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[(1S,2S,5R,6S,9R,10S,11S,13R,14R,15S,18R,19S,20R)-19,20-diacetyloxy-6-(furan-3-yl)-11,18-dihydroxy-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 3b69e16e-79b8-4148-8586-aef2fa82ec7e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,5R,6S,9R,10S,11S,13R,14R,15S,18R,19S,20R)-19,20-diacetyloxy-6-(furan-3-yl)-11,18-dihydroxy-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)OC(=O)C)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)OC(=O)C)O)C)C6=COC=C6)C)O)C
InChI InChI=1S/C35H46O12/c1-8-16(2)30(42)47-31-33(6)23-12-24(40)34(7)26-21(38)11-20(19-9-10-43-14-19)32(26,5)13-22(39)27(34)35(23,15-44-31)28(41)25(45-17(3)36)29(33)46-18(4)37/h9-10,14,16,20,23-29,31,40-41H,8,11-13,15H2,1-7H3/t16-,20-,23+,24+,25+,26-,27+,28+,29+,31+,32-,33-,34+,35+/m1/s1
InChI Key PYOXOZWYWKTZHH-RIXURFDQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H46O12
Molecular Weight 658.70 g/mol
Exact Mass 658.29892690 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5R,6S,9R,10S,11S,13R,14R,15S,18R,19S,20R)-19,20-diacetyloxy-6-(furan-3-yl)-11,18-dihydroxy-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 + 0.9766 97.66%
Caco-2 - 0.8272 82.72%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7828 78.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7176 71.76%
OATP1B3 inhibitior + 0.8314 83.14%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9862 98.62%
P-glycoprotein inhibitior + 0.7981 79.81%
P-glycoprotein substrate + 0.6262 62.62%
CYP3A4 substrate + 0.7004 70.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8225 82.25%
CYP3A4 inhibition - 0.5661 56.61%
CYP2C9 inhibition - 0.8490 84.90%
CYP2C19 inhibition - 0.8851 88.51%
CYP2D6 inhibition - 0.9652 96.52%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.6677 66.77%
CYP inhibitory promiscuity - 0.8388 83.88%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5768 57.68%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9072 90.72%
Skin irritation - 0.6869 68.69%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.5255 52.55%
Human Ether-a-go-go-Related Gene inhibition - 0.3827 38.27%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5606 56.06%
skin sensitisation - 0.9244 92.44%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6522 65.22%
Acute Oral Toxicity (c) I 0.5583 55.83%
Estrogen receptor binding + 0.8263 82.63%
Androgen receptor binding + 0.7192 71.92%
Thyroid receptor binding + 0.5466 54.66%
Glucocorticoid receptor binding + 0.7997 79.97%
Aromatase binding + 0.7009 70.09%
PPAR gamma + 0.7910 79.10%
Honey bee toxicity - 0.7282 72.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9905 99.05%

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 99.01% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.51% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 98.04% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.32% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.96% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.73% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.31% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.40% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.44% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.29% 89.34%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.26% 95.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.95% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.55% 95.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.05% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.71% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.47% 96.77%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.29% 96.47%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.34% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.02% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.63% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 80.18% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 80.16% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.10% 100.00%

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 162946722
LOTUS LTS0164424
wikiData Q105216692