PlantaeDB Logo
Login Sign-up

[20-Acetyloxy-6-(furan-3-yl)-11,18,19-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-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

Top
Internal ID ce35c9ff-7186-4777-8b57-47bc320f35eb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [20-acetyloxy-6-(furan-3-yl)-11,18,19-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC(C4(C5C(=O)CC(C5(CC(=O)C4C3(CO1)C(C(C2OC(=O)C)O)O)C)C6=COC=C6)C)O)C
SMILES (Isomeric) CC(C)C(=O)OC1C2(C3CC(C4(C5C(=O)CC(C5(CC(=O)C4C3(CO1)C(C(C2OC(=O)C)O)O)C)C6=COC=C6)C)O)C
InChI InChI=1S/C32H42O11/c1-14(2)27(39)43-28-30(5)20-10-21(36)31(6)23-18(34)9-17(16-7-8-40-12-16)29(23,4)11-19(35)24(31)32(20,13-41-28)25(38)22(37)26(30)42-15(3)33/h7-8,12,14,17,20-26,28,36-38H,9-11,13H2,1-6H3
InChI Key VTNHHDHTNFVQFK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H42O11
Molecular Weight 602.70 g/mol
Exact Mass 602.27271215 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [20-Acetyloxy-6-(furan-3-yl)-11,18,19-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] 2-methylpropanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9408 94.08%
Caco-2 - 0.8089 80.89%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8322 83.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7450 74.50%
OATP1B3 inhibitior + 0.8522 85.22%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9673 96.73%
P-glycoprotein inhibitior + 0.7243 72.43%
P-glycoprotein substrate + 0.5964 59.64%
CYP3A4 substrate + 0.7033 70.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8290 82.90%
CYP3A4 inhibition - 0.7106 71.06%
CYP2C9 inhibition - 0.8628 86.28%
CYP2C19 inhibition - 0.8882 88.82%
CYP2D6 inhibition - 0.9522 95.22%
CYP1A2 inhibition - 0.8832 88.32%
CYP2C8 inhibition + 0.6050 60.50%
CYP inhibitory promiscuity - 0.9584 95.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5612 56.12%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.7342 73.42%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.5301 53.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7484 74.84%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5981 59.81%
skin sensitisation - 0.9002 90.02%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.8211 82.11%
Acute Oral Toxicity (c) I 0.6129 61.29%
Estrogen receptor binding + 0.8051 80.51%
Androgen receptor binding + 0.7174 71.74%
Thyroid receptor binding + 0.6049 60.49%
Glucocorticoid receptor binding + 0.7720 77.20%
Aromatase binding + 0.6590 65.90%
PPAR gamma + 0.7451 74.51%
Honey bee toxicity - 0.6786 67.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9907 99.07%

Targets

Top

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 98.68% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.48% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.82% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.51% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.88% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.08% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.24% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.11% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.27% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.58% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.08% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 86.50% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 86.03% 91.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.73% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.11% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.72% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.86% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.13% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.94% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.82% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.70% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.51% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 80.26% 94.73%

Plants that contains it

Top
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

Top
PubChem 163042093
LOTUS LTS0180604
wikiData Q105292880