PlantaeDB Logo
Login Sign-up

[4,19,20-Triacetyloxy-6-(furan-3-yl)-12,21-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

Top
Internal ID 9f0b59da-63be-48c2-854a-26db757b5ea9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [4,19,20-triacetyloxy-6-(furan-3-yl)-12,21-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(C2O)OC(=O)C)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(C2O)OC(=O)C)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(27(32)42)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 OXBFKHGLLFOXPP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
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

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [4,19,20-Triacetyloxy-6-(furan-3-yl)-12,21-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9454 94.54%
Caco-2 - 0.8341 83.41%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7892 78.92%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.7090 70.90%
OATP1B3 inhibitior + 0.8686 86.86%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9675 96.75%
P-glycoprotein inhibitior + 0.8099 80.99%
P-glycoprotein substrate + 0.6357 63.57%
CYP3A4 substrate + 0.7107 71.07%
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 + 0.6806 68.06%
CYP inhibitory promiscuity - 0.8696 86.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4887 48.87%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.7523 75.23%
Skin corrosion - 0.9296 92.96%
Ames mutagenesis - 0.5401 54.01%
Human Ether-a-go-go-Related Gene inhibition + 0.6624 66.24%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6677 66.77%
skin sensitisation - 0.8466 84.66%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.7981 79.81%
Acute Oral Toxicity (c) I 0.4689 46.89%
Estrogen receptor binding + 0.8091 80.91%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding + 0.6032 60.32%
Glucocorticoid receptor binding + 0.7767 77.67%
Aromatase binding + 0.6917 69.17%
PPAR gamma + 0.7739 77.39%
Honey bee toxicity - 0.6434 64.34%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9589 95.89%

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 99.06% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.76% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.51% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.01% 96.77%
CHEMBL2581 P07339 Cathepsin D 93.38% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.69% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.74% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.53% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.40% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 90.11% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.09% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.00% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.11% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.08% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.62% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.49% 93.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.81% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.12% 94.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.70% 98.75%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.61% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.56% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.37% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.14% 96.47%

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 162844907
LOTUS LTS0167855
wikiData Q105202469