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[(1R,2R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-19-acetyloxy-8-(furan-3-yl)-1,9,11,16-tetramethyl-17-(2-methylpropanoyloxy)-4-oxo-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-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 dafe2fee-f359-4d36-9b3f-df07e5f0a658
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-19-acetyloxy-8-(furan-3-yl)-1,9,11,16-tetramethyl-17-(2-methylpropanoyloxy)-4-oxo-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C4C1(C5=C(C(CC5OC(=O)C4)C6=COC=C6)C)C)C)OC(=O)C)OC(=O)C(C)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=C([C@@H](C[C@@H]5OC(=O)C4)C6=COC=C6)C)C)C)OC(=O)C)OC(=O)C(C)C)C
InChI InChI=1S/C37H48O10/c1-10-19(4)34(41)47-32-30-31-35(7,17-43-30)26(46-33(40)18(2)3)15-27(44-21(6)38)36(31,8)25-14-28(39)45-24-13-23(22-11-12-42-16-22)20(5)29(24)37(25,32)9/h10-12,16,18,23-27,30-32H,13-15,17H2,1-9H3/b19-10+/t23-,24+,25-,26-,27+,30-,31+,32-,35-,36+,37-/m1/s1
InChI Key SICUEZAFVFZILZ-TWSHYRGMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H48O10
Molecular Weight 652.80 g/mol
Exact Mass 652.32474772 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.84
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,6S,8R,11R,12S,13R,16R,17R,19S,20R)-19-acetyloxy-8-(furan-3-yl)-1,9,11,16-tetramethyl-17-(2-methylpropanoyloxy)-4-oxo-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icos-9-en-12-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 + 0.9963 99.63%
Caco-2 - 0.7952 79.52%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8195 81.95%
OATP2B1 inhibitior - 0.7115 71.15%
OATP1B1 inhibitior + 0.7384 73.84%
OATP1B3 inhibitior - 0.2447 24.47%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9933 99.33%
P-glycoprotein inhibitior + 0.8723 87.23%
P-glycoprotein substrate + 0.6325 63.25%
CYP3A4 substrate + 0.7162 71.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8953 89.53%
CYP3A4 inhibition + 0.5904 59.04%
CYP2C9 inhibition - 0.6349 63.49%
CYP2C19 inhibition - 0.7180 71.80%
CYP2D6 inhibition - 0.9366 93.66%
CYP1A2 inhibition - 0.8306 83.06%
CYP2C8 inhibition + 0.7854 78.54%
CYP inhibitory promiscuity - 0.6248 62.48%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4614 46.14%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.7131 71.31%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.5478 54.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7931 79.31%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.6802 68.02%
skin sensitisation - 0.8010 80.10%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6154 61.54%
Acute Oral Toxicity (c) I 0.3659 36.59%
Estrogen receptor binding + 0.7942 79.42%
Androgen receptor binding + 0.7268 72.68%
Thyroid receptor binding + 0.5652 56.52%
Glucocorticoid receptor binding + 0.8164 81.64%
Aromatase binding + 0.6582 65.82%
PPAR gamma + 0.7814 78.14%
Honey bee toxicity - 0.6149 61.49%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6400 64.00%
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 98.54% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.80% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.63% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.46% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.37% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.45% 90.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.18% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.82% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.56% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.90% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.72% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.50% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.91% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.61% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 85.37% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.19% 96.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.23% 83.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 84.03% 83.10%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.79% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.58% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 82.57% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.84% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.29% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.19% 96.47%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.85% 87.67%
CHEMBL2996 Q05655 Protein kinase C delta 80.79% 97.79%

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 10580139
LOTUS LTS0132198
wikiData Q105253639