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[(1S,2R,5S,6S,10S,11S,13S,14R,17R,18S)-6-(furan-3-yl)-13-hydroxy-18-(2-methoxy-2-oxoethyl)-1,5,11,15-tetramethyl-14-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-17-yl] (2S)-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 f24377b8-0be7-486c-8c66-218e12bdd644
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,5S,6S,10S,11S,13S,14R,17R,18S)-6-(furan-3-yl)-13-hydroxy-18-(2-methoxy-2-oxoethyl)-1,5,11,15-tetramethyl-14-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-17-yl] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC12CC3(C(C1(C4CCC5(C(C4(C(=O)C2(C3OC(=O)C(C)C)O)C)CC(=O)OC5C6=COC=C6)C)C)CC(=O)OC)C
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@]12CC3([C@@H]([C@]1([C@H]4CC[C@]5([C@@H]([C@@]4(C(=O)[C@@]2([C@@H]3OC(=O)C(C)C)O)C)CC(=O)O[C@@H]5C6=COC=C6)C)C)CC(=O)OC)C
InChI InChI=1S/C37H50O11/c1-10-20(4)29(41)48-36-18-33(6)24(16-25(38)44-9)35(36,8)22-11-13-32(5)23(15-26(39)46-27(32)21-12-14-45-17-21)34(22,7)30(42)37(36,43)31(33)47-28(40)19(2)3/h12,14,17,19-20,22-24,27,31,43H,10-11,13,15-16,18H2,1-9H3/t20-,22-,23-,24-,27+,31+,32-,33?,34+,35+,36+,37-/m0/s1
InChI Key DMNUECNRYHXITA-SADCKOQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50O11
Molecular Weight 670.80 g/mol
Exact Mass 670.33531241 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.13
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,5S,6S,10S,11S,13S,14R,17R,18S)-6-(furan-3-yl)-13-hydroxy-18-(2-methoxy-2-oxoethyl)-1,5,11,15-tetramethyl-14-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-17-yl] (2S)-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 + 0.9776 97.76%
Caco-2 - 0.8091 80.91%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8057 80.57%
OATP2B1 inhibitior - 0.7195 71.95%
OATP1B1 inhibitior - 0.4109 41.09%
OATP1B3 inhibitior - 0.5441 54.41%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9471 94.71%
P-glycoprotein inhibitior + 0.7733 77.33%
P-glycoprotein substrate + 0.7144 71.44%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8427 84.27%
CYP3A4 inhibition + 0.6254 62.54%
CYP2C9 inhibition - 0.7002 70.02%
CYP2C19 inhibition - 0.7634 76.34%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8697 86.97%
CYP2C8 inhibition + 0.7618 76.18%
CYP inhibitory promiscuity - 0.8252 82.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5957 59.57%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8848 88.48%
Skin irritation - 0.7259 72.59%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3783 37.83%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5132 51.32%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6893 68.93%
Acute Oral Toxicity (c) I 0.4615 46.15%
Estrogen receptor binding + 0.7823 78.23%
Androgen receptor binding + 0.7672 76.72%
Thyroid receptor binding + 0.5959 59.59%
Glucocorticoid receptor binding + 0.8041 80.41%
Aromatase binding + 0.7298 72.98%
PPAR gamma + 0.7583 75.83%
Honey bee toxicity - 0.7279 72.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9890 98.90%

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 99.28% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.13% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 94.33% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.43% 92.62%
CHEMBL2581 P07339 Cathepsin D 92.33% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.37% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.64% 97.25%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.07% 95.71%
CHEMBL299 P17252 Protein kinase C alpha 87.87% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.54% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.51% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.28% 86.33%
CHEMBL5028 O14672 ADAM10 84.98% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.87% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.59% 92.88%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.39% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.37% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.54% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.12% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.01% 97.14%

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.
Xylocarpus moluccensis

Cross-Links

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PubChem 102418510
LOTUS LTS0048562
wikiData Q104985235