P29275 Adenosine A2b receptor 86.26% 98.59%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.99% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.78% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.85% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.81% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.55% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.75% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.46% 95.56%
CHEMBL5028 O14672 ADAM10 80.68% 97.50%

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.
Xylocarpus granatum

Cross-Links

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PubChem 21574144
LOTUS LTS0246965
wikiData Q105114795