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methyl 2-[(1R,2R,5R,6R,13R,14S,16R)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-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 3231aba8-f379-4120-988f-e906d1c68faa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2R,5R,6R,13R,14S,16R)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C3CCC4(C(OC(=O)CC4=C3CC1(C2=O)O)C5=COC=C5)C)C)CC(=O)OC)(C)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@]2(CC3=C4CC(=O)O[C@H]([C@@]4(CC[C@H]3[C@@](C2=O)([C@@H](C1(C)C)CC(=O)OC)C)C)C5=COC=C5)O
InChI InChI=1S/C29H36O9/c1-15(30)37-25-26(2,3)20(12-21(31)35-6)28(5)18-7-9-27(4)19(17(18)13-29(25,34)24(28)33)11-22(32)38-23(27)16-8-10-36-14-16/h8,10,14,18,20,23,25,34H,7,9,11-13H2,1-6H3/t18-,20-,23+,25+,27-,28-,29+/m1/s1
InChI Key XVICTUZGWSSFJE-DMLJWPMFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O9
Molecular Weight 528.60 g/mol
Exact Mass 528.23593272 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.84
H-Bond Acceptor 9
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-[(1R,2R,5R,6R,13R,14S,16R)-14-acetyloxy-6-(furan-3-yl)-13-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-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 - 0.7242 72.42%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8121 81.21%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior - 0.6624 66.24%
OATP1B3 inhibitior - 0.2984 29.84%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9289 92.89%
P-glycoprotein inhibitior + 0.7784 77.84%
P-glycoprotein substrate + 0.5931 59.31%
CYP3A4 substrate + 0.7021 70.21%
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 + 0.6882 68.82%
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 - 0.8727 87.27%
Skin irritation - 0.5913 59.13%
Skin corrosion - 0.9292 92.92%
Ames mutagenesis - 0.7670 76.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6735 67.35%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5553 55.53%
skin sensitisation - 0.8574 85.74%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4578 45.78%
Acute Oral Toxicity (c) I 0.7528 75.28%
Estrogen receptor binding + 0.8694 86.94%
Androgen receptor binding + 0.7268 72.68%
Thyroid receptor binding + 0.6257 62.57%
Glucocorticoid receptor binding + 0.8253 82.53%
Aromatase binding + 0.7479 74.79%
PPAR gamma + 0.7544 75.44%
Honey bee toxicity - 0.7976 79.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6500 65.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.41% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.33% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 96.27% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.02% 96.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.60% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.21% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.05% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.85% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.55% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.55% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.51% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.00% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.65% 82.69%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.61% 91.38%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.51% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.38% 92.62%
CHEMBL5028 O14672 ADAM10 82.23% 97.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.20% 92.88%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.31% 94.80%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.85% 94.00%

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 163075039
LOTUS LTS0046104
wikiData Q105342896