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[(1S,2S,5S,6R,9R,10S,11R,13R,14R,15S,18S,19R,20R)-20-acetyloxy-6-(furan-3-yl)-11,18,19-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] (2R)-2-methylbutanoate

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 f7f6edb0-be15-4bdc-aa7d-671a6ddf9591
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,5S,6R,9R,10S,11R,13R,14R,15S,18S,19R,20R)-20-acetyloxy-6-(furan-3-yl)-11,18,19-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C2(C3CC(C4(C5C(=O)CC(C5(CC(=O)C4C3(CO1)C(C(C2OC(=O)C)O)O)C)C6=COC=C6)C)O)C
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@@]2([C@@H]3C[C@H]([C@]4([C@@H]5C(=O)C[C@H]([C@@]5(CC(=O)[C@@H]4[C@@]3(CO1)[C@@H]([C@H]([C@@H]2OC(=O)C)O)O)C)C6=COC=C6)C)O)C
InChI InChI=1S/C33H44O11/c1-7-15(2)28(40)44-29-31(5)21-11-22(37)32(6)24-19(35)10-18(17-8-9-41-13-17)30(24,4)12-20(36)25(32)33(21,14-42-29)26(39)23(38)27(31)43-16(3)34/h8-9,13,15,18,21-27,29,37-39H,7,10-12,14H2,1-6H3/t15-,18+,21+,22-,23-,24-,25+,26-,27+,29+,30+,31-,32+,33+/m1/s1
InChI Key XPONTIXOBSVZBT-GYNQBWMVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H44O11
Molecular Weight 616.70 g/mol
Exact Mass 616.28836222 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6R,9R,10S,11R,13R,14R,15S,18S,19R,20R)-20-acetyloxy-6-(furan-3-yl)-11,18,19-trihydroxy-5,10,14-trimethyl-3,8-dioxo-16-oxapentacyclo[12.3.3.01,13.02,10.05,9]icosan-15-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9518 95.18%
Caco-2 - 0.8146 81.46%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7828 78.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7328 73.28%
OATP1B3 inhibitior + 0.8476 84.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9753 97.53%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.6461 64.61%
CYP3A4 substrate + 0.7011 70.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8290 82.90%
CYP3A4 inhibition - 0.6112 61.12%
CYP2C9 inhibition - 0.8729 87.29%
CYP2C19 inhibition - 0.8819 88.19%
CYP2D6 inhibition - 0.9630 96.30%
CYP1A2 inhibition - 0.8852 88.52%
CYP2C8 inhibition + 0.6527 65.27%
CYP inhibitory promiscuity - 0.9089 90.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5926 59.26%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.6837 68.37%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.5101 51.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7510 75.10%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5731 57.31%
skin sensitisation - 0.9195 91.95%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6451 64.51%
Acute Oral Toxicity (c) I 0.4582 45.82%
Estrogen receptor binding + 0.8011 80.11%
Androgen receptor binding + 0.7147 71.47%
Thyroid receptor binding + 0.5634 56.34%
Glucocorticoid receptor binding + 0.7770 77.70%
Aromatase binding + 0.6810 68.10%
PPAR gamma + 0.7541 75.41%
Honey bee toxicity - 0.7185 71.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9915 99.15%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.81% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.60% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.23% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.55% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.05% 90.17%
CHEMBL4040 P28482 MAP kinase ERK2 91.25% 83.82%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.26% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.88% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 88.63% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.33% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.40% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.36% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.76% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.63% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.22% 94.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.04% 89.34%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.94% 82.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.50% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 80.38% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.25% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.09% 96.47%

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 162921333
LOTUS LTS0066417
wikiData Q105338892