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[(1R,4R,5R,7S,8R,9R,10R,11S,12R)-5,7-diacetyloxy-10-[(3R,5S)-3-(furan-3-yl)-5-methoxy-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-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 bc84551f-d267-444b-88ea-c70c07f6b60f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,4R,5R,7S,8R,9R,10R,11S,12R)-5,7-diacetyloxy-10-[(3R,5S)-3-(furan-3-yl)-5-methoxy-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C(C1(C)C4=C(C(CC4OC)C5=COC=C5)C)CC(=O)OC)C)OC(=O)C)OC(=O)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]([C@]1(C)C4=C([C@@H](C[C@@H]4OC)C5=COC=C5)C)CC(=O)OC)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C37H50O11/c1-11-19(2)34(41)48-33-31-32-35(6,18-45-31)27(46-21(4)38)16-28(47-22(5)39)36(32,7)26(15-29(40)43-10)37(33,8)30-20(3)24(14-25(30)42-9)23-12-13-44-17-23/h11-13,17,24-28,31-33H,14-16,18H2,1-10H3/b19-11+/t24-,25+,26-,27-,28+,31-,32+,33-,35-,36+,37-/m1/s1
InChI Key MSOGCLLYGZKBRH-SQYBHLNFSA-N
Popularity 1 reference 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) 137.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4R,5R,7S,8R,9R,10R,11S,12R)-5,7-diacetyloxy-10-[(3R,5S)-3-(furan-3-yl)-5-methoxy-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-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 + 0.9949 99.49%
Caco-2 - 0.7807 78.07%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7752 77.52%
OATP2B1 inhibitior - 0.5745 57.45%
OATP1B1 inhibitior + 0.7054 70.54%
OATP1B3 inhibitior + 0.8848 88.48%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8782 87.82%
P-glycoprotein substrate + 0.7088 70.88%
CYP3A4 substrate + 0.7149 71.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition + 0.5594 55.94%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8235 82.35%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition + 0.8436 84.36%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4882 48.82%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8896 88.96%
Skin irritation - 0.7338 73.38%
Skin corrosion - 0.9615 96.15%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7567 75.67%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.8297 82.97%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6532 65.32%
Acute Oral Toxicity (c) I 0.5096 50.96%
Estrogen receptor binding + 0.8114 81.14%
Androgen receptor binding + 0.7170 71.70%
Thyroid receptor binding + 0.5968 59.68%
Glucocorticoid receptor binding + 0.8221 82.21%
Aromatase binding + 0.6621 66.21%
PPAR gamma + 0.7879 78.79%
Honey bee toxicity - 0.6319 63.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9974 99.74%

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 98.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.59% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.90% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 93.58% 81.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 92.26% 87.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.16% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.63% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.39% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.23% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.55% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.55% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.01% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.39% 94.33%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.14% 97.53%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.79% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.40% 85.14%
CHEMBL5028 O14672 ADAM10 82.51% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.26% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.86% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.38% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.64% 99.23%
CHEMBL2581 P07339 Cathepsin D 80.38% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.34% 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 101266435
LOTUS LTS0152871
wikiData Q105171303