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methyl (1S,5R,6S,7S,8R,11S,12R,14S)-11,12-diacetyloxy-4,7-dihydroxy-6-[(6S,8R,9R)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-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 899f52ee-c10d-4748-855a-a36e1c292399
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name methyl (1S,5R,6S,7S,8R,11S,12R,14S)-11,12-diacetyloxy-4,7-dihydroxy-6-[(6S,8R,9R)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-4-carboxylate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C14COC(C4C(C3O)(C)C56C7CC(C5(O6)C)C8(C=COC8O7)O)(C(=O)OC)O)OC(=O)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3C2[C@]14COC([C@H]4[C@]([C@@H]3O)(C)[C@@]56[C@H]7CC(C5(O6)C)C8(C=CO[C@H]8O7)O)(C(=O)OC)O)OC(=O)C)OC(=O)C
InChI InChI=1S/C35H44O16/c1-8-15(2)25(39)48-19-12-20(47-16(3)36)33(50-17(4)37)14-45-22-23(33)31(19)13-46-34(42,27(40)43-7)26(31)29(5,24(22)38)35-21-11-18(30(35,6)51-35)32(41)9-10-44-28(32)49-21/h8-10,18-24,26,28,38,41-42H,11-14H2,1-7H3/b15-8+/t18?,19-,20+,21+,22+,23?,24+,26-,28-,29+,30?,31-,32?,33-,34?,35-/m0/s1
InChI Key VEHPJKVTJQSSKL-JVSZKOCJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O16
Molecular Weight 720.70 g/mol
Exact Mass 720.26293531 g/mol
Topological Polar Surface Area (TPSA) 215.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.06
H-Bond Acceptor 16
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,5R,6S,7S,8R,11S,12R,14S)-11,12-diacetyloxy-4,7-dihydroxy-6-[(6S,8R,9R)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6-methyl-14-[(E)-2-methylbut-2-enoyl]oxy-3,9-dioxatetracyclo[6.6.1.01,5.011,15]pentadecane-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 + 0.9483 94.83%
Caco-2 - 0.8393 83.93%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7795 77.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8056 80.56%
OATP1B3 inhibitior + 0.9491 94.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9783 97.83%
P-glycoprotein inhibitior + 0.7738 77.38%
P-glycoprotein substrate + 0.7319 73.19%
CYP3A4 substrate + 0.7335 73.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.7696 76.96%
CYP2C9 inhibition - 0.8452 84.52%
CYP2C19 inhibition - 0.8327 83.27%
CYP2D6 inhibition - 0.9435 94.35%
CYP1A2 inhibition - 0.8868 88.68%
CYP2C8 inhibition + 0.7659 76.59%
CYP inhibitory promiscuity - 0.8863 88.63%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5886 58.86%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9093 90.93%
Skin irritation - 0.7081 70.81%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4358 43.58%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8406 84.06%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6647 66.47%
Acute Oral Toxicity (c) I 0.6952 69.52%
Estrogen receptor binding + 0.7908 79.08%
Androgen receptor binding + 0.7622 76.22%
Thyroid receptor binding + 0.5873 58.73%
Glucocorticoid receptor binding + 0.7338 73.38%
Aromatase binding + 0.6803 68.03%
PPAR gamma + 0.7636 76.36%
Honey bee toxicity - 0.9165 91.65%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5824 58.24%
Fish aquatic toxicity + 0.9698 96.98%

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 98.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.44% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 91.85% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.52% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.21% 89.50%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.50% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.05% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 85.84% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.77% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.06% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.02% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.87% 86.33%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.85% 85.30%
CHEMBL230 P35354 Cyclooxygenase-2 82.71% 89.63%
CHEMBL2581 P07339 Cathepsin D 82.54% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.54% 89.34%
CHEMBL5028 O14672 ADAM10 81.53% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.27% 97.28%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.19% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.57% 95.89%

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 17750982
NPASS NPC252890