PlantaeDB Logo
Login Sign-up

[(1R,2R,4R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-17-acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-19-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 79eaf7f8-ce4d-402f-a61e-40efe0810060
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-17-acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-19-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C4CC(OC5CC(C(=C5C4(C3O)C)C)C6=COC=C6)OC)C)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]4C[C@@H](O[C@H]5C[C@H](C(=C5[C@@]4([C@@H]3O)C)C)C6=COC=C6)OC)C)C)OC(=O)C
InChI InChI=1S/C34H46O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23-13-26(38-8)42-22-12-21(20-10-11-39-15-20)18(3)27(22)34(23,7)30(28)36/h9-11,15,21-26,28-30,36H,12-14,16H2,1-8H3/b17-9+/t21-,22+,23-,24-,25+,26-,28-,29+,30-,32-,33+,34-/m1/s1
InChI Key XDLKVPLICUIRQM-UZMFJTJZSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H46O9
Molecular Weight 598.70 g/mol
Exact Mass 598.31418304 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 5.08
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,6S,8R,11R,12S,13R,16R,17R,19S,20R)-17-acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-19-yl] (E)-2-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 - 0.7687 76.87%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7845 78.45%
OATP2B1 inhibitior - 0.7215 72.15%
OATP1B1 inhibitior + 0.7557 75.57%
OATP1B3 inhibitior + 0.9220 92.20%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9954 99.54%
P-glycoprotein inhibitior + 0.8085 80.85%
P-glycoprotein substrate + 0.6457 64.57%
CYP3A4 substrate + 0.7228 72.28%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8876 88.76%
CYP3A4 inhibition + 0.5167 51.67%
CYP2C9 inhibition - 0.7738 77.38%
CYP2C19 inhibition - 0.8385 83.85%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.8036 80.36%
CYP2C8 inhibition + 0.8127 81.27%
CYP inhibitory promiscuity - 0.7892 78.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4334 43.34%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.6487 64.87%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7297 72.97%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8695 86.95%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6974 69.74%
Acute Oral Toxicity (c) I 0.5880 58.80%
Estrogen receptor binding + 0.8278 82.78%
Androgen receptor binding + 0.7150 71.50%
Thyroid receptor binding + 0.5562 55.62%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.7117 71.17%
PPAR gamma + 0.7655 76.55%
Honey bee toxicity - 0.6317 63.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9970 99.70%

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 97.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.04% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.92% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.52% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.90% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 91.42% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.36% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.77% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.24% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.93% 94.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.62% 87.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.18% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.03% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.62% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.26% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.57% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.53% 93.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.37% 97.36%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.73% 97.53%
CHEMBL3401 O75469 Pregnane X receptor 82.26% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 81.78% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.93% 96.00%

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.
Melia azedarach

Cross-Links

Top
PubChem 10627376
LOTUS LTS0102533
wikiData Q105325810