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[4,19,21-Triacetyloxy-6-(furan-3-yl)-12,20-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate

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 31359b4e-db2a-4231-9431-9c0caa8cfbad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [4,19,21-triacetyloxy-6-(furan-3-yl)-12,20-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)O)OC(=O)C)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
SMILES (Isomeric) CC(C)C(=O)OC1C2(C3CC(C4(C(C3(CO1)C(C(C2OC(=O)C)O)OC(=O)C)C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C
InChI InChI=1S/C36H46O14/c1-15(2)30(43)49-31-32(6)21-12-22(40)34(8)26(35(21,14-45-31)29(48-18(5)39)25(42)27(32)46-16(3)37)24(41)28(47-17(4)38)33(7)20(19-9-10-44-13-19)11-23-36(33,34)50-23/h9-10,13,15,20-23,25-29,31,40,42H,11-12,14H2,1-8H3
InChI Key XQVAVVJLQAHNDB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46O14
Molecular Weight 702.70 g/mol
Exact Mass 702.28875614 g/mol
Topological Polar Surface Area (TPSA) 198.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,19,21-Triacetyloxy-6-(furan-3-yl)-12,20-dihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-16-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9454 94.54%
Caco-2 - 0.8377 83.77%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7892 78.92%
OATP2B1 inhibitior - 0.7193 71.93%
OATP1B1 inhibitior + 0.7086 70.86%
OATP1B3 inhibitior + 0.8686 86.86%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9586 95.86%
P-glycoprotein inhibitior + 0.7992 79.92%
P-glycoprotein substrate + 0.6465 64.65%
CYP3A4 substrate + 0.7081 70.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8322 83.22%
CYP3A4 inhibition - 0.5209 52.09%
CYP2C9 inhibition - 0.8016 80.16%
CYP2C19 inhibition - 0.8601 86.01%
CYP2D6 inhibition - 0.9193 91.93%
CYP1A2 inhibition - 0.8946 89.46%
CYP2C8 inhibition + 0.6984 69.84%
CYP inhibitory promiscuity - 0.8696 86.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4887 48.87%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.7523 75.23%
Skin corrosion - 0.9296 92.96%
Ames mutagenesis + 0.5099 50.99%
Human Ether-a-go-go-Related Gene inhibition + 0.6625 66.25%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6302 63.02%
skin sensitisation - 0.8466 84.66%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7936 79.36%
Acute Oral Toxicity (c) I 0.4689 46.89%
Estrogen receptor binding + 0.7990 79.90%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding + 0.6003 60.03%
Glucocorticoid receptor binding + 0.7873 78.73%
Aromatase binding + 0.7075 70.75%
PPAR gamma + 0.7749 77.49%
Honey bee toxicity - 0.6496 64.96%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9589 95.89%

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 99.22% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.39% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.25% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.43% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.69% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.09% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.00% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.61% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.37% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.79% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.75% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.07% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.56% 97.28%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.49% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.55% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.80% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.89% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.41% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.24% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.53% 91.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.70% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 82.70% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.14% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.18% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.06% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.73% 91.07%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.51% 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.
Melia azedarach

Cross-Links

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PubChem 163010888
LOTUS LTS0017637
wikiData Q105340064