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methyl (1R,4R,5S,6R,7S,8R,10R,14R,15R,16S,18R,19S,22S,23S,25R,26R)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-25-(2-methylprop-2-enoyloxy)-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

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 ffeccbfc-4a3d-4f81-8337-1b4ea040f10c
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name methyl (1R,4R,5S,6R,7S,8R,10R,14R,15R,16S,18R,19S,22S,23S,25R,26R)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-25-(2-methylprop-2-enoyloxy)-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate
SMILES (Canonical) CC(=C)C(=O)OC1CC(C2(COC3C2C14COC(C4C5(C3OC6(C5(C7CC6C8(C=COC8O7)O)O)C)C)(C(=O)OC)OC)C)OC(=O)C
SMILES (Isomeric) CC(=C)C(=O)O[C@@H]1C[C@@H]([C@@]2(CO[C@H]3[C@H]2[C@@]14CO[C@]([C@@H]4[C@@]5([C@H]3O[C@@]6([C@]5([C@H]7C[C@@H]6[C@@]8(C=CO[C@@H]8O7)O)O)C)C)(C(=O)OC)OC)C)OC(=O)C
InChI InChI=1S/C34H44O14/c1-15(2)24(36)46-19-12-18(45-16(3)35)28(4)13-43-21-22(28)31(19)14-44-33(41-8,26(37)40-7)25(31)29(5)23(21)48-30(6)17-11-20(34(29,30)39)47-27-32(17,38)9-10-42-27/h9-10,17-23,25,27,38-39H,1,11-14H2,2-8H3/t17-,18-,19+,20+,21-,22+,23-,25+,27+,28-,29-,30-,31+,32+,33+,34+/m0/s1
InChI Key YBDUBYIENXRPDS-PPNKAVLHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H44O14
Molecular Weight 676.70 g/mol
Exact Mass 676.27310607 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.91
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,4R,5S,6R,7S,8R,10R,14R,15R,16S,18R,19S,22S,23S,25R,26R)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-25-(2-methylprop-2-enoyloxy)-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9398 93.98%
Caco-2 - 0.8174 81.74%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7379 73.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8265 82.65%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9760 97.60%
P-glycoprotein inhibitior + 0.7328 73.28%
P-glycoprotein substrate + 0.7303 73.03%
CYP3A4 substrate + 0.7395 73.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8891 88.91%
CYP3A4 inhibition - 0.7863 78.63%
CYP2C9 inhibition - 0.8829 88.29%
CYP2C19 inhibition - 0.8613 86.13%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.8704 87.04%
CYP2C8 inhibition + 0.7534 75.34%
CYP inhibitory promiscuity - 0.9290 92.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5701 57.01%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.6321 63.21%
Skin corrosion - 0.9356 93.56%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4217 42.17%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5091 50.91%
skin sensitisation - 0.8454 84.54%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6885 68.85%
Acute Oral Toxicity (c) I 0.5362 53.62%
Estrogen receptor binding + 0.7786 77.86%
Androgen receptor binding + 0.7544 75.44%
Thyroid receptor binding + 0.5552 55.52%
Glucocorticoid receptor binding + 0.7062 70.62%
Aromatase binding + 0.7568 75.68%
PPAR gamma + 0.7447 74.47%
Honey bee toxicity - 0.7538 75.38%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9899 98.99%

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 97.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.42% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 95.23% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.83% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.65% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.78% 97.28%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.06% 89.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.54% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.92% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 86.70% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.07% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.47% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.04% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.77% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.44% 97.47%
CHEMBL5028 O14672 ADAM10 82.47% 97.50%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.92% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.92% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.11% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.97% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.18% 91.07%

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 163074234
LOTUS LTS0178998
wikiData Q105345778