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

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 3b059d7f-0338-4f91-8286-6d33dbf50463
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name dimethyl (1S,4S,5R,6S,7R,8R,10S,14S,16R,18S,19R,22S,23R,25S,26R)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6-methyl-25-(2-methylbutanoyloxy)-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4,22-dicarboxylate
SMILES (Canonical) CCC(C)C(=O)OC1CC(C2(COC3C2C14COC(C4C5(C3OC6C5(C7CC6C8(C=COC8O7)O)O)C)(C(=O)OC)OC)C(=O)OC)OC(=O)C
SMILES (Isomeric) CCC(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@H]6[C@@]5([C@H]7CC6[C@]8(C=CO[C@H]8O7)O)O)C)(C(=O)OC)OC)C(=O)OC)OC(=O)C
InChI InChI=1S/C35H46O16/c1-8-15(2)25(37)49-18-12-19(48-16(3)36)32(27(38)42-5)13-46-21-22(32)31(18)14-47-35(44-7,28(39)43-6)26(31)30(4)24(21)51-23-17-11-20(34(23,30)41)50-29-33(17,40)9-10-45-29/h9-10,15,17-24,26,29,40-41H,8,11-14H2,1-7H3/t15?,17?,18-,19+,20+,21+,22+,23+,24+,26-,29-,30+,31-,32-,33-,34+,35-/m0/s1
InChI Key ZHEQVVAETFPOND-PDPSVSLISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H46O16
Molecular Weight 722.70 g/mol
Exact Mass 722.27858538 g/mol
Topological Polar Surface Area (TPSA) 201.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.14
H-Bond Acceptor 16
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9063 90.63%
Caco-2 - 0.8357 83.57%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7392 73.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8122 81.22%
OATP1B3 inhibitior + 0.9104 91.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9631 96.31%
P-glycoprotein inhibitior + 0.7508 75.08%
P-glycoprotein substrate + 0.7406 74.06%
CYP3A4 substrate + 0.7324 73.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8763 87.63%
CYP3A4 inhibition - 0.8268 82.68%
CYP2C9 inhibition - 0.8451 84.51%
CYP2C19 inhibition - 0.7954 79.54%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.9168 91.68%
CYP2C8 inhibition + 0.7539 75.39%
CYP inhibitory promiscuity - 0.8334 83.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5196 51.96%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.7332 73.32%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4204 42.04%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5296 52.96%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6134 61.34%
Acute Oral Toxicity (c) I 0.4478 44.78%
Estrogen receptor binding + 0.7989 79.89%
Androgen receptor binding + 0.7562 75.62%
Thyroid receptor binding + 0.5184 51.84%
Glucocorticoid receptor binding + 0.7221 72.21%
Aromatase binding + 0.7089 70.89%
PPAR gamma + 0.7349 73.49%
Honey bee toxicity - 0.8061 80.61%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9637 96.37%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.39% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.38% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.32% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.71% 94.45%
CHEMBL2413 P32246 C-C chemokine receptor type 1 93.90% 89.50%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 93.02% 85.30%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.92% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.53% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.37% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.77% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.23% 91.19%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.84% 82.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.30% 94.33%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.16% 97.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.98% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.48% 96.47%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.99% 96.00%
CHEMBL4072 P07858 Cathepsin B 85.54% 93.67%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 84.53% 93.10%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.43% 91.07%
CHEMBL2581 P07339 Cathepsin D 83.43% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 83.05% 95.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.01% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.01% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.78% 95.71%
CHEMBL226 P30542 Adenosine A1 receptor 82.71% 95.93%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.53% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.46% 86.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.37% 95.71%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.33% 98.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.11% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.68% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.55% 97.28%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.08% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.00% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.85% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.81% 99.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.61% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.45% 95.89%
CHEMBL3776 Q14790 Caspase-8 80.33% 97.06%

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.
Azadirachta indica

Cross-Links

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PubChem 54586223
LOTUS LTS0049189
wikiData Q105375674