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[(1S,2R,4R,5R,6S,8R,9S,10S,11R,13R,14R,15S,18S,20R)-20-acetyloxy-6-(furan-3-yl)-4,8,18-trihydroxy-5,10,14-trimethyl-3-oxo-16,21-dioxahexacyclo[12.3.3.19,11.01,13.02,10.05,9]henicosan-15-yl] 2-methylpropanoate

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 ed1daed7-32fb-4cc1-a234-fefa62870b48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2R,4R,5R,6S,8R,9S,10S,11R,13R,14R,15S,18S,20R)-20-acetyloxy-6-(furan-3-yl)-4,8,18-trihydroxy-5,10,14-trimethyl-3-oxo-16,21-dioxahexacyclo[12.3.3.19,11.01,13.02,10.05,9]henicosan-15-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2(C3CC4C5(C(C3(CO1)C(CC2OC(=O)C)O)C(=O)C(C6(C5(O4)C(CC6C7=COC=C7)O)C)O)C)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@@]2([C@@H]3C[C@@H]4[C@@]5([C@@H]([C@@]3(CO1)[C@H](C[C@H]2OC(=O)C)O)C(=O)[C@@H]([C@@]6([C@@]5(O4)[C@@H](C[C@H]6C7=COC=C7)O)C)O)C)C
InChI InChI=1S/C32H42O11/c1-14(2)26(38)42-27-28(4)18-10-22-30(6)24(31(18,13-40-27)19(34)11-21(28)41-15(3)33)23(36)25(37)29(5)17(16-7-8-39-12-16)9-20(35)32(29,30)43-22/h7-8,12,14,17-22,24-25,27,34-35,37H,9-11,13H2,1-6H3/t17-,18-,19-,20+,21+,22+,24-,25-,27-,28+,29+,30+,31+,32-/m0/s1
InChI Key JICAVWDTFZENFS-QWPUBJKQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O11
Molecular Weight 602.70 g/mol
Exact Mass 602.27271215 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.10
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4R,5R,6S,8R,9S,10S,11R,13R,14R,15S,18S,20R)-20-acetyloxy-6-(furan-3-yl)-4,8,18-trihydroxy-5,10,14-trimethyl-3-oxo-16,21-dioxahexacyclo[12.3.3.19,11.01,13.02,10.05,9]henicosan-15-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9532 95.32%
Caco-2 - 0.8079 80.79%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8249 82.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6936 69.36%
OATP1B3 inhibitior + 0.8758 87.58%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9077 90.77%
P-glycoprotein inhibitior + 0.7210 72.10%
P-glycoprotein substrate + 0.6470 64.70%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.7695 76.95%
CYP2C9 inhibition - 0.8251 82.51%
CYP2C19 inhibition - 0.8506 85.06%
CYP2D6 inhibition - 0.9346 93.46%
CYP1A2 inhibition - 0.8764 87.64%
CYP2C8 inhibition + 0.6818 68.18%
CYP inhibitory promiscuity - 0.9367 93.67%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5024 50.24%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9071 90.71%
Skin irritation - 0.7586 75.86%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis - 0.5201 52.01%
Human Ether-a-go-go-Related Gene inhibition + 0.7470 74.70%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.6677 66.77%
skin sensitisation - 0.8780 87.80%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.7051 70.51%
Acute Oral Toxicity (c) I 0.4708 47.08%
Estrogen receptor binding + 0.8024 80.24%
Androgen receptor binding + 0.7594 75.94%
Thyroid receptor binding + 0.5776 57.76%
Glucocorticoid receptor binding + 0.7442 74.42%
Aromatase binding + 0.7190 71.90%
PPAR gamma + 0.7263 72.63%
Honey bee toxicity - 0.6614 66.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9791 97.91%

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 98.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.03% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.48% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.46% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.84% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.82% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.57% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.14% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.07% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.79% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 88.75% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 87.02% 91.19%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.38% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.75% 97.25%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.77% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.68% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.43% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.21% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.34% 91.07%
CHEMBL5028 O14672 ADAM10 80.12% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.12% 98.75%

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 162861715
LOTUS LTS0263231
wikiData Q105128914