PlantaeDB Logo
Login Sign-up

[(1R,2R,4R,5S,6S,10R,11S,12R,15R,16R,18S,19R)-16,18-diacetyloxy-6-(furan-3-yl)-4-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadec-8-en-11-yl] (E)-2-methylbut-2-enoate

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 68eba083-17cd-41dd-a372-98fe030f3074
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4R,5S,6S,10R,11S,12R,15R,16R,18S,19R)-16,18-diacetyloxy-6-(furan-3-yl)-4-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadec-8-en-11-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C4C1(C5=CCC(C5(C(C4)O)C)C6=COC=C6)C)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@H]2[C@H]3[C@](CO2)([C@@H](C[C@@H]([C@@]3([C@@H]4[C@@]1(C5=CC[C@H]([C@@]5([C@@H](C4)O)C)C6=COC=C6)C)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C35H46O9/c1-9-18(2)31(39)44-30-28-29-32(5,17-41-28)26(42-19(3)36)15-27(43-20(4)37)35(29,8)24-14-25(38)33(6)22(21-12-13-40-16-21)10-11-23(33)34(24,30)7/h9,11-13,16,22,24-30,38H,10,14-15,17H2,1-8H3/b18-9+/t22-,24-,25+,26+,27-,28+,29-,30+,32+,33-,34-,35-/m0/s1
InChI Key VWKKKTRGLPFNRT-ISMMEWFWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H46O9
Molecular Weight 610.70 g/mol
Exact Mass 610.31418304 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 5.27
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,4R,5S,6S,10R,11S,12R,15R,16R,18S,19R)-16,18-diacetyloxy-6-(furan-3-yl)-4-hydroxy-1,5,10,15-tetramethyl-13-oxapentacyclo[10.6.1.02,10.05,9.015,19]nonadec-8-en-11-yl] (E)-2-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 - 0.7748 77.48%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8150 81.50%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.7287 72.87%
OATP1B3 inhibitior + 0.8960 89.60%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9960 99.60%
P-glycoprotein inhibitior + 0.8512 85.12%
P-glycoprotein substrate + 0.5699 56.99%
CYP3A4 substrate + 0.7090 70.90%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition + 0.5190 51.90%
CYP2C9 inhibition - 0.8029 80.29%
CYP2C19 inhibition - 0.8688 86.88%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8236 82.36%
CYP2C8 inhibition + 0.7244 72.44%
CYP inhibitory promiscuity - 0.8148 81.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4633 46.33%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.5197 51.97%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis - 0.5278 52.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8016 80.16%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5413 54.13%
Acute Oral Toxicity (c) I 0.7537 75.37%
Estrogen receptor binding + 0.8049 80.49%
Androgen receptor binding + 0.6861 68.61%
Thyroid receptor binding + 0.6219 62.19%
Glucocorticoid receptor binding + 0.8206 82.06%
Aromatase binding + 0.7154 71.54%
PPAR gamma + 0.7669 76.69%
Honey bee toxicity - 0.6614 66.14%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9974 99.74%

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 98.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.66% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 92.73% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.97% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.43% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.78% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.63% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.35% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.47% 99.23%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.71% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.12% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.76% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.98% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.63% 91.24%
CHEMBL2581 P07339 Cathepsin D 82.39% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.26% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.35% 94.00%

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.
Azadirachta indica

Cross-Links

Top
PubChem 163195533
LOTUS LTS0250560
wikiData Q105298136