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[(4R,8R,9R,10R)-5-acetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-11-(2-methylpropanoyloxy)-2-oxatricyclo[6.3.1.04,12]dodecan-7-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

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Internal ID 1ea116e1-e8ee-4ac9-b9b7-ad5f4b582e5e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(4R,8R,9R,10R)-5-acetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-11-(2-methylpropanoyloxy)-2-oxatricyclo[6.3.1.04,12]dodecan-7-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C(C(C3OC(=O)C(C)C)(C)C4=C(C(CC4OC(=O)C)C5=COC=C5)C)COC(=O)C)C)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)OC1CC([C@]2(COC3C2[C@]1([C@H]([C@](C3OC(=O)C(C)C)(C)C4=C([C@@H](C[C@@H]4OC(=O)C)C5=COC=C5)C)COC(=O)C)C)C)OC(=O)C
InChI InChI=1S/C40H54O12/c1-12-21(4)37(45)51-31-16-30(50-25(8)43)38(9)19-48-33-34(38)39(31,10)29(18-47-23(6)41)40(11,35(33)52-36(44)20(2)3)32-22(5)27(26-13-14-46-17-26)15-28(32)49-24(7)42/h12-14,17,20,27-31,33-35H,15-16,18-19H2,1-11H3/b21-12+/t27-,28+,29-,30?,31?,33?,34?,35?,38-,39+,40-/m1/s1
InChI Key KDTGUVJGMITWMA-VXSXGMARSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H54O12
Molecular Weight 726.80 g/mol
Exact Mass 726.36152715 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 6.02
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4R,8R,9R,10R)-5-acetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-2-methylcyclopenten-1-yl]-9-(acetyloxymethyl)-4,8,10-trimethyl-11-(2-methylpropanoyloxy)-2-oxatricyclo[6.3.1.04,12]dodecan-7-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9928 99.28%
Caco-2 - 0.8115 81.15%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8176 81.76%
OATP2B1 inhibitior - 0.5700 57.00%
OATP1B1 inhibitior + 0.7507 75.07%
OATP1B3 inhibitior - 0.2998 29.98%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8804 88.04%
P-glycoprotein substrate + 0.6743 67.43%
CYP3A4 substrate + 0.7068 70.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition - 0.5441 54.41%
CYP2C9 inhibition - 0.6363 63.63%
CYP2C19 inhibition - 0.5839 58.39%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.8541 85.41%
CYP2C8 inhibition + 0.8232 82.32%
CYP inhibitory promiscuity + 0.5096 50.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4662 46.62%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8962 89.62%
Skin irritation - 0.7548 75.48%
Skin corrosion - 0.9559 95.59%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7346 73.46%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.7707 77.07%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6021 60.21%
Acute Oral Toxicity (c) I 0.4551 45.51%
Estrogen receptor binding + 0.8065 80.65%
Androgen receptor binding + 0.7300 73.00%
Thyroid receptor binding + 0.5666 56.66%
Glucocorticoid receptor binding + 0.7981 79.81%
Aromatase binding + 0.6474 64.74%
PPAR gamma + 0.7957 79.57%
Honey bee toxicity - 0.6262 62.62%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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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 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 97.10% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.66% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.10% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.25% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.21% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.60% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.95% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.76% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.51% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.48% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.25% 93.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.15% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.65% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 83.40% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.14% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.67% 94.00%
CHEMBL5028 O14672 ADAM10 80.29% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.11% 99.23%

Plants that contains it

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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

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PubChem 5320169
LOTUS LTS0017489
wikiData Q105139380