PlantaeDB Logo
Login Sign-up

[(1R,4R,5R,7S,8R,9R,10R,11S,12S)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-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 0a2567f0-f5b0-4efb-8b21-2fa9fc2b78d1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,4R,5R,7S,8R,9R,10R,11S,12S)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] 2-methylpropanoate
SMILES (Canonical) CC1=C(C(CC1C2=COC=C2)OC(=O)C)C3(C(C4(C(CC(C5(C4C(C3OC(=O)C(C)C)OC5)C)OC(=O)C)OC(=O)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C([C@H](C[C@H]1C2=COC=C2)OC(=O)C)[C@]3([C@@H]([C@]4([C@H](C[C@H]([C@@]5([C@H]4[C@H]([C@H]3OC(=O)C(C)C)OC5)C)OC(=O)C)OC(=O)C)C)CC(=O)OC)C
InChI InChI=1S/C37H50O12/c1-18(2)34(42)49-33-31-32-35(7,17-45-31)27(47-21(5)39)15-28(48-22(6)40)36(32,8)26(14-29(41)43-10)37(33,9)30-19(3)24(23-11-12-44-16-23)13-25(30)46-20(4)38/h11-12,16,18,24-28,31-33H,13-15,17H2,1-10H3/t24-,25+,26-,27-,28+,31-,32-,33-,35-,36+,37-/m1/s1
InChI Key OVMLYMIACVFLEH-TYDWBPNSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H50O12
Molecular Weight 686.80 g/mol
Exact Mass 686.33022703 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 5.08
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,4R,5R,7S,8R,9R,10R,11S,12S)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] 2-methylpropanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.8095 80.95%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8140 81.40%
OATP2B1 inhibitior - 0.8554 85.54%
OATP1B1 inhibitior + 0.6980 69.80%
OATP1B3 inhibitior + 0.8234 82.34%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9971 99.71%
P-glycoprotein inhibitior + 0.8712 87.12%
P-glycoprotein substrate + 0.7158 71.58%
CYP3A4 substrate + 0.7071 70.71%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8356 83.56%
CYP3A4 inhibition + 0.6477 64.77%
CYP2C9 inhibition - 0.6602 66.02%
CYP2C19 inhibition - 0.7127 71.27%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.8628 86.28%
CYP2C8 inhibition + 0.8322 83.22%
CYP inhibitory promiscuity + 0.5072 50.72%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4829 48.29%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8882 88.82%
Skin irritation - 0.7645 76.45%
Skin corrosion - 0.9607 96.07%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7146 71.46%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.6230 62.30%
skin sensitisation - 0.7895 78.95%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.4773 47.73%
Acute Oral Toxicity (c) I 0.5082 50.82%
Estrogen receptor binding + 0.8392 83.92%
Androgen receptor binding + 0.7251 72.51%
Thyroid receptor binding + 0.5617 56.17%
Glucocorticoid receptor binding + 0.8187 81.87%
Aromatase binding + 0.6878 68.78%
PPAR gamma + 0.7935 79.35%
Honey bee toxicity - 0.6291 62.91%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.71% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.71% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.44% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.73% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.67% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.60% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.22% 95.50%
CHEMBL2581 P07339 Cathepsin D 90.31% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.98% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.71% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.07% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.82% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.42% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 84.88% 87.67%
CHEMBL5028 O14672 ADAM10 84.49% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.75% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.91% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 80.07% 91.19%

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 163195556
LOTUS LTS0119935
wikiData Q105200836